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PUBLICATIONS

Masayuki Inoue

Original Papers

    2024
  1. H. Mutoh, Y. Watanabe, D. Kamakura, K. Hagiwara, M. Inoue, "Unexpected Formation of 11(9→7)-abeo-Steroid Skeleton in Synthetic Studies toward Batrachotoxin," Chem. Pharm. Bull. 2024, 72, 360-364.

    DOI: 10.1248/cpb.c24-00126
  2. A. Watanabe, M. Nagatomo, A. Hirose, Y. Hikone, N. Kishimoto, S. Miura, T. Yasutake, T. Abe, S. Misumi, M. Inoue, "Total Syntheses of Phorbol and 11 Tigliane Diterpenoids and Their Evaluation as HIV Latency-Reversing Agents," J. Am. Chem. Soc. 2024, 146, 8746-8756.

    DOI: 10.1021/jacs.4c01589
  3. H. Asai, K. Hagiwara, M. Inoue, "Enantioselective route to an AE-ring intermediate in the total synthesis of talatisamine," Tetrahedron Lett. 2024, 135, 154903.

    DOI: 10.1016/j.tetlet.2023.154903
  4. 2023
  5. Y. Watanabe, K. Sakata, D. Urabe, K. Hagiwara, M. Inoue, "Formal Total Synthesis of Batrachotoxin Enabled by Radical and Weix Coupling Reactions," J. Org. Chem. 2023, 88, 17479-17484.
    (24/1/4 Selectesd as Most Read Articles)

    DOI: 10.1021/acs.joc.3c02290
  6. T. Watanabe, K. Oga, H. Matoba, M. Nagatomo, M. Inoue, "Total Synthesis of Taxol Enabled by Intermolecular Radical Coupling and Pd-Catalyzed Cyclization," J. Am. Chem. Soc. 2023, 145, 25894.
    (23/12/4 Selectesd as Most Read Articles)
    (24/1/9 Featured in "Some Items of Interest to Process R&D Chemists and Engineers," Org. Process Res. Dev. 2024, 28, 1. )
    (Featured in Synfacts)

    DOI: 10.1021/jacs.3c10658
  7. Y. Watanabe, H. Morozumi, H. Mutoh, K. Hagiwara, M. Inoue, "Total Synthesis of (−)-Batrachotoxin Enabled by a Pd/Ag-Promoted Suzuki–Miyaura Coupling Reaction," Angew. Chem. Int. Ed. 2023, 62, e202309688.
    (Selected as Hot Paper)

    DOI: 10.1002/anie.202309688
  8. J. Fu, Y. Nakata, H. Itoh, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Molecular Editing Enhances Oxidation Resistance of Menaquinone-Targeting Antibiotics Lysocin E and WAP-8294A2," Chem. Eur. J. 2023, 29, e202301224.
    DOI: 10.1002/chem.202301224
  9. Y. Nakata, J. Fu, H. Itoh, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Construction of Five Tryptophan Isomers and Application of the Isomers to Solid-Phase Total Syntheses of Lysocin E Derivatives," Chem. Eur. J. 2023, 29, e202301225.
    DOI: 10.1002/chem.202301225
  10. H. Zhu, M. Kurokawa, M. Chen, Q. Wang, M. Inoue, T. Takao, "Characteristic Fragmentation of Polyunsaturated Fatty Acids with Allylic Vicinal Diols in Positive-Ion LC/ESI-MS/MS," J. Lipid Res. 2023, 64, 100384. DOI: 10.1016/j.jlr.2023.100384
  11. Y.-W. Xue, K. Miura, H. Itoh, M. Inoue, "C-Terminal Modification of Polytheonamide B Uncouples Its Dual Functions in MCF-7 Cancer Cells," Chem. Commun. 2023, 59, 3914-3917.

    DOI: 10.1039/D2CC05915K
  12. Y. Imamura, K. Takaoka, Y. Komori, M. Nagatomo, M. Inoue, "Total Synthesis of Taxol Enabled by Inter- and Intramolecular Radical Coupling Reactions," Angew. Chem. Int. Ed. 2023, 62, e202219114.
    (Selected as Hot Paper)
    (Featured in Synfacts)

    DOI: 10.1002/anie.202219114
  13. T. Shimakawa, S. Nakamura, H. Asai, K. Hagiwara, M. Inoue, "Total Synthesis of Puberuline C," J. Am. Chem. Soc. 2023, 145, 600-609.
    (Featured in ChemistryViews)
    (Selected as Most Read Articles)
    (Featured in Synfacts)
    (Featured in Organic Chemistry Highlights)

    DOI: 10.1021/jacs.2c11259
  14. 2022
  15. N. Nakajima, E. Yoshida, T. Toma, Y. Nishiyama, M. Inoue, T. Fukuyama, S. Yokoshima, "Formal Synthesis of Ecteinascidin 743 via an Intramolecular Cascade Heck Reaction to Construct the Diazabicyclo[3.3.1]nonane Framework," Org. Lett. 2022, 22, 8228-8232.
    DOI: 10.1021/acs.orglett.2c03357
  16. Y.-W. Xue, H. Itoh, S. Dan, M. Inoue, "Gramicidin A Accumulates in Mitochondria, Reduces ATP Levels, Induces Mitophagy, and Inhibits Cancer Cell Growth," Chem. Sci. 2022, 13, 7482-7491.

    DOI: 10.1039/D2SC02024F
  17. T. Nagai, Y. Wang, K. Hagiwara, M. Inoue, "Asymmetric synthesis of evoninic acid," Tetrahedron Lett. 2022, 97, 153747.

    DOI: 10.1016/j.tetlet.2022.153747
  18. Y. Hikone, T. Kato, M. Nagatomo, M. Inoue, "Total Synthesis of Resiniferatoxin Enabled by Photocatalytic Decarboxylative Radical Cyclization," Org. Lett. 2022, 24, 929–933.
    (Selected as Most Read Articles)

    DOI: 10.1021/acs.orglett.1c04286
  19. D. Kuwana, Y. Komori, M. Nagatomo, M. Inoue, "Photoinduced Decarboxylative Radical Coupling Reaction of Multiply Oxygenated Structures by Catalysis of Pt-Doped TiO2," J. Org. Chem. 2022, 87, 730-736.

    DOI: 10.1021/acs.joc.1c02736
  20. 2021
  21. Y. Wang, T. Nagai, I. Watanabe, K. Hagiwara, M. Inoue, "Total Synthesis of Euonymine and Euonyminol Octaacetate," J. Am. Chem. Soc. 2021, 143, 21037–21047.
    (Selected as Most Read Articles)

    DOI: 10.1021/jacs.1c11038
  22. H. Hamamoto, S. Panthee, A. Paudel, K. Ishii, J. Yasukawa, J. Su, A. Miyashita, H. Itoh, K. Tokumoto, M. Inoue, K. Sekimizu, "Serum apolipoprotein A-I potentiates the therapeutic efficacy of lysocin E against Staphylococcus aureus," Nat. Commun. 2021, 12, 6364.
    DOI: 10.1038/s41467-021-26702-0
  23. A. Hirose, A. Watanabe, K. Ogino, M. Nagatomo, M. Inoue, "Unified Total Syntheses of Rhamnofolane, Tigliane, and Daphnane Diterpenoids," J. Am. Chem. Soc. 2021, 143, 12387-12396.
    (Featured in Synfacts)
    (Highlighted in Organic Chemistry Highlights)

    DOI: 10.1021/jacs.1c06450
  24. A. Takeuchi, H. Itoh, M. Inoue, "18O/16O-Encoding Strategy for Microscale Stereochemical Determination of Peptidic Natural Products," Chem. Asian J. 2021, 16, 2447-2452.

    DOI: 10.1002/asia.202100674
  25. K. Kamiya, H. Itoh, M. Inoue, "Generation and Biological Evaluation of Degraded Derivatives of the Three E/Z-Isomers of Yaku'amide B," J. Nat. Prod. 2021, 84, 1854–1859.

    DOI: 10.1021/acs.jnatprod.1c00339
  26. H. Mutoh, S. Nakamura, K. Hagiwara, M. Inoue, "Construction of Pentacyclic Limonoid Skeletons via Radical Cascade Reactions," J. Org. Chem. 2021, 86, 6869–6878.

    DOI: 10.1021/acs.joc.1c00212
  27. K. Kamiya, K. Miura, H. Itoh, M. Inoue, "Divergent Solid‐Phase Synthesis and Biological Evaluation of Yaku’amide B and Its Seven E/Z Isomers," Chem. Eur. J. 2021, 27, 1088-1093.
    (Selected as Hot Paper)

    DOI: 10.1002/chem.202003858
  28. 2020
  29. S. Shimizu, K. Hagiwara, H. Itoh, M. Inoue, "Unified Total Synthesis of Five Bufadienolides," Org. Lett. 2020, 22, 8652-8657.
    (Selected as Most Read Articles of the month)

    DOI: 10.1021/acs.orglett.0c03251
  30. Y. Iwahashi, Y. Toyama, S. Imai, H. Itoh, M. Osawa, M. Inoue, I. Shimada, "Conformational equilibrium shift underlies altered K+ channel gating as revealed by NMR," Nat. Commun. 2020, 11, 5168.
    DOI: 10.1038/s41467-020-19005-3
  31. M. Nagatomo, K. Zhang, H. Fujino, M. Inoue, "Et3B/Et2AlCl/O2‐Mediated Radical Coupling Reaction between α‐Alkoxyacyl Tellurides and 2‐Hydroxybenzaldehyde Derivatives," Chem. Asian. J. 2020, 15, 3820-3824.

    DOI: 10.1002/asia.202001090
  32. Y. Takada, H. Itoh, A. Paudel, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Discovery of gramicidin A analogues with altered activities by multidimensional screening of a one-bead-one-compound library," Nat. Commun. 2020, 11, 4935.
    (Highlighted in press releases of UTokyo FOCUS, link)
    (Selected as Nature Communications Editors' Highlights, link)

    DOI: 10.1038/s41467-020-18711-2
  33. T. Teratani, Y. Mikami, N. Nakamoto, T. Suzuki, Y. Harada, K. Okabayashi, Y. Hagihara, N. Taniki, K. Kohno, S. Shibata, K. Miyamoto, H. Ishigame, P.-S. Chu, T. Sujino, W. Suda, M. Hattori, M. Matsui, T. Okada, H. Okano, M. Inoue, T. Yada, Y. Kitagawa, A. Yoshimura, M. Tanida, M. Tsuda, Y. Iwasaki, T. Kanai, "The Liver-Brain-Gut Neural Arc Maintains the Treg Cell Niche in the Gut," Nature 2020, 585, 591-596.
    DOI: 10.1038/s41586-020-2425-3
  34. T. Fukuda, M. Nagatomo, M. Inoue, "Total Synthesis of Diospyrodin and Its Three Diastereomers," Org. Lett. 2020, 22, 6468–6472.

    DOI: 10.1021/acs.orglett.0c02280
  35. K. Minagawa, D. Kamakura, K. Hagiwara, M. Inoue, "Construction of the ABCE-ring structure of talatisamine via decarboxylative radical cyclization," Tetrahedron 2020, 76, 131385.
    (Selected in Editor’s Choice Collection, link)

    DOI: 10.1016/j.tet.2020.131385
  36. H. Fujino, T. Fukuda, M. Nagatomo, M. Inoue, "Convergent Total Synthesis of Hikizimycin Enabled by Intermolecular Radical Addition to Aldehyde," J. Am. Chem. Soc. 2020, 142, 13227–13234.
    (Highlighted in Organic Chemistry Highlights)

    DOI: 10.1021/jacs.0c06354
  37. J. Mao, H. Itoh, K. Sakurai, M. Inoue, "Phospholipid-Dependent Functions of a Macrocyclic Analogue of the Ion-Channel-Forming Antibiotic Gramicidin A," Chem. Pharm. Bull. 2020, 68, 173-178.

    DOI: 10.1248/cpb.c19-00967
  38. H. Itoh, K. Miura, K. Kamiya, T. Yamashita, M. Inoue, "Solid‐Phase Total Synthesis of Yaku’amide B Enabled by Traceless Staudinger Ligation," Angew. Chem. Int. Ed. 2020, 59, 4564-4571.

    DOI: 10.1002/anie.201916517
  39. D. Kamakura, H. Todoroki, D. Urabe, K. Hagiwara, M. Inoue, "Total Synthesis of Talatisamine," Angew. Chem. Int. Ed. 2020, 59, 479-486.
    (Featured in Synfacts)
    (Featured in Synthesis Workshop Videos, link)
    (Selected as Top Downloaded Article link)


    DOI: 10.1002/anie.201912737
  40. 2019
  41. Y.-W. Xue, A. Hayata, H. Itoh, M. Inoue, "Biological Effects of a Simplified Synthetic Analogue of Ion‐Channel‐Forming Polytheonamide B on Plasma Membrane and Lysosomes," Chem. Eur. J. 2019, 25, 15198-15204.
    (Selected as Hot Paper)

    DOI: 10.1002/chem.201903974
  42. E. O. Balogun, D. K. Inaoka, T. Shiba, C. Tsuge, B. May, T. Sato, Y. Kido, T. Nara, T. Aoki, T. Honma, A. Tanaka, M. Inoue, S. Matsuoka, P. A. M. Michels, Y.-I. Watanabe, A. L. Moore, S. Harada, K. Kita, "Discovery of Trypanocidal Coumarins with Dual Inhibition of Both the Glycerol Kinase and Alternative Oxidase of Trypanosoma brucei brucei," FASEB J. 2019, 33, 13002-13013.
    DOI: 10.1096/fj.201901342R
  43. D. Kuwana, M. Nagatomo, M. Inoue, "Total Synthesis of 5-epi-Eudesm-4(15)-ene-1β,6β-diol via Decarbonylative Radical Coupling Reaction," Org. Lett. 2019, 21, 7619-7623.

    DOI: 10.1021/acs.orglett.9b02895
  44. H. Itoh, K. Tokumoto, T. Kaji, A. Paudel, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Development of a high-throughput strategy for discovery of potent analogues of antibiotic lysocin E," Nat. Commun. 2019, 10, 2992.
    (Highlighted in press releases of UTokyo FOCUS, link)
    (Selected as Nature Communications Editor's Highlights. link)

    DOI: 10.1038/s41467-019-10754-4
  45. Y. Imamura, S. Yoshioka, M. Nagatomo, M. Inoue, "Total Synthesis of 1‐Hydroxytaxinine," Angew. Chem. Int. Ed. 2019, 58, 12159-12163.
    (Selected as Hot Paper)
    (Highlighted in Organic Chemistry Highlights)


    DOI: 10.1002/anie.201906872
  46. D. Kuwana, B. Ovadia, D. Kamimura, M. Nagatomo, M. Inoue, "Installation of O‐Heterocycles to N‐Heteroarenes via an Et3B/O2‐mediated Radical Reaction of α-Alkoxy and α-Alkoxyacyl Tellurides," Asian J. Org. Chem. 2019, 8, 1088-1091.

    DOI: 10.1002/ajoc.201900170
  47. T. Shiba, D. K. Inaoka, G. Takahashi, C. Tsuge, Y. Kido, L. Young, S. Ueda, E. O. Balogun, T. Nara, T. Honma, A. Tanaka, M. Inoue, H. Saimoto, S. Harada, A. L. Moore, K. Kita, "Insights into the Ubiquinol/dioxygen Binding and Proton Relay Pathways of the Alternative Oxidase," Biochim. Biophys. Acta, Bioenerg. 2019, 1860, 375-382.
    DOI: 10.1016/j.bbabio.2019.03.008
  48. M. Nagatomo, Y. Fujimoto, K. Masuda, M. Inoue, "Construction of a 6/5/9-membered tricyclic structure of cladiellins via radical-polar crossover reaction," J. Antibiot. 2019, 72, 486-489.
    DOI: 10.1038/s41429-019-0150-7
  49. 2018
  50. H. Matoba, T. Watanabe, M. Nagatomo, M. Inoue, "Convergent Synthesis of Taxol Skeleton via Decarbonylative Radical Coupling Reaction," Org. Lett. 2018, 20, 7554-7557.
    (Selected as Most Read Articles of the month)

    DOI: 10.1021/acs.orglett.8b03302
  51. T. Kawamata, A. Yamaguchi, M. Nagatomo, M. Inoue, "Convergent Total Synthesis of Asimicin via Decarbonylative Radical Dimerization," Chem. Eur. J. 2018, 24, 18907-18912.
    DOI: 10.1002/chem.201805317
  52. D. Urabe, Y. Nakagawa, K. Mukai, K. Fukushima, N. Aoki, H. Itoh, M. Nagatomo, M. Inoue, "Total synthesis and biological evaluation of 19-hydroxysarmentogenin-3-O-a-L-rhamnoside, trewianin, and their aglycons," J. Org. Chem. 2018, 83, 13888-13910.

    DOI: 10.1021/acs.joc.8b02219
  53. K. Kitamura, H. Itoh, K. Sakurai, S. Dan, M. Inoue, "Target Identification of Yaku’amide B and Its Two Distinct Activities against Mitochondrial FoF1-ATP Synthase," J. Am. Chem. Soc. 2018, 140, 12189-12199.
    (Selected as Spotlights on Recent JACS Publications)

    DOI: 10.1021/jacs.8b07339
  54. A. Hayata, H. Itoh, M. Inoue, "Solid-Phase Total Synthesis and Dual Mechanism of Action of the Channel-Forming 48-mer Peptide Polytheonamide B," J. Am. Chem. Soc. 2018, 140, 10602-10611.

    DOI: 10.1021/jacs.8b06755
  55. M. Koshimizu, M. Nagatomo, M. Inoue, "Construction of a pentacyclic ring system of isoryanodane diterpenoids by SmI2-mediated transannular cyclization," Tetrahedron 2018, 74, 3384-3390.

    DOI: 10.1016/j.tet.2018.03.061
  56. Y. Kofuku, T. Yokomizo, S. Imai, Y. Shiraishi, M. Natsume, H. Itoh, M. Inoue, K. Nakata, S. Igarashi, H. Yamaguchi, T. Mizukoshi, E. Suzuki, T. Ueda, I. Shimada, "Deuteration and selective labeling of alanine methyl groups of β2-adrenergic receptor expressed in a baculovirus-insect cell expression system," J. Biomol. NMR 2018, 71, 185-192.
    DOI: 10.1007/s10858-018-0174-5
  57. K. Sakata, Y. Wang, D. Urabe, M. Inoue, "Synthesis of the Tetracyclic Structure of Batrachotoxin Enabled by Bridgehead Radical Coupling and Pd/Ni-Promoted Ullmann Reaction," Org. Lett. 2018, 20, 130-133.


    DOI: 10.1021/acs.orglett.7b03482
  58. T. Mochimaru, K. Fukunaga, J. Miyata, M. Matsusaka, K. Masaki, H. Kabata, S. Ueda, Y. Suzuki, T. Goto, D. Urabe, M. Inoue, Y. Isobe, M. Arita, T. Betsu, "12-OH-17,18-Epoxyeicosatetraenoic acid alleviates eosinophilic airway inflammation in murine lungs," Allergy 2018, 73, 369-378.
    DOI: 10.1111/all.13297
  59. K. Minagawa, D. Urabe, M. Inoue, "A three-component coupling approach to the ACE-ring substructure of C19-diterpene alkaloids," J. Antibiotics 2018, 71, 326-332.
    DOI: 10.1038/ja.2017.69
  60. H. Itoh, K. Tokumoto, T. Kaji, A. Paudel, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Total Synthesis and Biological Mode of Action of WAP-8294A2: A Menaquinone-Targeting Antibiotic," J. Org. Chem. 2018, 83, 6924-6935.
    (Selected as ACS editors' choice)
    (The Journal of Organic Chemistry Outstanding Publication of the Year Lectureship Award)
    (Selected as the three most read papers in JOC in 2018)

    DOI:10.1021/acs.joc.7b02318
  61. 2017
  62. S. Hashimoto, S. Katoh, T. Kato, D. Urabe, M. Inoue, "Total Synthesis of Resiniferatoxin Enabled by Radical-Mediated Three-Component Coupling and 7-endo Cyclization," J. Am. Chem. Soc. 2017, 139, 16420-16429.

    DOI: 10.1021/jacs.7b10177
  63. H. Fujino, M. Nagatomo, A. Paudel, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Unified Total Synthesis of Polyoxin J, L, and Their Fluorinated Analogues on the Basis of Decarbonylative Radical Coupling Reactions," Angew. Chem. Int. Ed. 2017, 56, 11865-11869.

    DOI:10.1002/anie.201706671
  64. H. Umihara, S. Yokoshima, M. Inoue, T. Fukuyama, "Total Synthesis of (-)-Morphine," Chem. Eur. J. 2017, 23, 6993-6995.

    DOI:10.1002/chem.201701438
  65. K. Masuda, M. Tanigawa, M. Nagatomo, D. Urabe, M. Inoue, "Construction of carbocycles initiated by Cu-catalyzed radical reaction of Cl2C(CN)2," Tetrahedron 2017, 73, 3596-3605.

    DOI:10.1016/j.tet.2017.03.063
  66. H. Fujisawa, T. Ishiyama, D. Urabe, M. Inoue, "Construction of the septahydroxylated ABC-ring system of dihydro-β-agarofurans: Application of 6-exo-dig radical cyclization," Chem. Commun. 2017, 53, 4073-4076.

    DOI:10.1039/C7CC00507E
  67. T. Kawamata, M. Nagatomo, M. Inoue, "Total Synthesis of Zaragozic Acid C: Implementation of Photochemical C(sp3)-H Acylation," J. Am. Chem. Soc. 2017, 139, 1814-1817.
    (Highlighted in Synfacts 2017, 13, 0337. and selected as its Cover Picture)

    DOI:10.1021/jacs.6b13263
  68. D. K. Inaoka, M. Iida, S. Hashimoto, T. Tabuchi,T. Kuranaga, E. O. Balogun, T. Honma, A. Tanaka, S. Harada, T. Nara, K. Kita, M. Inoue, "Design and Synthesis of Potent Substrate-based Inhibitors of the Trypanosoma cruzi Dihydroorotate Dehydrogenase," Bioorg. Med. Chem. 2017, 25, 1465-1470.

    DOI:10.1016/j.bmc.2017.01.009
  69. K. Masuda, M. Nagatomo, M. Inoue, "Direct assembly of multiply oxygenated carbon chains by decarbonylative radical-radical coupling reactions," Nature Chem. 2017, 9, 207-212.
    (Highlighted in Synfacts 2017, 13, 0534.)
    (Associated Link: News and Views - "Organic chemistry: A radical step forward")


    DOI:10.1038/nchem.2639
  70. 2016
  71. D. K. Inaoka, M. Iida, T. Tabuchi, T. Honma, N. Lee, S. Hashimoto, S. Matsuoka, T. Kuranaga, K. Sato, T. Shiba, K. Sakamoto, E. O. Balogun, S. Suzuki, T. Nara, J. R. Rocha, C. A. Montanari, A. Tanaka, M. Inoue, K. Kita, S. Harada, "The Open Form Inducer Approach for Structure-Based Drug Design," PLoS ONE 2016, 11, e0167078.
    DOI:10.1371/journal.pone.0167078
  72. T. Kaji, M. Murai, H. Itoh, J. Yasukawa, H. Hamamoto, K. Sekimizu, M. Inoue, "Total Synthesis and Functional Evaluation of Fourteen Derivatives of Lysocin E: Importance of Cationic, Hydrophobic, and Aromatic Moieties for Antibacterial Activity," Chem. Eur. J. 2016, 22, 16912-16919.

    DOI:10.1002/chem.201604022
  73. S. Matsumura, Y. Matsui, M. Nagatomo, M. Inoue, "Stereoselective construction of anti- and syn-1,2-diol structures via decarbonylative radical coupling of α-alkoxyacyl tellurides," Tetrahedron 2016, 72, 4859-4866.

    DOI:10.1016/j.tet.2016.06.056
  74. T. Tabuchi, D. Urabe, M. Inoue, "Construction of the Fused Pentacycle of Talatisamine via a Combination of Radical and Cationic Cyclizations," J. Org. Chem. 2016, 81, 10204-10213.

    DOI:10.1021/acs.joc.6b01011
  75. D. Kamimura, M. Nagatomo, D. Urabe, M. Inoue, "Expanding the scope of Et3B/O2-mediated coupling reactions of O,Te-acetal," Tetrahedron 2016, 72, 7839-7848.

    DOI:10.1016/j.tet.2016.04.023
  76. H. Mutoh, Y. Sesoko, T. Kuranaga, H. Itoh, M. Inoue, "Total Synthesis and Functional Evaluation of Fourteen Stereoisomers of Yaku’amide B. Importance of Stereochemistry for Hydrophobicity and Cytotoxicity," Org. Biomol. Chem. 2016, 14, 4199-4204.
    (Selected as Hot Article)
    (Selected as 2016's Most Popular Article)


    DOI: 10.1039/C6OB00640J
  77. K. Masuda, M. Nagatomo, M. Inoue, "Chemical Conversion of Ryanodol to Ryanodine," Chem. Pharm. Bull. 2016, 64, 874-879.

    DOI: 10.1248/cpb.c16-00214
  78. K. Hagiwara, T. Tabuchi, D. Urabe, M. Inoue, "Expeditious synthesis of the fused hexacycle of puberuline C via radical-based cyclization/translocation/cyclization process," Chem. Sci. 2016, 7, 4372-4378.

    DOI: 10.1039/C6SC00671J
  79. F. Zhao, X. Li, L. Jin, F. Zhang, M. Inoue, B. Yu, Z. Cao, "Development of a Rapid Throughput Assay for Identification of hNav1.7 Antagonist Using Unique Efficacious Sodium Channel Agonist, Antillatoxin," Mar. Drugs. 2016, 14, 36-47.
    DOI: 10.3390/md14020036
  80. A. Hayata, H. Itoh, S. Matsutaka, M. Inoue, "Dual Chemical Modification of a Polytheonamide Mimic: Rational Design and Synthesis of Ion-Channel-Forming 48-mer Peptides with Potent Cytotoxicity," Chem. Eur. J. 2016, 22, 3370-3377.
    (Selected as Very Important Paper)

    DOI: 10.1002/chem.201504632
  81. M. Koshimizu, M. Nagatomo, M. Inoue, "Unified Total Synthesis of 3-epi-Ryanodol, Cinnzeylanol, Cinncassiols A and B, and Structural Revision of Natural Ryanodol and Cinnacasol," Angew. Chem. Int. Ed. 2016, 55, 2493-2497.

    DOI: 10.1002/anie.201511116
  82. K. Masuda, M. Koshimizu, M. Nagatomo, M. Inoue, "Asymmetric Total Synthesis of (+)-Ryanodol and (+)-Ryanodine," Chem. Eur. J. 2016, 22, 230-236.

    DOI: 10.1002/chem.201503641
  83. M. Nagatomo, K. Hagiwara, K. Masuda, M. Koshimizu, T. Kawamata, Y. Matsui, D. Urabe, M. Inoue, " Symmetry-Driven Strategy for the Assembly of the Core Tetracycle of (+)-Ryanodine: Synthetic Utility of a Cobalt-Catalyzed Olefin Oxidation and α-Alkoxy Bridgehead Radical Reaction," Chem. Eur. J. 2016, 22, 222-229.

    DOI: 10.1002/chem.201503640
  84. 2015
  85. J. Okude, T. Ueda,Y. Kofuku, M. Sato,N. Nobuyama, K. Kondo, Y. Shiraishi, T. Mizumura, K. Onishi, M. Natsume, M. Maeda, H. Tsujishita, T. Kuranaga, M. Inoue, I. Shimada, "Identification of a Conformational Equilibrium That Determines the Efficacy and Functional Selectivity of the μ-Opioid Receptor," Angew. Chem. Int. Ed. 2015, 54, 15771-15776.

    DOI: 10.1002/anie.201508794
  86. T. Asaba, Y. Katoh, D. Urabe, M. Inoue, "Total Synthesis of Crotophorbolone," Angew. Chem. Int. Ed. 2015, 54, 14457-14461.
    (Highlighted in Synfacts 2016, 12, 0002. )

    DOI: 10.1002/anie.201509160
  87. T. Goto, D. Urabe, Y. Isobe, M. Arita, M. Inoue, "Total Synthesis of Four Stereoisomers of (5Z,8Z,10E,14Z)-12-Hydroxy-17,18-epoxy-5,8,10,14-eicosatetraenoic Acid and Their Anti-Inflammatory Activities," Tetrahedron 2015, 71, 8320-8332.

    DOI: 10.1016/j.tet.2015.08.047
  88. T. Goto, D. Urabe, K. Masuda, Y. Isobe, M. Arita, M. Inoue, "Total Synthesis of Four Stereoisomers of (4Z,7Z,10Z,12E,16Z,18E)-14,20-Dihydroxy-4,7,10,12,16,18-docosahexaenoic Acid and Their Anti-inflammatory Activities," J. Org. Chem. 2015, 80, 7713-7726.

    DOI: 10.1021/acs.joc.5b01461
  89. T. Kuranaga, H. Mutoh, Y. Sesoko, T. Goto, S. Matsunaga, M. Inoue, "Elucidation and Total Synthesis of the Correct Structures of Tridecapeptides Yaku’amides A and B. Synthesis-Driven Stereochemical Reassignment of Four Amino Acid Residues," J. Am. Chem. Soc. 2015, 137, 9443-9451.

    DOI: 10.1021/jacs.5b05550
  90. D. K. Inaoka, T. Shiba, D. Sato, E. O. Balogun,T. Sasaki, M. Nagahama, M. Oda, S. Matsuoka, J. Ohmori, T. Honma, M. Inoue, K. Kita, S. Harada, "Structural Insights into the Molecular Design of Flutolanil Derivatives Targeted for Fumarate Respiration of Parasite Mitochondria," Int. J. Mol. Sci. 2015, 16, 15287-15308.

    DOI: 10.3390/ijms160715287
  91. R. Yoshino, N. Yasuo, D. K. Inaoka, Y. Hagiwara, K. Ohno, M. Orita, M. Inoue, T. Shiba, S. Harada, T. Honma, E. O. Balogun, J. Rodrigues da Rocha, C. A. Montanari, K. Kita, M. Sekijima, "Pharmacophore Modeling for Anti-Chagas Drug Design Using the Fragment Molecular Orbital Method," PLoS ONE 2015, 10, e0125829.
    DOI: 10.1371/journal.pone.0125829
  92. T. Yamashita, T. Kuranaga, M. Inoue, "Solid-Phase Total Synthesis of Bogorol A: Stereocontrolled Construction of Thermodynamically Unfavored (E)-2-Amino-2-butenamide," Org. Lett. 2015, 17, 2170-2173.

    DOI: 10.1021/acs.orglett.5b00769
  93. K. Mukai, S. Kasuya, Y. Nakagawa, D. Urabe, M. Inoue, "A Convergent Total Synthesis of Ouabagenin," Chem. Sci. 2015, 6, 3383-3387.

    DOI: 10.1039/C5SC00212E
  94. M. Nagatomo, D. Kamimura, Y. Matsui, K. Masuda, M. Inoue, "Et3B-Mediated Two- and Three-Component Coupling Reactions via Radical Decarbonylation of α-Alkoxyacyl Tellurides: Single-Step Construction of Densely Oxygenated Carboskeletons," Chem. Sci. 2015, 6, 2765-2769.

    DOI: 10.1039/C5SC00457H
  95. S. Yamashita, K. Takeuchi, T. Koyama, M. Inoue, Y. Hayashi, M. Hirama, "Practical Route to the Left Wing of CTX1B and Total Syntheses of CTX1B and 54-deoxyCTX1B," Chem. Eur. J. 2015, 21, 2621-2628.

    DOI: 10.1002/chem.201405629
  96. S. Yoshioka, M. Nagatomo, M. Inoue, "Application of Two Direct C(sp3)-H Functionalizations for Total Synthesis of (+)-Lactacystin," Org. Lett. 2015, 17, 90-93.

    DOI: 10.1021/ol503291s
  97. J. Mao, T. Kuranaga, H. Hamamoto, K. Sekimizu, M. Inoue, "Rational Design, Synthesis, and Biological Evaluation of Lactam-Bridged Gramicidin A Analogues: Discovery of a Low-Hemolytic Antibacterial Peptide," ChemMedChem. 2015, 10, 540-545.

    DOI: 10.1002/cmdc.201402473
  98. M. Murai, T. Kaji, T. Kuranaga, H. Hamamoto, K. Sekimizu, M. Inoue, "Total Synthesis and Biological Evaluation of the Antibiotic Lysocin E and Its Enantiomeric, Epimeric, and N-Demethylated Analogues," Angew. Chem. Int. Ed. 2015, 54, 1556-1560.

    DOI: 10.1002/anie.201410270
  99. M. Nagatomo, H. Nishiyama, H. Fujino, M. Inoue, "Decarbonylative Radical Coupling of α-Aminoacyl Tellurides: Single-Step Preparation of γ-Amino and α,β-Diamino Acids and Rapid Synthesis of Gabapentin and Manzacidin A," Angew. Chem. Int. Ed. 2015, 54, 1537-1541.
    (Selected as Hot Paper)

    DOI: 10.1002/anie.201410186
  100. H. Hamamoto, M. Urai, K. Ishii, J. Yasukawa, A. Paudel, M. Murai, T. Kaji, T. Kuranaga, K. Hamase, T. Katsu, J. Su, T. Adachi, R. Uchida, H. Tomoda, M. Yamada, M. Souma, H. Kirihara, M. Inoue, K. Sekimizu, "Lysocin E is a new antibiotic that targets menaquinone in the bacterial membrane," Nat. Chem. Biol. 2015, 11, 127-133.

    DOI: 10.1038/nchembio.1710
  101. M. Nagatomo, S. Yoshioka, M. Inoue, "Enantioselective Radical Alkynylation of C(sp3)-H Bonds Using Sulfoximine as a Traceless Chiral Auxiliary," Chem. Asian. J. 2015, 10, 120-123.

    DOI: 10.1002/asia.201402983
  102. K. Hagiwara, M. Iwatsu, D. Urabe, M. Inoue, "N-(2,3,4,5,6-Pentafluorophenyl)maleimide as a Powerful Dienophile in Dearomatizing Diels-Alder Reactions," Heterocycles 2015, 90, 659-672.

    DOI: 10.3987/COM-14-S(K)23
  103. 2014
  104. Y. Yokokura, Y. Isobe, S. Matsueda, R. Iwamoto, T. Goto, T. Yoshioka, D. Urabe, M. Inoue, H. Arai, M. Arita, "Identification of 14,20-dihydroxy-docosahexaenoic acid as a novel anti-inflammatory metabolite," J. Biochem. 2014, 156, 315-321.
    DOI: 10.1093/jb/mvu044
  105. E. O. Balogun, D. K. Inaoka, T. Shiba, Y. Kido, C. Tsuge, T. Nara, T. Aoki, T. Honma, A. Tanaka, M. Inoue, S. Matsuoka, P. A. M. Michels, K. Kita, S. Harada, "Molecular Basis for the Reverse Reaction of African Human Trypanosomes Glycerol Kinase," Mol. Microbiol. 2014, 94, 1315-1329.
    DOI: 10.1111/mmi.12831
  106. H. Todoroki, M. Iwatsu, D. Urabe, M. Inoue, "Total Synthesis of (-)-4-Hydroxyzinowol," J. Org. Chem. 2014, 79, 8835-8849.

    DOI: 10.1021/jo501666x
  107. Y. Amaoka, M. Nagatomo, M. Watanabe, K. Tao, S. Kamijo, M. Inoue, "Photochemically Induced Radical Alkenylation of C(sp3)-H Bonds," Chem. Sci. 2014, 5, 4339-4345.

    DOI: 10.1039/C4SC01631A
  108. T. Yamashita, H. Matoba, T. Kuranaga, M. Inoue, "Total syntheses of nobilamides B and D: application of traceless Staudinger ligation," Tetrahedron 2014, 70, 7746-7752.

    DOI: 10.1016/j.tet.2014.05.091
  109. K. Hagiwara, D. Urabe, M. Inoue, "Studies in symmetry-driven synthesis of ryanodol: application of nucleophilic alkynylation for regio- and stereoselective desymmetrization," Tetrahedron Lett. 2014, 55, 3817.

    DOI: 10.1016/j.tetlet.2014.05.075
  110. M. Nagatomo, M. Koshimizu, K. Masuda, T. Tabuchi, D. Urabe, M. Inoue, "Total Synthesis of Ryanodol," J. Am. Chem. Soc. 2014, 136, 5916-5919.

    DOI: 10.1021/ja502770n
  111. T. Kubota, M. Arita, Y. Isobe, R. Iwamoto, T. Goto, T. Yoshioka, D. Urabe, M. Inoue, H. Arai, "Eicosapentaenoic Acid Is Converted via ω-3 Epoxygenation to the Anti-inflammatory Metabolite 12-Hydroxy-17,18-epoxyeicosatetraenoic acid," FASEB J. 2014, 28, 586-593.
    DOI: 10.1096/fj.13-236224
  112. H. Itoh, S. Matsutaka, T. Kuranaga, M. Inoue, "Control of the cytotoxicity of dansylated polytheonamide mimic, an artificial peptide ion channel, by modification of the N-terminal structure," Tetrahedron Lett. 2014, 55, 728-731.

    DOI: 10.1016/j.tetlet.2013.12.007
  113. H. Itoh, M. Inoue, "Antibody-mediated functional control of a dansylated polytheonamide mimic," Chem. Commun. 2014, 50, 939-941.

    DOI: 10.1039/C3CC48348G
  114. 2013
  115. D. Kamimura, D. Urabe, M. Nagatomo, M. Inoue, "Et3B‐Mediated Radical-Polar Crossover Reaction for Single-Step Coupling of O,Te-Acetal, α,β-Unsaturated Ketones, and Aldehydes/Ketones," Org. Lett. 2013, 15, 5122-5125.

    DOI: 10.1021/ol402563v
  116. T. Ishiyama, D. Urabe, H. Fujisawa, M. Inoue, "Concise Synthesis of the Multiply Oxygenated ABC-Ring System of the Dihydro-β-agarofurans," Org. Lett. 2013, 15, 4488-4491.

    DOI: 10.1021/ol402038b
  117. K. Okura, M. Inoue, "The Orientation of the Terminal tBu Group of Antillatoxin is Important for Potent Toxicity: Design, Synthesis and Biological Evaluation of Conformationally Restricted Analogues of Antillatoxin," Asian J. Org. Chem. 2013, 2, 650-653.

    DOI: 10.1002/ajoc.201300111
  118. K. Okura, S. Matsuoka, M. Inoue, "The bulky side chain of antillatoxin is important for potent toxicity: rational design of photoresponsive cytotoxins based on SAR studies," Chem. Commun. 2013, 49, 8024-8026.

    DOI: 10.1039/C3CC44066D
  119. K. Sakata, D. Urabe, M. Inoue, "Preparation and palladium-mediated cross-coupling of α-benzoyloxyalkylzinc bromides," Tetrahedron Lett. 2013, 54, 4189-4192.

    DOI: 10.1016/j.tetlet.2013.05.114
  120. T. Hoshikawa, M. Inoue, "Photoinduced Direct 4-Pyridination of C(sp3)-H Bonds," Chem. Sci. 2013, 4, 3118-3123.

    DOI: 10.1039/C3SC51080H
  121. Y. Amaoka, M. Nagatomo, M. Inoue, "Metal-Free Fluorination of C(sp3)-H Bonds Using a Catalytic N-Oxyl Radical," Org. Lett. 2013, 15, 2160-2163.

    DOI: 10.1021/ol4006757
  122. K. Mukai, D. Urabe, S. Kasuya, N. Aoki, M. Inoue, "A Convergent Total Synthesis of 19-Hydroxysarmentogenin," Angew. Chem. Int. Ed. 2013, 52, 5300-5304.

    DOI: 10.1002/anie.201302067
  123. T. Kuranaga, Y. Sesoko, K. Sakata, N. Maeda, A. Hayata, M. Inoue, "Total Synthesis and Complete Structural Assignment of Yaku’amide A," J. Am. Chem. Soc. 2013, 135, 5467-5474.

    DOI: 10.1021/ja401457h
  124. K. Murai, S. Katoh, D. Urabe, M. Inoue, "A radical-based approach for the construction of the tetracyclic structure of resiniferatoxin," Chem. Sci. 2013, 4, 2364-2368.

    DOI: 10.1039/C3SC50329A
  125. T. Tabuchi, D. Urabe, M. Inoue, "Asymmetric synthesis of a highly functionalized bicyclo[3.2.2]nonene derivative," Beilstein J. Org. Chem. 2013, 9, 655-663.

    DOI: 10.3762/bjoc.9.74
  126. E. O. Balogun, D. K. Inaoka, T. Shiba, Y. Kido, T. Nara, T. Aoki, T. Honma, A. Tanaka, M. Inoue, S. Matsuoka, P. AM. Michels, S. Harada, K. Kita, "Biochemical characterization of highly active Trypanosoma brucei gambiense glycerol kinase, a promising drug target," J. Biochem. 2013, 154, 77-84.
    DOI: 10.1093/jb/mvt037
  127. T. Shiba, Y. Kido, K. Sakamoto, D. K. Inaoka, C. Tsuge, R. Tatsumi, G. Takahashi, E. O. Balogun, T. Nara, T. Aoki, T. Honma, A. Tanaka, M. Inoue, S. Matsuoka, H. Saimoto, A. L. Moore, S. Harada, K. Kita, "Structure of the Trypanosome Cyanide-insensitive Alternative Oxidase, a Promising Drug Target," Proc. Natl. Acad. Sci. U.S.A. 2013, 110, 4580-4585.
    DOI: 10.1073/pnas.1218386110
  128. T. Hoshikawa, S. Yoshioka, S. Kamijo, M. Inoue, "Photoinduced Direct Cyanation of C(sp3)-H Bonds," Synthesis 2013, 45, 874-887.

    DOI: 10.1055/s-0032-1318325
  129. D. Urabe, M. Nagatomo, K. Hagiwara, K. Masuda, M. Inoue, "Symmetry-Driven Synthesis of 9-Demethyl-10,15-dideoxyryanodol," Chem. Sci. 2013, 4, 1615-1619.

    DOI: 10.1039/C3SC00023K
  130. Y. Isobe, M. Arita, R. Iwamoto, D. Urabe, H. Todoroki, K. Masuda, M. Inoueand H. Arai, "Stereochemical assignment and anti-inflammatory properties of the omega-3 lipid mediator resolvin E3," J. Biochem. 2013, 153, 355-360.
    DOI: 10.1093/jb/mvs151
  131. H. Itoh, M. Inoue, "Structural Permutation of Potent Cytotoxin, Polytheonamide B: Discovery of Cytotoxic Peptide with Altered Activity," ACS Med. Chem. Lett. 2013, 4, 52-56.

    DOI: 10.1021/ml300264c
  132. T. Hoshikawa, S. Kamijo, M. Inoue, "Photochemically Induced Radical Alkynylation of C(sp3)-H Bonds," Org. Biomol. Chem. 2013, 11, 164-169.

    DOI: 10.1039/C2OB26785C
  133. 2012
  134. Y. Amaoka, S. Kamijo, T. Hoshikawa, M. Inoue, "Radical Amination of C(sp3)-H Bonds Using N-Hydroxyphthalimide and Dialkyl Azodicarboxylate," J. Org. Chem. 2012, 77, 9959-9969.

    DOI: 10.1021/jo301840e
  135. H. Itoh, S. Matsuoka, M. Kreir, M. Inoue, "Design, Synthesis and Functional Analysis of Dansylated Polytheonamide Mimic: An Artificial Peptide Ion Channel," J. Am. Chem. Soc. 2012, 134, 14011-14018.

    DOI: 10.1021/ja303831a
  136. M. Iwatsu, D. Urabe, H. Todoroki, K. Masuda, M. Inoue, "Selective Introduction of Four Contiguous Stereocenters on the B-Ring of 4-Hydroxyzinowol," Heterocycles 2012, 86, 181-188.

    DOI: 10.3987/COM-12-S(N)76
  137. D. Urabe, H. Yamaguchi, A. Someya, M. Inoue, "Intermolecular Radical Reaction of O,Se-Acetals Generated via Seleno-Pummerer Rearrangement," Org. Lett. 2012, 14, 3842-3845.

    DOI: 10.1021/ol301482f
  138. S. Kamijo, S. Matsumura, M. Inoue, "Microwave-assisted atom transfer radical addition of polychlorinated compounds to olefins without addition of metal catalysts," Tetrahedron Lett. 2012, 53, 4368-4371.

    DOI: 10.1016/j.tetlet.2012.06.027
  139. S. Kamijo, S. Yokosaka, M. Inoue, "Carbocyanation of trisubstituted olefins via Cu-catalyzed atom transfer radical addition," Tetrahedron Lett. 2012, 53, 4324-4327.

    DOI: 10.1016/j.tetlet.2012.06.004
  140. N. Shinohara, H. Itoh, S. Matsuoka, M. Inoue, "Selective Modification of the N-Terminal Structure of Polytheonamide B Significantly Changes its Cytotoxicity and Activity as an Ion Channel," ChemMedChem 2012, 7, 1770-1773.

    DOI: 10.1002/cmdc.201200142
  141. T. Nara, M. Hashimoto, H. Hirawake, C.-W. Liao, Y. Fukai, S. Suzuki, A. Tsubouchi, J. Morales, S. Takamiya, T. Fujimura, H. Taka, R. Mineki, C.-K. Fan, D. K. Inaoka, M. Inoue, A. Tanaka, S. Harada, K. Kita, T. Aoki, "Molecular Interaction of the First 3 Enzymes of the De Novo Pyrimidine Biosynthetic Pathway of Trypanosoma Cruzi," Biochem. Biophys. Res. Commun. 2012, 418, 140-143.
    DOI: 10.1016/j.bbrc.2011.12.148
  142. M. Hashimoto, J. Morales, Y. Fukai, S. Suzuki, S. Takamiya, A. Tsubouchi, S. Inoue, M. Inoue, K. Kita, S. Harada, A. Tanaka, T. Aoki, T. Nara, "Critical Importance of the De Novo Pyrimidine Biosynthesis Pathway for Trypanosoma Cruzi Growth in the Mammalian Host Cell Cytoplasm," Biochem. Biophys. Res. Commun. 2012, 417, 1002-1006.
    DOI: 10.1016/j.bbrc.2011.12.073
  143. S. Kamijo, S. Yokosaka, M. Inoue, "Attachment of Carbonyl Functionalities onto Olefins via Copper-Promoted Radical Reaction of Dichloromethylcyanides," Tetrahedron 2012, 68, 5290-5296.

    DOI: 10.1016/j.tet.2012.01.089
  144. D. Urabe, H. Todoroki, K. Masuda, M. Inoue, "Total syntheses of four possible stereoisomers of resolvin E3," Tetrahedron 2012, 68, 3210-3219.

    DOI: 10.1016/j.tet.2012.02.045
  145. S. Matsuoka, M. Murai, T. Yamazaki, M. Inoue, "Short polyglutamine peptide forms a high-affinity binding site for thioflavin-T at the N-terminus," Org. Biomol. Chem. 2012, 10, 5787-5790.

    DOI: 10.1039/C2OB07157F
  146. Y. Isobe, M. Arita, S. Matsueda, R. Iwamoto, T. Fujihara, H. Nakanishi, R. Taguchi, K. Masuda, K. Sasaki, D. Urabe, M. Inoue, H. Arai, "Identification and structure determination of novel anti-inflammatory mediator resolvin E3, 17,18-dihydroxyeicosapentaenoic acid," J. Biol. Chem. 2012, 287, 10525-10534.
    DOI: 10.1074/jbc.M112.340612
  147. S. Matsuoka, J. Mao, and M. Inoue, "Effects of the phosphatidylglycerol head group on the binding of short dermcidin-derived peptides to the phospholipid membrane surface," Tetrahedron Lett. 2012, 53, 1078-1081.

    DOI: 10.1016/j.tetlet.2011.12.071
  148. 2011
  149. S. Kamijo, T. Hoshikawa, and M. Inoue, "Photochemically Induced Radical Transformation of C(sp3)-H Bonds to C(sp3)-CN Bonds," Org. Lett. 2011, 13, 5928-5931.

    DOI: 10.1021/ol202659e
  150. D. Urabe, H. Yamaguchi, M. Inoue, "Application of α-Alkoxy Bridgehead Radical for Coupling of Oxygenated Carbocycles," Org. Lett. 2011, 13, 4778-4781.

    DOI: 10.1021/ol201758a
  151. R. Goto, K. Okura, H. Sakazaki, T. Sugawara, S. Matsuoka, M. Inoue, "Synthesis and biological evaluation of triazole analogues of antillatoxin," Tetrahedron 2011, 67, 6659-6672.

    DOI: 10.1016/j.tet.2011.05.012
  152. S. Kamijo, Y. Amaoka, M. Inoue, "Direct oxidative installation of nitrooxy group at benzylic positions and its transformation into various functionalities," Tetrahedron Lett. 2011, 52, 4654-4657.

    DOI: 10.1016/j.tetlet.2011.06.118
  153. M. Ui, Y. Tanaka, T. Tsumuraya, I. Fujii, M. Inoue, M. Hirama, K. Tsumoto, "Structural and Energetic Hot-spots for the Interaction between a Ladder-like Polycyclic Ether and the Anti-ciguatoxin Antibody 10C9Fab," Mol. BioSyst. 2011, 7, 793-798.

    DOI: 10.1039/C0MB00162G
  154. K. Yamaoka, M. Inoue, M. Hirama, "A Study on Mechanisms of Toxic Actions of Ciguatoxins: Existence of Functional Relationship between CTX3C and Charged Residues of Voltage Sensors in Nav1.4 Sodium Channel," Forensic Toxicol. 2011, 29, 125-131.
    DOI: 10.1007/s11419-011-0113-6
  155. S. Kamijo, T. Hoshikawa, M. Inoue, "Photoinduced carbamoylation of ethereal C-H bonds using pentafluorophenyl isocyanate," Tetrahedron Lett. 2011, 52, 2885-2888.

    DOI: 10.1016/j.tetlet.2011.03.128
  156. S. Matsuoka, N. Shinohara, T. Takahashi, M. Iida, M. Inoue, "Functional Analysis of Synthetic Substructures of Polytheonamide B: A Transmembrane Channel-Forming Peptide," Angew. Chem. Int. Ed. 2011, 50, 4879-4883.

    DOI: 10.1002/anie.201101533
  157. S. Yamashita, Y. Ishihara, H. Morita, J. Uchiyama, K. Takeuchi, M. Inoue, M. Hirama, "Stereoselective 6-exo Radical Cyclization Using cis-Vinyl Sulfoxide: Practical Total Synthesis of CTX3C," J. Nat. Prod. 2011, 74, 357-364.

    DOI: 10.1021/np100729d
  158. K. Sasaki, D. Urabe, H. Arai, M. Arita, M. Inoue, "Total Synthesis and Bioactivities of Two Proposed Structures of Maresin," Chem. Asian J. 2011, 6, 534-543.

    DOI: 10.1002/asia.201000494
  159. 2010
  160. S. Kamijo, Y. Amaoka, M. Inoue, "Unified Oxidation Protocol for the Synthesis of Carbonyl Compounds Using a Manganese Catalyst," Synthesis 2010, 2475-2489.

    DOI: 10.1055/s-0029-1218809
  161. S. Kamijo, S. Matsumura, M. Inoue, "CCl3CN: A Crucial Promoter of mCPBA-Mediated Direct Ether Oxidation," Org. Lett. 2010, 12, 4195-4197.

    DOI: 10.1021/ol1018079
  162. S. Matsuoka, Y. Mizoguchi, H. Itoh, K. Okura, N. Shinohara, M. Inoue, "The effect of sulfur stereochemistry of L-β,β-dimethylmethionine S-oxide on the physicochemical properties of truncated polytheonamides," Tetrahedron Lett. 2010, 51, 4644-4647.

    DOI: 10.1016/j.tetlet.2010.06.126
  163. M. Iwatsu, D. Urabe, M. Inoue, "Asymmetric Syntheses of Highly Functionalized Bicyclo[2.2.2]octene Derivatives," Heterocycles 2010, 82, 491-504.

    DOI: 10.3987/COM-10-S(E)22
  164. Y. Ishihara, N. Lee, N. Oshiro, S. Matsuoka, S. Yamashita, M. Inoue, M. Hirama, "The first F-ring modified ciguatoxin analogue showing significant toxicity," Chem. Commun. 2010, 46, 2968-2970.

    DOI: 10.1039/B924375E
  165. E. O. Balogun, D. K. Inaoka, Y. Kido, T. Shiba, T. Nara, T. Aoki, T. Honma, A. Tanaka, M. Inoue, S. Matsuoka, P. A. M. Michels, S. Harada, K. Kita, "Overproduction, Purification, Crystallization and Preliminary X-ray Diffraction Analysis of Trypanosoma Brucei Gambiense Glycerol Kinase," Acta Crystallogr., Sect. F: Struct. Biol. Cryst. Commun. 2010, F66, 304-308.
    DOI: 10.1107/S1744309110000369
  166. Y. Kido, T. Shiba, D. K. Inaoka, K. Sakamoto, T. Nara, T. Aoki, T. Honma, A. Tanaka, M. Inoue, S. Matsuoka, A. Moore, S. Harada, K. Kita, "Crystallization and preliminary crystallographic analysis of cyanide-insensitive alternative oxidase from Trypanosoma brucei brucei," Acta Crystallogr., Sect. F: Struct. Biol. Cryst. Commun. 2010, F66, 275-278.
    DOI: 10.1107/S1744309109054062
  167. S. Kamijo, T. Hoshikawa, M. Inoue, "Regio- and Stereoselective Acylation of Saturated Carbocycles via Norrish-Yang Photocyclization," Tetrahedron Lett. 2010, 51, 872-874.

    DOI: 10.1016/j.tetlet.2009.12.027
  168. M. Inoue, N. Shinohara, S. Tanabe, T. Takahashi, K. Okura, H. Itoh, Y. Mizoguchi, M. Iida, N. Lee, S. Matsuoka, "Total synthesis of the large non-ribosomal peptide polytheonamide B," Nature Chem. 2010, 2, 280-285.

    DOI: 10.1038/nchem.554
  169. K. Okura, S. Matsuoka, R. Goto, M. Inoue, "The Twisted Side Chain of Antillatoxin is Important for Potent Toxicity: Total Synthesis and Biological Evaluation of Antillatoxin and Analogues," Angew. Chem. Int. Ed. 2010, 49, 329-332.

    DOI: 10.1002/anie.200905892
  170. S. Kamijo, Y. Amaoka, M. Inoue, "Manganese-Catalyzed Direct Oxidation of Methyl Ethers to Ketones," Chem. Asian J. 2010, 5, 486-489.

    DOI: 10.1002/asia.200900420
  171. 2009
  172. K. Matoba, T. Nara, T. Aoki, T. Honma, A. Tanaka, M. Inoue, S. Matsuoka, D. K. Inaoka, K. Kita, S. Harada, "Crystallization and Preliminary X-ray Analysis of Aspartate Transcarbamoylase from the Parasitic Protist Trypanosoma Cruzi," Acta Crystallogr., Sect. F: Struct. Biol. Cryst. Commun. 2009, F65, 933.
    DOI: 10.1107/S1744309109031959
  173. S. Kasuya, S. Kamijo, M. Inoue, "Direct Construction of 1,3-Diaxial Diol Derivatives by C-H Hydroxylation," Org. Lett. 2009, 11, 3630-3632.

    DOI: 10.1021/ol901367m
  174. S. Ogawa, D. Urabe, Y. Yokokura, H. Arai, M. Arita, M. Inoue, "Total Synthesis and Bioactivity of Resolvin E2," Org. Lett. 2009, 11, 3602-2605.

    DOI: 10.1021/ol901350g
  175. M. Inoue, N. Lee, T. Tsumuraya, I. Fujii, M. Hirama, "Use of Monoclonal Antibodies as an Effective Strategy for Treatment of Ciguatera Poisoning," Toxicon 2009, 53, 802-805.
    DOI: 10.1016/j.toxicon.2009.02.017
  176. K. Yamaoka, M. Inoue, K. Miyazaki, M. Hirama, C. Kondo, E. Kinoshita, H. Miyoshi, I. Seyama, "Synthetic Ciguatoxins Selectively Activate Nav1.8-Derived Chimeric Sodium Channels Expressed in HEK293 Cells," J. Biol. Chem. 2009, 284, 7597-7605.
    DOI: 10.1074/jbc.M806481200
  177. K. Hagiwara, M. Himuro, M. Hirama, M. Inoue, "A Concise Route to C2-symmetric Tricyclic Skeleton of Ryanodine," Tetrahedron Lett. 2009, 50, 1035-1037.

    DOI: 10.1016/j.tetlet.2008.12.054
  178. N. Lee, M. Inoue, M. Hirama, "Design and Synthesis of a Conformationally Restricted Analogue of the EFGH-Ring System of Ciguatoxin," Heterocycles 2009, 79, 325-330.

    DOI: 10.3987/COM-08-S(D)7
  179. 2008
  180. M. Inoue, N. Lee, K. Miyazaki, T. Usuki, S. Matsuoka, M. Hirama "Critical Importance of the Nine-Membered F Ring of Ciguatoxin for Potent Bioactivity: Total Synthesis and Biological Evaluation of F-Ring-Modified Analogues," Angew. Chem. Int. Ed. 2008, 47, 8611-8614.
    (Selected as Very Important Paper)

    DOI: 10.1002/anie.200803921
  181. M. Ui, Y. Tanaka, T. Tsumuraya, I. Fujii, M. Inoue, M. Hirama, K. Tsumoto, "How Protein Recognizes Ladder-like Polycyclic Ethers: Interactions between Ciguatoxin (CTX3C) Fragments and Its specific antibody 10C9," J. Biol. Chem. 2008, 283, 19440-19447.
    DOI: 10.1074/jbc.M801282200
  182. K. Nabatame, M. Hirama, M. Inoue, "A Simple Desymmetrization Approach to the Framework of Spiroxins," Heterocycles 2008, 76, 1011-1016.

    DOI: 10.3987/COM-08-S(N)70
  183. K. Tsumoto, A. Yokota, Y. Tanaka, M. Ui, T. Tsumuraya, I. Fujii, I. Kumagai, Y. Nagumo, H. Oguri, M. Inoue, M. Hirama, "Critical contribution of aromatic rings to specific recognition of polyether rings.: The case of ciguatoxin CTX3C-ABC and its specific antibody 1C49," J. Biol. Chem. 2008, 283, 12259-12266
    DOI: 10.1074/jbc.M710553200
  184. M. Inoue, I. Ohashi, T. Kawaguchi, M. Hirama, "Total Synthesis of the C-1027 Chromophore Core: Extremely Facile Enediyne Formation through SmI2-Mediated 1,2-Elimination," Angew. Chem. Int. Ed. 2008, 47, 1777-1779.

    DOI: 10.1002/anie.200704842
  185. K. Iso, M. Inoue, N. Kato, M. Hirama, "Synthesis of the Bicyclo[7.3.0]dodecadiyne Core of the Maduropeptin Chromophore," Chem. Asian J. 2008, 3, 447-453.

    DOI: 10.1002/asia.200700310
  186. 2007
  187. K. Komano, S. Shimamura, M. Inoue, M. Hirama, "Total Synthesis of the Maduropeptin Chromophore Aglycon," J. Am. Chem. Soc. 2007, 129, 14184-14186.

    DOI: 10.1021/ja076671f
  188. M. Inoue, N. Lee, S. Kasuya, T. Sato, M. Hirama, M. Moriyama, Y. Fukuyama, "Total Synthesis and Bioactivity of an Unnatural Enantiomer of Merrilactone A: Development of an Enantioselective Desymmetrization Strategy," J. Org. Chem. 2007, 72, 3065-3075.

    DOI: 10.1021/jo0700474
  189. M. Inoue, M. Iwatsu, S. Yamashita, M. Hirama, "A Concise Route to Two Distinct E-Ring Structures of Ciguatoxins," Heterocycles 2007, 72, 327-338.

    DOI: 10.3987/COM-06-S(K)16
  190. K. Yoshikawa, M. Inoue, M. Hirama, "Synthesis of the LMN-Ring Fragment of the Caribbean Ciguatoxin C-CTX-1," Tetrahedron Lett. 2007, 48, 2177-2180.

    DOI: 10.1016/j.tetlet.2007.01.103
  191. M. Inoue, F. Saito, M. Iwatsu, Y. Ishihara, M. Hirama, "Convergent Synthesis of the ABCDE-Ring Fragment of the Caribbean Ciguatoxin C-CTX-1," Tetrahedron Lett. 2007, 48, 2171-2175.

    DOI: 10.1016/j.tetlet.2007.01.102
  192. 2006
  193. M. Inoue, S. Yamashita, Y. Ishihara, M. Hirama, "Two Convergent Routes to the Left Wing Fragment of Ciguatoxin CTX3C Using O,S-Acetals As Key Intermediates," Org. Lett. 2006, 8, 5805-5808.

    DOI: 10.1021/ol062350h
  194. M. Inoue, Y. Ishihara, S. Yamashita, M. Hirama, "Convergent Assembly of Polycyclic Ethers via Acyl Radical Addition to Unactivated Enol Ether," Org. Lett. 2006, 8, 5801-5804.

    DOI: 10.1021/ol062349i
  195. V. Ghiaroni, H. Fuwa, M. Inoue, M. Sasaki, M. Hirama, T. Yasumoto, G. P. Rossini, G. Scalera,P. Pietra A. Bigiani, "Effect of Ciguatoxin 3C on Voltage-Gated Na+ and K+ Currents in Mouse Taste Cells," Chem. Senses 2006, 31, 673-680.
    DOI: 10.1093/chemse/bjl008
  196. T. Tsumuraya, I. Fujii, M. Inoue, A. Tatami, K. Miyazaki, M. Hirama, "Production of monoclonal antibodies for sandwich immunoassay detection of ciguatoxin 51-hydroxyCTX3C," Toxicon 2006, 48, 287-294.
    DOI: 10.1016/j.toxicon.2006.05.014
  197. M. Inoue, K. Miyazaki, Y. Ishihara, A. Tatami, Y. Ohnuma, Y. Kawada, K. Komano, S. Yamashita, N. Lee, M. Hirama, "Total Synthesis of Ciguatoxin and 51-HydroxyCTX3C," J. Am. Chem. Soc. 2006, 128, 9352-9354.

    DOI: 10.1021/ja063041p
  198. M. Inoue, T. Takahashi, H. Furuyama, M. Hirama, "Structural Factors Governing Stereoselective Heck Reaction for the Construction of the Oxindole Portion of TMC-95A," Synlett 2006, 3037-3040.

    DOI: 10.1055/s-2006-951522
  199. M. Inoue, T. Sato, M. Hirama, "Asymmetric Total Synthesis of (-)-Merrilactone A: Use of a Bulky Protective Group as Long-Range Stereocontrolling Element," Angew. Chem. Int. Ed. 2006, 45, 4843-4848.

    DOI: 10.1002/anie.200601358
  200. M. Inoue, T. Usuki, N. Lee, M. Hirama, T. Tanaka, F. Hosoi, S. Ohie, T. Otani, "Antitumor Enediyne Chromoprotein C-1027: Mechanistic Investigation of the Chromophore-Mediated Self-Decomposition Pathway," J. Am. Chem. Soc. 2006, 128, 7896-7903.

    DOI: 10.1021/ja060724w
  201. 2005
  202. T. Usuki, M. Inoue, K. Akiyama, M. Hirama, "ESR Studies on the DNA Cleavage Induced by Enediyne C-1027 Chromophore," Bioorg. & Med. Chem. 2005, 13, 5218-5224.

    DOI: 10.1016/j.bmc.2005.05.049
  203. 2004
  204. S. Sakamoto, H. Sakazaki, K. Hagiwara, K. Kamada, K. Ishii, T. Noda, M. Inoue, M. Hirama, "A Formal Total Synthesis of (+)-Pinnatoxin A," Angew. Chem. Int. Ed. 2004, 43, 6505-6510.

    DOI: 10.1002/anie.200461802
  205. M. Inoue, T. Sasaki, S. Hatano, M. Hirama, "Synthesis of the C-1027 Chromophore Framework through Atropselective Macrolactonization," Angew. Chem. Int. Ed. 2004, 43, 6500-6505.

    DOI: 10.1002/anie.200461428
  206. M. Inoue, S. Hatano, M. Kodama, T. Sasaki, T. Kikuchi, M. Hirama, "Synthesis of the Bicyclo[7.3.0]dodecatrienediyne Core of the C-1027 Chromophore," Org. Lett. 2004, 6, 3833-3836.

    DOI: 10.1021/ol048494i
  207. M. Inoue, T. Kikuchi, M. Hirama, "Synthesis of the Fully Functionalized Nine-membered Diyne Core of the C-1027 Chromophore," Tetrahedron Lett. 2004, 45, 6439-6442.

    DOI: 10.1016/j.tetlet.2004.06.136
  208. T. Usuki, T. Mita, M. J. Lear, P. Das, F. Yoshimura, M. Inoue, M. Hirama, K. Akiyama, S. Tero-Kubota, "Spin-Trapping of 13C-Labeled p-Benzynes, Generated via the Masamune-Bergman Cyclization of Bicyclic Nine-Membered Enediynes," Angew. Chem. Int. Ed. 2004, 43, 5249-5253.

    DOI: 10.1002/anie.200454133
  209. M. Inoue, K. Miyazaki, H. Uehara, M. Maruyama, M. Hirama, "First and Second Generation Total Synthesis of Ciguatoxin CTX3C," Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 12013-12018.
    DOI: 10.1073/pnas.0401684101
  210. K. Yamaoka, M. Inoue, H. Miyahara, K. Miyazaki, M. Hirama, "A Quantitative and Comparative Study of the Effects of a Synthetic Ciguatoxin CTX3C on the Kinetic Properties of Voltage-dependent Sodium Channels," Br. J. Pharmacol. 2004, 142, 879-889.
    DOI: 10.1038/sj.bjp.0705852
  211. M. Inoue, S. Yamashita, A. Tatami, K. Miyazaki, M. Hirama, "A New Stereoselective Synthesis of Ciguatoxin Right Wing Fragments," J. Org. Chem. 2004, 69, 2797-2804.

    DOI: 10.1021/jo049877x
  212. M. Inoue, S. Yamashita, M. Hirama, "A New Synthesis of Key Intermediates for the Assembly of Polycyclic Ethers: Yb(OTf)3-promoted Formation of O,S-Acetals from -Fluorosulfides and Alcohols," Tetrahedron Lett. 2004, 45, 2053-2056.

    DOI: 10.1016/j.tetlet.2004.01.077
  213. T. Usuki, M. Inoue, M. Hirama, T. Tanaka, "Rational Design of a Supra C-1027: Kinetically Stabilized Analogue of the Antitumor Enediyne Chromoprotein ," J. Am. Chem. Soc. 2004, 126, 3022-3023.

    DOI: 10.1021/ja039635z
  214. M. Inoue, H. Zhai, H. Sakazaki, H. Furuyama, Y. Fukuyama, M. Hirama, "TMC-95A, a Reversible Proteasome Inhibitor, Induces Neurite Outgrowth in PC12 Cells," Bioorg. Med. Chem. Lett. 2004, 14, 663-665.

    DOI: 10.1016/j.bmcl.2003.11.043
  215. 2003
  216. M. Inoue, T. Sato, M. Hirama, "Total Synthesis of Merrilactone A," J. Am. Chem. Soc. 2003, 125, 10772-10773.

    DOI: 10.1021/ja036587+
  217. M. Inoue, J. Wang, G.-X. Wang, Y. Ogasawara, M. Hirama, "Divergent Synthesis of the Tetracyclic Ethers of 6-X-7-6 Ring System," Tetrahedron 2003, 59, 5645-5659.

    DOI: 10.1016/S0040-4020(03)00913-X
  218. A. Tatami, M. Inoue, H. Uehara, M. Hirama, "A Concise Route to the Right Wing of Ciguatoxin," Tetrahedron Lett. 2003, 44, 5229-5233.

    DOI: 10.1016/S0040-4039(03)01214-0
  219. M. Inoue, H. Sakazaki, H. Furuyama, M. Hirama, "Total Synthesis of TMC-95A," Angew. Chem. Int. Ed. 2003, 42, 2654-2657.

    DOI: 10.1002/anie.200351130
  220. M. Inoue, M. Hirama, M. Satake, K. Sugiyama, T. Yasumoto, "Inhibition of Brevetoxin Binding to the Voltage-gated Sodium Channel by Gambierol and Gambieric Acid-A," Toxicon 2003, 41, 469-474.
    DOI: 10.1016/S0041-0101(02)00369-0
  221. M. Inoue, K. Nabatame, M. Hirama, "A Novel Route to 1,8-Dihydroxynaphthalene-derived Natural Products. Synthesis of (±)-CJ-12,372," Heterocycles 2003, 59, 87-92.

    DOI: 10.3987/COM-02-S32
  222. 2002
  223. M. Inoue, H. Uehara, M. Maruyama, M. Hirama, "Practical Total Synthesis of Ciguatoxin CTX3C by Improved Protective Group Strategy," Org. Lett. 2002, 4, 4551-4554.

    DOI: 10.1021/ol027105m
  224. M. Inoue, G. X. Wang, J. Wang, M. Hirama, "Novel Assembly of Cyclic Ethers by Coupling -Chlorosulfides and Alcohols," Org. Lett. 2002, 4, 3439-3442.

    DOI: 10.1021/ol026529d
  225. T. Usuki, M. Inoue, K. Akiyama, M. Hirama, "Spin-trapping Study of DNA Cleavage Induced by Enediyne C-1027 Chromophore," Chem. Lett. 2002, 1148.
    DOI: 10.1246/cl.2002.1148
  226. S. Nozaki, Y. Tomioka, T. Hishinuma, M. Inoue, Y. Nagumo, L. R. .Tsuruta, K. Hayashi, T. Matsumoto, Y. Kato, S. Ishiwata, K. Itoh, T. Suzuki, M. Hirama, M. Mizuzaki, "Design, Production, and Characterization of Recombinant Neocarzinostatin Apoprotein in Escherichia coli," J. Biochem. 2002, 131, 729-738.
  227. H. Uehara, T. Oishi, M. Inoue, M. Shoji, Y. Nagumo, M., Kosaka, J.-.Y. Le Brazidec, M. Hirama, "Convergent Synthesis of the HIJKLM Ring Fragment of Ciguatoxin CTX3C," Tetrahedron Symposia-in-Print 2002, 58, 6493-6512.

    DOI: 10.1016/S0040-4020(02)00660-9
  228. M. Maruyama, M. Inoue, T. Oishi, H. Oguri, Y. Ogasawara, Y. Shindo, M. Hirama, "Convergent Synthesis of the ABCDE Ring System of Ciguatoxin CTX3C," Tetrahedron Symposia-in-Print 2002, 58, 1835-1851.

    DOI: 10.1016/S0040-4020(02)00041-8
  229. 2001
  230. M. Hirama, T. Oishi, H. Uehara, M. Inoue, M. Maruyama, H. Oguri, M. Satake, "Total Synthesis of Ciguatoxin CTX3C," Science 2001, 294, 1904-1907.
    DOI: 10.1126/science.1065757
  231. M. Inoue, H. Furuyama, H. Sakazaki, M. Hirama, "Stereocontrolled Synthesis of the Nothern Part of Potent Proteasome Inhibitor TMC-95A," Org. Lett. 2001, 3, 2863-2865.

    DOI: 10.1021/ol016303v
  232. H. Imai, H. Uehara, M. Inoue, H. Oguri, T. Oishi, M. Hirama, "Convergent Synthesis of the EFGH Ring Fragment of Ciguatoxin CTX3C," Tetrahedron Lett. 2001, 42, 6219-6222.

    DOI: 10.1016/S0040-4039(01)01219-9
  233. T. Sasaki, M. Inoue, M. Hirama, "Synthetic Stidies toward C-1027 Chromophore: Construction of a Highly Unsaturated Macrocycle," Tetrahedron Lett. 2001, 42, 5299-5303.

    DOI: 10.1016/S0040-4039(01)00959-5
  234. M. Inoue, M. D. Carson, A. J. Frontier, S. J. Danishefsky, "Total Synthesis and Determination of the Absolute Configuration of Frondosin B," J. Am. Chem. Soc. 2001, 123, 1878-1889.

    DOI: 10.1021/ja0021060
  235. 2000
  236. M. Inoue, A. J. Frontier, S. J. Danishefsky, "The Total Synthesis of Frondosin B," Angew. Chem. Int. Ed. 2000, 39, 761-764.
    DOI: 10.1002/(SICI)1521-3773(20000218)39:4<761::AID-ANIE761>3.0.CO;2-I
  237. T. P. P. Petus, M. Inoue, X.-T. Chen, S. J. Danishefsky, "A Fully Synthetic Route to the Neurotrophic Illicinones: Synthesis of Tricycloillicinone and Bicycloillicinone Aldehyde," J. Am. Chem. Soc. 2000, 122, 6160-6168.

    DOI: 10.1021/ja000521m
  238. S. Pauillac, M. Sasaki, M. Inoue, J. Naar, P. Branaa, M. Chinain, K. Tachibana, A.-M. Legrand, "Characterization of Mice Antisera Elicited with a Ciguatoxin Tetracyclic Synthetic Ring Fragment (JKLM) Conjugated to Carrier Proteins," Toxicon 2000, 38, 669-685.
    DOI: 10.1016/S0041-0101(99)00183-X
  239. 1999
  240. M. Inoue, M. Sasaki, K. Tachibana, "A Convergent Synthesis of Decacyclic Ciguatoxin Model Containing the F-M Ring Framework," J. Org. Chem. 1999, 64, 9416-9429.

    DOI: 10.1021/jo990989b
  241. M. Sasaki, M. Inoue, K. Takamatsu, K. Tachibana, "Stereocontrolled Synthesis of the JKLM Ring Fragment of Ciguatoxin," J. Org. Chem. 1999, 64, 9399-9415.

    DOI: 10.1021/jo990988j
  242. M. Inoue, M. Sasaki, K. Tachibana, "A Convergent Synthesis of the trans-Fused Hexahydrooxonine Ring System and Reproduction of Conformational Behavior Shown by Ring F of Ciguatoxin," Tetrahedron 1999, 55, 10949-10970.

    DOI: 10.1016/S0040-4020(99)00620-1
  243. 1998
  244. M. Sasaki, H. Fuwa, M. Inoue, K. Tachibana, "New Strategy for Convergent Synthesis of trans-Fused Polyether Frameworks Based on Palladium-Catalyzed Suzuki Cross-Coupling Reaction," Tetrahedron Lett. 1998, 39, 9027-9030.

    DOI: 10.1016/S0040-4039(98)02025-5
  245. M. Sasaki, M. Inoue, T. Noguchi, A. Takeichi, K. Tachibana, "Convergent and Stereoselective Method for Synthesis of O-Linked Oxepane Ring System by Intramolecular Radical Cyclization," Tetrahedron Lett. 1998, 39, 2783-2786.

    DOI: 10.1016/S0040-4039(98)00338-4
  246. M. Inoue, M. Sasaki, K. Tachibana, "Synthetic Studies on Ciguatoxin: A Convergent Strategy for Construction of the F-M Ring Framework," Angew. Chem. Int. Ed. 1998, 37, 965-969.
    DOI: 10.1002/(SlCl)1521-3773(19980420)37:7<965::AID-ANIE965>3.0.CO;2-P
  247. 1997
  248. M. Inoue, M. Sasaki, K. Tachibana, "Construction of Fused Oxonene Ring and Reproduction of Conformational Behavior Shown by Ring F of Ciguatoxin," Tetrahedron Lett. 1997, 38, 1611-1614.

    DOI: 10.1016/S0040-4039(97)00125-1
  249. 1994
  250. M. Sasaki, M. Inoue, K. Tachibana, "Synthetic Studies toward Ciguatoxin. Stereocontrolled Construction of the KLM Ring Fragment," J. Org. Chem. 1994, 59, 715-717.
    DOI: 10.1021/jo00083a008

Reviews and Accounts

  1. Y. Hikone, M. Nagatomo, M. Inoue, "Development of Streamlined Processes for Construction of Complex Natural Products: Three Synthesis of Resiniferatoxin," J. Synth. Org. Chem., Jpn. 2023, 81, 1136-1149.

    DOI: 10.5059/yukigoseikyokaishi.81.1136
  2. H. Itoh, M. Inoue, "Development of a High-Throughput Strategy for Functional Enhancement and Alteration of Antibacterial Natural Products," J. Synth. Org. Chem., Jpn. 2021, 79, 996-1004.

    DOI: 10.5059/yukigoseikyokaishi.79.996
  3. H. Fujino, M. Nagatomo, M. Inoue, "Total Syntheses of Hikosamine and Hikizimycin," J. Org. Chem. 2021, 86, 16220–16230.
    (Selected as the cover picture link)

    DOI: 10.1021/acs.joc.1c01773
  4. T. Shimakawa, K. Hagiwara, M. Inoue, "Total Synthesis of Talatisamine: Exploration of Convergent Synthetic Strategies," Bull. Chem. Soc. Jpn. 2021, 94, 973-983.

    DOI: 10.1246/bcsj.20200400
  5. M. Nagatomo, M. Inoue, "Convergent Assembly of Highly Oxygenated Natural Products Enabled by Intermolecular Radical Reactions," Acc. Chem. Res. 2021, 54, 595-604.

    DOI: 10.1021/acs.accounts.0c00792
  6. H. Itoh, M. Inoue, "Full solid-phase total synthesis of macrocyclic natural peptides using four-dimensionally orthogonal protective groups," Org. Biomol. Chem. 2019, 17, 6519-6527.

    DOI: 10.1039/C9OB01130G
  7. D. Urabe, M. Inoue, "Convergent Total Synthesis of Bioactive Cardenolides" J. Synth. Org. Chem., Jpn 2019, 77, 452-461.
    DOI: 10.5059/yukigoseikyokaishi.77.452
  8. H. Itoh, M. Inoue, "Comprehensive Structure–Activity Relationship Studies of Macrocyclic Natural Products Enabled by Their Total Syntheses," Chem. Rev. 2019, 119, 10002-10031.

    DOI: 10.1021/acs.chemrev.9b00063
  9. M. Inoue, "Evolution of Radical-Based Convergent Strategies for Total Syntheses of Densely Oxygenated Natural Products," Acc. Chem. Res. 2017, 50, 460-464.

    DOI: 10.1021/acs.accounts.6b00475
  10. T. Asaba, D. Urabe, M. Inoue, "Asymmetric Total Synthesis of Crotophorbolone: Construction of the 5/7/6-Fused Ring System via an α-Alkoxy Bridgehead Radical Reaction," Bull. Chem. Soc. Jpn. 2016, 89, 1137-1144.

    DOI: 10.1246/bcsj.20160208
  11. D. Urabe, H. Todoroki, M. Inoue, "Asymmetric Total Synthesis of (-)-4-Hydroxyzinowol, a Highly Oxygenated Dihydro-β-Agarofuran," J. Synth. Org. Chem., Jpn 2015, 73, 1081-1091.
    DOI: 10.5059/yukigoseikyokaishi.73.1081
  12. D. Urabe, T. Asaba, M. Inoue, "Convergent Strategies in Total Syntheses of Complex Terpenoids," Chem. Rev. 2015, 115, 9207-9231.

    DOI: 10.1021/cr500716f
  13. M. Inoue, "Chemical Construction and Structural Permutation of Neurotoxic Natural Product, Antillatoxin: Importance of the Three-Dimensional Structure of the Bulky Side Chain," Proc. Jpn. Acad., Ser. B 2014, 90, 56-66.
    DOI: 10.2183/pjab.90.56
  14. T. Kuranaga, Y. Sesoko, M. Inoue, "Cu-mediated enamide formation in the total synthesis of complex peptide natural products," Nat. Prod. Rep. 2014, 31, 514-532.

    DOI: 10.1039/C3NP70103D
  15. H. Itoh, M. Inoue, "Chemical Construction and Structural Permutation of Potent Cytotoxin Polytheonamide B: Discovery of Artificial Peptides with Distinct Functions," Acc. Chem. Res. 2013, 46, 1567-1578.

    DOI: 10.1021/ar300315p
  16. M. Inoue, "Total synthesis and functional analysis of non-ribosomal peptides," Chem. Rec. 2011, 11, 284-294.

    DOI: 10.1002/tcr.201100014
  17. M. Inoue, S. Matsuoka, "Convergent Total Synthesis of the Complex Non-Ribosomal Peptide Polytheonamide B," Isr. J. Chem. 2011, 51, 346-358.
    DOI: 10.1002/ijch.201100002
  18. S. Matsuoka, M. Inoue, "Application of REDOR NMR in Natural Product Chemistry," Chem. Commun. 2009, 5664-5675.
    DOI: 10.1039/B910230B
  19. D. Urabe, M. Inoue, "Total Syntheses of Sesquiterpenes from Illicium Species," Tetrahedron 2009, 65, 6271-6289.

    DOI: 10.1016/j.tet.2009.06.010
  20. M. Inoue, T. Saito, M. Hirama "Total Synthesis of Merrilactone A: Long-Range Stereocontrol and Asymmetric Desymmetrization" J. Synth. Org. Chem., Jpn 2007, 65, 419-429.
    DOI: 10.5059/yukigoseikyokaishi.65.419
  21. M. Inoue, "Exploring the Chemistry and Biology of Antitumor Enediyne Chromoprotein C-1027," Bull. Chem. Soc. Jpn. 2006, 79, 501-510.
    DOI: 10.1246/bcsj.79.501
  22. M. Inoue, "Convergent Strategies for Syntheses of trans-Fused Polycyclic Ethers," Chem. Rev. 2005, 105, 4379-4405.

    DOI: 10.1021/cr0406108
  23. M. Inoue, M. Hirama, "Evolution of a Practical Total Synthesis of Ciguatoxin CTX3C," Acc. Chem. Res. 2004, 37, 961-968.

    DOI: 10.1021/ar0301577
  24. M. Inoue, "Convergent Syntheses of Polycyclic Ethers. Illustrations of the Utility of Acetal-linked Intermediates," Org. Biomol. Chem. 2004, 2, 1811-1817.

    DOI: 10.1039/B407187E
  25. M. Inoue, M. Hirama, "Total Synthesis of Ciguatoxin CTX3C, a Causative Toxin of Ciguatera Seafood Poisoning," Synlett 2004, 577-595.

    DOI: 10.1055/s-2004-817767
  26. M. Sasaki, M. Inoue "Synthetic Studies on Polyether Natural Products: New Synthetic Methods for Construction of Medium-Sized Cyclic Ethers and Convergent Coupling of Polyether Fragments," J. Synth. Org. Chem., Jpn 2001, 59, 193-205.
    DOI: 10.5059/yukigoseikyokaishi.59.193

Book Chapters

  1. H. Fujino, M. Inoue, "Fragmentation Reactions," Reference Module in Chemistry, Molecular Sciences and Chemical Engineering 2023
    DOI: 10.1016/B978-0-323-96025-0.00010-7
  2. 井上将行 "巨大複雑天然物の全合成経路を構築するー合成終盤でのデッドエンドを回避した二つの方策," ドラマチック有機合成化学 感動の瞬間 100, 編集  有機合成化学協会, 東京化学同人, pp 106-107 (2023).
  3. Submitted by H. Huang, Z. Xu, G.-J. Deng, Checked by H. Morozumi, K. Hagiwara, M. Inoue, "Synthesis of 2-Phenyl-4,6-bis(trifluoromethyl)pyridine via NH4I/Na2S2O4-Mediated Cyclization of Ketoxime Acetates," Org. Synth. 2023, 100, 248-270.
    DOI: 10.15227/orgsyn.100.0248
  4. Submitted by Y. Xue, A. Parsad, G. Dong, Checked by J. Han, M. Nagatomo, M. Inoue, "α-Arylation of Cyclopentanones by Palladium/Enamine Cooperative Catalysis," Org. Synth. 2023, 100, 99-112.
    DOI: 10.15227/orgsyn.100.0099
  5. 井上将行 "全合成戦略と天然物機能のアップグレード," 有機化学イノベーション(現代化学増刊47), 監修  山本尚, 東京化学同人, pp 209-223 (2023).
  6. Submitted by D. P. Graeff, N. J. Sims, Q. R. Savage, R. K. Jackson, III, A. C. Jackson, D. M. Lawson, M. R. Wixom, J. L. Wood, Checked by Y. Shiga, H. Fujino, M. Inoue, "Preparation of N-Boc-3-methylpyrrole via Anionic Rearrangement," Org. Synth. 2023, 100, 61-83.
    DOI: 10.15227/orgsyn.100.0061
  7. Submitted by M. Varghese, H. E. Caputo, R. Xiao, A. Balijepalli, A. Hamoud, M. W. Grinstaff, Checked by K. Oga, M. Nagatomo, M. Inoue, "Stereoselective [2+2] Cycloadditions: Synthesis of a Tri-O-Bn-D-Glucal-derived β-Lactam," Org. Synth. 2021, 98, 491-508.
    DOI: 10.15227/orgsyn.098.0491
  8. Submitted by J. S. Kingsbury, V. L. Rendina, J. S. Burman, B. A. Smolarski, Checked by J. Taguchi, H. Fujino, M. Inoue, "Catalytic Diazoalkane-Carbonyl Homologation: Synthesis of 2,2-Diphenylcycloheptanone and Other Quaternary or Tertiary Arylalkanones and Spirocycles by Ring Expansion," Org. Synth. 2021, 98, 343-362.
    DOI: 10.15227/orgsyn.098.0343
  9. Submitted by A. K. Bodnar, A. Turlik, D. Huang, W. Butcher, J. K. Lew, T. R. Newhouse, Checked by A. Takeuchi, H. Itoh, M. Inoue, "Preparation of Hindered Aniline CyanH and Application in the Allyl-Ni-Catalyzed α,β-Dehydrogenation of Carbonyls," Org. Synth. 2021, 98, 263-288.
    DOI: 10.15227/orgsyn.098.0263
  10. Submitted by M. Krzeszewski, M. Tasior, M. Grzybowski, D. T. Gryko, Checked by S. Nakamura, K. Hagiwara, M. Inoue, "Synthesis of Tetraaryl-, Pentaaryl-, and Hexaaryl-1,4-dihydropyrrolo[3,2-b]pyrroles," Org. Synth. 2021, 98, 242-262.
    DOI: 10.15227/orgsyn.098.0242
  11. Submitted by N. Zhu, W.-M. Wan, H. Bao, Checked by Y. Watanabe, K. Hagiwara, M. Inoue, "Reductive Deuteration of Ketones with Magnesium and D2O for the Synthesis of α-Deutero-o-methyl-benzhydrol," Org. Synth. 2021, 98, 51-67.
    DOI: 10.15227/orgsyn.098.0051
  12. Submitted by Y. Chen, Q. Chen, L. Tan, L. Chen, X. Wang, Checked by Y. Komori, M. Nagatomo, M. Inoue, "Preparation of 1H-Indazole-3-carbonitrile," Org. Synth. 2020, 97, 314-326.
    DOI: 10.15227/orgsyn.097.0314
  13. Submitted by J. R. Lizza, P. Wipf, Checked by K. Miura, H. Itoh, M. Inoue, "Synthesis of 4-Nitrophenyl (2,2,6,6-Tetramethylpiperidin-1-yl) Carbonate (NPTC) for N-Protection of L-Phenylalanine Ethyl Ester," Org. Synth. 2020, 97, 96-124.
    DOI: 10.15227/orgsyn.097.0096
  14. Submitted by J. Klepp, W. Dillon, Y. Lin, P. Feng, B. W. Greatrex, Checked by Y. Imamura, M. Nagatomo, M. Inoue, "Preparation of (-)-Levoglucosenone from Cellulose Using Sulfuric Acid in Polyethylene Glycol," Org. Synth. 2020, 97, 38-53.
    DOI: 10.15227/orgsyn.097.0038
  15. Submitted by S. M. Engle, T. R. Kirkner, C. B. Kelly, Checked by S. Shimizu, K. Hagiwara, M. Inoue, "Preparation of 2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile," Org. Synth. 2019, 96, 455-473.
    DOI: 10.15227/orgsyn.096.0455
  16. Submitted by B. J. Simmons, M. Ramirez, N. K. Garg, Checked by T. Shimakawa, K. Hagiwara, M. Inoue, "Facile Reduction of Amides Using Nickel Catalysis: Reduction of 12-Aminododecanolactam," Org. Synth. 2019, 96, 436-454.
    DOI: 10.15227/orgsyn.096.0436
  17. Submitted by Y. Kawashima, T. Furukawa, N. Chatani, M. Tobisu, Checked by T. Fukuda, M. Nagatomo, M. Inoue, “Nickel-Catalyzed Cross-Coupling of 2-Methoxynaphthalene with Methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate,” Org. Synth. 2019, 96, 36-52.
    DOI: 10.15227/orgsyn.096.0036
  18. 長友優典, 井上将行, “リアノダンジテルペンの統一的全合成,”  天然有機化合物の全合成 独創的なものづくりの反応と戦略(CSJカレントレビュー 27) (日本化学会 編), 化学同人, pp 103-109 (2018).
  19. 井上将行, 占部大介, “全合成の現在と未来:戦略面から見た全合成と人工分子創製の重要性,”  天然有機化合物の全合成 独創的なものづくりの反応と戦略(CSJカレントレビュー 27) (日本化学会 編), 化学同人, pp 20-23 (2018).
  20. 井上将行, “失敗をオリジナリティーにつなげる戦略,”  東大エグゼクティブ・マネジメント デザインする思考力 (東大EMP 横山禎徳 編), 東京大学出版, pp 205-242 (2014).
  21. M. Inoue, D. Urabe, "Symmetry-Driven Total Synthesis of Merrilactone A and Resolvin E2," Strategy and Tactics in Organic Synthesis 2013, 9, pp 149-175.
  22. 井上将行, ブラウン有機化学, 東京化学同人, (2014).
  23. 上條真,  井上将行, "Wacker酸化," トップドラッグから学ぶ創薬化学, 東京化学同人, pp 168-168 (2012).
  24. 占部大介, 井上将行, "オレフィンメタセシス," トップドラッグから学ぶ創薬化学, 東京化学同人, pp 128-129 (2012).
  25. 石山備凡, 井上将行, "Michael反応," トップドラッグから学ぶ創薬化学, 東京化学同人, pp 121-121 (2012).
  26. 井上将行, “革新的戦略による天然物全合成,” 化学のブレークスルー, 化学同人, pp 30-34 (2011).
  27. 井上将行, 佐藤隆章, “[2+2]光付加環化反応,” 天然物合成で活躍した反応: 実験のコツとポイント, 化学同人, pp 62-63 (2011).
  28. 井上将行 "対称性を利用したメリラクトンAの全合成―遠隔不斉誘導と不斉非対称化―," 創薬科学の魅力-東京大学大学院薬学系研究科からの発信, 廣川書店, pp 105-117 (2010).
  29. 井上将行,佐藤隆章,平間正博 "対称性を利用したメリラクトンAの全合成―遠隔不斉誘導と不斉非対称化―," 天然物全合成の最新動向, 監修 北泰行, シーエムシー出版, pp 3-17 (2009).
  30. 井上将行, "革新的戦略による天然物全合成," 別冊化学『化学のブレークスルー【有機化学編】』, 化学同人, pp 22-27 (2009).
  31. 平間正博, 井上将行, "シガトキシン," 大学院講義 有機化学 改訂第2版, 編集代表 野依良治, 東京化学同人, II巻 6·8, (2015).
  32. M. Inoue, S. Yamashita, "Product Class: 5-, 6- and Larger Ring Oxacycloalkanes," Science of Synthesis, ed. by C. J. Forsyth, Thieme, Chapter 37.5.
  33. S. J. Danishefsky, M. Inoue, D. Trauner, "Synthesis of Immunomodulatory Marine Natural Products," The Role of Natural Products in Drug Discovery, eds. by J. Mulzer, R. Bohlmann, Springer-Verlag, 2000, pp. 1-24.

Others

  1. 長友優典, 今村祐亮, 井上将行, "抗がん剤タキソールの全合成――ラジカル反応を活用した新しい合成戦略とその展開," 化学 2023, 78 (7), 33-37.
    Link
  2. Masayuki Inoue, Kotaro Tokumoto, Takuya Kaji, Hiroaki Itoh, "Design, Construction, and Screening of a One-Bead-One-Compound Library for Discovery of Potent Analogues of Antibiotic Lysocin E," MEDCHEM NEWS 2020, 30 (2), 84-88.
    DOI: 10.14894/medchem.30.2_84
  3. M. Inoue, D. Trauner, "In Honor of Professor Samuel J. Danishefsky," J. Antibiot. 2019, 72, 324.
    DOI: 10.1038/s41429-019-0182-z
  4. 井上将行, "新・化学を創ってゆく人びと:井上将行教授に聞く," 化学 2018, 73 (10), 12-18.
  5. 井上将行, 長友優典, 占部大介, "ラジカル反応を基盤とした高酸化度天然物の収束的合成戦略," ファルマシア 2017, 53, 860-864.
  6. 長友優典, 井上将行, "リアノジン類の統一的全合成-多様性を志向した共通中間体の設計戦略," 化学 2016, 71 (4), 47-48.
    (Associated Link: Link1)
  7. 伊藤寛晃, 井上将行, "脂質を見分ける天然物," 化学 2015, 70 (8), 64-65.
  8. M. Inoue, "A Special Issue on Total Synthesis," Chem. Rec. 2014, 14, 579.
  9. T. Hoshikawa, M. Nagatomo, M. Inoue, “Pentafluorophenyl Isocyanate,” e-EROS 2013, RN01621.
    DOI: 10.1002/047084289X.rn01621
  10. S. Kamijo, M. Inoue, "4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine," e-EROS 2012, RN01474.
    DOI: 10.1002/047084289X.rn01474
  11. M. Inoue, "Author Profile," Angew. Chem. Int. Ed. 2011, 50, 9016.
    DOI: 10.1002/anie.201103732
  12. 井上将行, 占部大介, "ラジカル反応を基軸とする複雑天然物の合成," 化学工業 2011, 62, 594-596.
  13. 井上将行, 松岡茂, "イオンチャネルを形成する巨大ペプチド系天然物の全合成," ペプチドニュースレター 2010, 78, 1-3.
  14. 井上将行, "巨大天然物の全合成と機能," 化学と工業 2009, 62, 138-141.
  15. 井上将行, 平間正博, "高反応性エンジイン系抗腫瘍性物質の機能と合成," ファルマシア 2008, 44, 130-134.
  16. M. Inoue, "Nature Journal Club," Nature 2008, 452, 257.
    DOI: 10.1038/452257a
  17. M. Inoue, "Zippier synthesis in water," Nature 2007, 449, 667-669.
    DOI: 10.1038/449667a
  18. M. Inoue, K. Suzuki, "Receiving the 1st Merck Banyu Lectureship Award (MBLA)," J. Synth. Org. Chem., Jpn 2006, 64, 263-268.
    DOI: 10.5059/yukigoseikyokaishi.64.263
  19. 井上将行, "抗生物質をアップグレードする," 化学 2005, 60 (9), 68-69.
  20. 井上将行, "20年後の有機合成はどこへ行くのか," 創立60周年記念ポスト事業 『有機合成化学と精密化学工業の将来一若手研究者は語る一』 第4回有機合成化学協会東北北海道支部, 東北地区からの報告 有機合成化学協会誌 2004, 62, 836-837.
    DOI: 10.5059/yukigoseikyokaishi.62.833
  21. 井上将行, "留学のすすめ," 化学 2002, 57 (9), 22-23.
  22. 井上将行, "生理活性発現機構解明を目的とした天然物の全合成研究," 化学 2002, 57 (2), 31-32.

Hiroaki Itoh

Original Papers

    2023
  1. J. Fu, Y. Nakata, H. Itoh, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Molecular Editing Enhances Oxidation Resistance of Menaquinone-Targeting Antibiotics Lysocin E and WAP-8294A2," Chem. Eur. J. 2023, 29, e202301224.
    DOI: 10.1002/chem.202301224
  2. Y. Nakata, J. Fu, H. Itoh, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Construction of Five Tryptophan Isomers and Application of the Isomers to Solid-Phase Total Syntheses of Lysocin E Derivatives," Chem. Eur. J. 2023, 29, e202301225.
    DOI: 10.1002/chem.202301225
  3. Y.-W. Xue, K. Miura, H. Itoh, M. Inoue, "C-Terminal Modification of Polytheonamide B Uncouples Its Dual Functions in MCF-7 Cancer Cells," Chem. Commun. 2023, 59, 3914-3917.

    DOI: 10.1039/D2CC05915K
  4. 2022
  5. Y.-W. Xue, H. Itoh, S. Dan, M. Inoue, "Gramicidin A Accumulates in Mitochondria, Reduces ATP Levels, Induces Mitophagy, and Inhibits Cancer Cell Growth," Chem. Sci. 2022, 13, 7482-7491.

    DOI: 10.1039/D2SC02024F
  6. 2021
  7. H. Hamamoto, S. Panthee, A. Paudel, K. Ishii, J. Yasukawa, J. Su, A. Miyashita, H. Itoh, K. Tokumoto, M. Inoue, K. Sekimizu, "Serum apolipoprotein A-I potentiates the therapeutic efficacy of lysocin E against Staphylococcus aureus," Nat. Commun. 2021, 12, 6364.
    DOI: 10.1038/s41467-021-26702-0
  8. A. Takeuchi, H. Itoh, M. Inoue, "18O/16O-Encoding Strategy for Microscale Stereochemical Determination of Peptidic Natural Products," Chem. Asian J. 2021, 16, 2447-2452.

    DOI: 10.1002/asia.202100674
  9. K. Kamiya, H. Itoh, M. Inoue, "Generation and Biological Evaluation of Degraded Derivatives of the Three E/Z-Isomers of Yaku'amide B," J. Nat. Prod. 2021, 84, 1854–1859.

    DOI: 10.1021/acs.jnatprod.1c00339
  10. K. Kamiya, K. Miura, H. Itoh, M. Inoue, "Divergent Solid‐Phase Synthesis and Biological Evaluation of Yaku’amide B and Its Seven E/Z Isomers," Chem. Eur. J. 2021, 27, 1088-1093.
    (Selected as Hot Paper)

    DOI: 10.1002/chem.202003858
  11. 2020
  12. S. Shimizu, K. Hagiwara, H. Itoh, M. Inoue, "Unified Total Synthesis of Five Bufadienolides," Org. Lett. 2020, 22, 8652-8657.
    (Selected as Most Read Articles of the month)

    DOI: 10.1021/acs.orglett.0c03251
  13. Y. Iwahashi, Y. Toyama, S. Imai, H. Itoh, M. Osawa, M. Inoue, I. Shimada, "Conformational equilibrium shift underlies altered K+ channel gating as revealed by NMR," Nat. Commun. 2020, 11, 5168.
    DOI: 10.1038/s41467-020-19005-3
  14. Y. Takada, H. Itoh, A. Paudel, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Discovery of gramicidin A analogues with altered activities by multidimensional screening of a one-bead-one-compound library," Nat. Commun. 2020, 11, 4935.
    (Highlighted in press releases of UTokyo FOCUS, link)
    (Selected as Nature Communications Editors' Highlights, link)

    DOI: 10.1038/s41467-020-18711-2
  15. J. Mao, H. Itoh, K. Sakurai, M. Inoue, "Phospholipid-Dependent Functions of a Macrocyclic Analogue of the Ion-Channel-Forming Antibiotic Gramicidin A," Chem. Pharm. Bull. 2020, 68, 173-178.

    DOI: 10.1248/cpb.c19-00967
  16. H. Itoh, K. Miura, K. Kamiya, T. Yamashita, M. Inoue, "Solid‐Phase Total Synthesis of Yaku’amide B Enabled by Traceless Staudinger Ligation," Angew. Chem. Int. Ed. 2020, 59, 4564-4571.

    DOI: 10.1002/anie.201916517
  17. 2019
  18. Y.-W. Xue, A. Hayata, H. Itoh, M. Inoue, "Biological Effects of a Simplified Synthetic Analogue of Ion‐Channel‐Forming Polytheonamide B on Plasma Membrane and Lysosomes," Chem. Eur. J. 2019, 25, 15198-15204.
    (Selected as Hot Paper)

    DOI: 10.1002/chem.201903974
  19. H. Itoh, K. Tokumoto, T. Kaji, A. Paudel, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Development of a high-throughput strategy for discovery of potent analogues of antibiotic lysocin E," Nat. Commun. 2019, 10, 2992.
    (Highlighted in press releases of UTokyo FOCUS, link)
    (Selected as Nature Communications Editor's Highlights. link)

    DOI: 10.1038/s41467-019-10754-4
  20. 2018
  21. D. Urabe, Y. Nakagawa, K. Mukai, K. Fukushima, N. Aoki, H. Itoh, M. Nagatomo, M. Inoue, "Total synthesis and biological evaluation of 19-hydroxysarmentogenin-3-O-a-L-rhamnoside, trewianin, and their aglycons," J. Org. Chem. 2018, 83, 13888-13910.

    DOI: 10.1021/acs.joc.8b02219
  22. K. Kitamura, H. Itoh, K. Sakurai, S. Dan, M. Inoue, "Target Identification of Yaku’amide B and Its Two Distinct Activities against Mitochondrial FoF1-ATP Synthase," J. Am. Chem. Soc. 2018, 140, 12189-12199.
    (Selected as Spotlights on Recent JACS Publications)

    DOI: 10.1021/jacs.8b07339
  23. A. Hayata, H. Itoh, M. Inoue, "Solid-Phase Total Synthesis and Dual Mechanism of Action of the Channel-Forming 48-mer Peptide Polytheonamide B," J. Am. Chem. Soc. 2018, 140, 10602-10611.

    DOI: 10.1021/jacs.8b06755
  24. Y. Kofuku, T. Yokomizo, S. Imai, Y. Shiraishi, M. Natsume, H. Itoh, M. Inoue, K. Nakata, S. Igarashi, H. Yamaguchi, T. Mizukoshi, E. Suzuki, T. Ueda, I. Shimada, "Deuteration and selective labeling of alanine methyl groups of β2-adrenergic receptor expressed in a baculovirus-insect cell expression system," J. Biomol. NMR 2018, 71, 185-192.
    DOI: 10.1007/s10858-018-0174-5
  25. H. Itoh, K. Tokumoto, T. Kaji, A. Paudel, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Total Synthesis and Biological Mode of Action of WAP-8294A2: A Menaquinone-Targeting Antibiotic," J. Org. Chem. 2018, 83, 6924-6935.
    (Selected as ACS editors' choice)
    (The Journal of Organic Chemistry Outstanding Publication of the Year Lectureship Award)
    (Selected as the three most read papers in JOC in 2018)

    DOI:10.1021/acs.joc.7b02318
  26. 2016
  27. T. Kaji, M. Murai, H. Itoh, J. Yasukawa, H. Hamamoto, K. Sekimizu, M. Inoue, "Total Synthesis and Functional Evaluation of Fourteen Derivatives of Lysocin E: Importance of Cationic, Hydrophobic, and Aromatic Moieties for Antibacterial Activity," Chem. Eur. J. 2016, 22, 16912-16919.

    DOI:10.1002/chem.201604022
  28. H. Mutoh, Y. Sesoko, T. Kuranaga, H. Itoh, M. Inoue, "Total Synthesis and Functional Evaluation of Fourteen Stereoisomers of Yaku’amide B. Importance of Stereochemistry for Hydrophobicity and Cytotoxicity," Org. Biomol. Chem. 2016, 14, 4199-4204.
    (Selected as Hot Article)
    (Selected as 2016's Most Popular Article)


    DOI: 10.1039/C6OB00640J
  29. A. Hayata, H. Itoh, S. Matsutaka, M. Inoue, "Dual Chemical Modification of a Polytheonamide Mimic: Rational Design and Synthesis of Ion-Channel-Forming 48-mer Peptides with Potent Cytotoxicity," Chem. Eur. J. 2016, 22, 3370-3377.
    (Selected as Very Important Paper)

    DOI: 10.1002/chem.201504632
  30. 2014
  31. H. Itoh, S. Matsutaka, T. Kuranaga, M. Inoue, "Control of the cytotoxicity of dansylated polytheonamide mimic, an artificial peptide ion channel, by modification of the N-terminal structure," Tetrahedron Lett. 2014, 55, 728-731.

    DOI: 10.1016/j.tetlet.2013.12.007
  32. H. Itoh, M. Inoue, "Antibody-mediated functional control of a dansylated polytheonamide mimic," Chem. Commun. 2014, 50, 939-941.

    DOI: 10.1039/C3CC48348G
  33. 2013
  34. H. Itoh, M. Inoue, "Structural Permutation of Potent Cytotoxin, Polytheonamide B: Discovery of Cytotoxic Peptide with Altered Activity," ACS Med. Chem. Lett. 2013, 4, 52-56.

    DOI: 10.1021/ml300264c
  35. 2012
  36. H. Itoh, S. Matsuoka, M. Kreir, M. Inoue, "Design, Synthesis and Functional Analysis of Dansylated Polytheonamide Mimic: An Artificial Peptide Ion Channel," J. Am. Chem. Soc. 2012, 134, 14011-14018.

    DOI: 10.1021/ja303831a
  37. N. Shinohara, H. Itoh, S. Matsuoka, M. Inoue, "Selective Modification of the N-Terminal Structure of Polytheonamide B Significantly Changes its Cytotoxicity and Activity as an Ion Channel," ChemMedChem 2012, 7, 1770-1773.

    DOI: 10.1002/cmdc.201200142
  38. 2010
  39. S. Matsuoka, Y. Mizoguchi, H. Itoh, K. Okura, N. Shinohara, M. Inoue, "The effect of sulfur stereochemistry of L-β,β-dimethylmethionine S-oxide on the physicochemical properties of truncated polytheonamides," Tetrahedron Lett. 2010, 51, 4644-4647.

    DOI: 10.1016/j.tetlet.2010.06.126
  40. M. Inoue, N. Shinohara, S. Tanabe, T. Takahashi, K. Okura, H. Itoh, Y. Mizoguchi, M. Iida, N. Lee, S. Matsuoka, "Total synthesis of the large non-ribosomal peptide polytheonamide B," Nature Chem. 2010, 2, 280-285.

    DOI: 10.1038/nchem.554

Reviews and Accounts

  1. H. Itoh, "Total Synthesis and Functional Analysis of Complex Peptidic Natural Products and Their Artificial Analogues," YAKUGAKU ZASSHI 2022, 142, 561-571.
    DOI: 10.1248/yakushi.22-00042
  2. H. Itoh, M. Inoue, "Development of a High-Throughput Strategy for Functional Enhancement and Alteration of Antibacterial Natural Products," J. Synth. Org. Chem., Jpn. 2021, 79, 996-1004.

    DOI: 10.5059/yukigoseikyokaishi.79.996
  3. H. Itoh, M. Inoue, "Full solid-phase total synthesis of macrocyclic natural peptides using four-dimensionally orthogonal protective groups," Org. Biomol. Chem. 2019, 17, 6519-6527.

    DOI: 10.1039/C9OB01130G
  4. H. Itoh, M. Inoue, "Comprehensive Structure–Activity Relationship Studies of Macrocyclic Natural Products Enabled by Their Total Syntheses," Chem. Rev. 2019, 119, 10002-10031.

    DOI: 10.1021/acs.chemrev.9b00063
  5. H. Itoh, M. Inoue, "Chemical Construction and Structural Permutation of Potent Cytotoxin Polytheonamide B: Discovery of Artificial Peptides with Distinct Functions," Acc. Chem. Res. 2013, 46, 1567-1578.

    DOI: 10.1021/ar300315p

Book Chapters

  1. H. Itoh, “Discovery of Natural Product Analogues with Altered Activities by a High-Throughput Strategy,”  New Tide of Natural Product Chemistry, Springer, Singapore, pp 333-354 (2023).
    DOI: 10.1007/978-981-99-1714-3_16
  2. Submitted by A. K. Bodnar, A. Turlik, D. Huang, W. Butcher, J. K. Lew, and T. R. Newhouse, Checked by A. Takeuchi, H. Itoh, M. Inoue, "Preparation of Hindered Aniline CyanH and Application in the Allyl-Ni-Catalyzed α,β-Dehydrogenation of Carbonyls," Org. Synth. 2021, 98, 263-288.
    DOI: 10.15227/orgsyn.098.0263
  3. Submitted by J. R. Lizza, P. Wipf, Checked by K. Miura, H. Itoh, M. Inoue, "Synthesis of 4-Nitrophenyl (2,2,6,6-Tetramethylpiperidin-1-yl) Carbonate (NPTC) for N-Protection of L-Phenylalanine Ethyl Ester," Org. Synth. 2020, 97, 96-124.
    DOI: 10.15227/orgsyn.097.0096

Others

  1. 伊藤寛晃, "ペプチド系複雑天然物の全合成を基盤とした機能解明・新機能分子創出," 薬事日報 2021, 12432, 19. link
  2. Masayuki Inoue, Kotaro Tokumoto, Takuya Kaji, Hiroaki Itoh, "Design, Construction, and Screening of a One-Bead-One-Compound Library for Discovery of Potent Analogues of Antibiotic Lysocin E," MEDCHEM NEWS 2020, 30 (2), 84-88.
    DOI: 10.14894/medchem.30.2_84
  3. 伊藤寛晃, 井上将行, "脂質を見分ける天然物," 化学 2015, 70(8), 64-65.

Koichi Hagiwara

Original Papers

    2024
  1. H. Mutoh, Y. Watanabe, D. Kamakura, K. Hagiwara, M. Inoue, "Unexpected Formation of 11(9→7)-abeo-Steroid Skeleton in Synthetic Studies toward Batrachotoxin," Chem. Pharm. Bull. 2024, in press.

    DOI: 10.1248/cpb.c24-00126
  2. H. Asai, K. Hagiwara, M. Inoue, "Enantioselective route to an AE-ring intermediate in the total synthesis of talatisamine," Tetrahedron Lett. 2024, 135, 154903.

    DOI: 10.1016/j.tetlet.2023.154903
  3. 2023
  4. Y. Watanabe, K. Sakata, D. Urabe, K. Hagiwara, M. Inoue, "Formal Total Synthesis of Batrachotoxin Enabled by Radical and Weix Coupling Reactions," J. Org. Chem. 2023, 88, 17479-17484.
    (24/1/4 Selectesd as Most Read Articles)

    DOI: 10.1021/acs.joc.3c02290
  5. Y. Watanabe, H. Morozumi, H. Mutoh, K. Hagiwara, M. Inoue, "Total Synthesis of (−)-Batrachotoxin Enabled by a Pd/Ag-Promoted Suzuki–Miyaura Coupling Reaction," Angew. Chem. Int. Ed. 2023, 62, e202309688.
    (Selected as Hot Paper)

    DOI: 10.1002/anie.202309688
  6. T. Shimakawa, S. Nakamura, H. Asai, K. Hagiwara, M. Inoue, "Total Synthesis of Puberuline C," J. Am. Chem. Soc. 2023, 145, 600-609.

    (Featured in ChemistryViews)
    (Selected as Most Read Articles)
    (Featured in Synfacts)
    (Featured in Organic Chemistry Highlights)
    DOI: 10.1021/jacs.2c11259
  7. 2022
  8. T. Nagai, Y. Wang, K. Hagiwara, M. Inoue, "Asymmetric synthesis of evoninic acid," Tetrahedron Lett. 2022, 97, 153747.

    DOI: 10.1016/j.tetlet.2022.153747
  9. 2021
  10. Y. Wang, T. Nagai, I. Watanabe, K. Hagiwara, M. Inoue, "Total Synthesis of Euonymine and Euonyminol Octaacetate," J. Am. Chem. Soc. 2021, 143, 21037–21047.
    (Selected as Most Read Articles)

    DOI: 10.1021/jacs.1c11038
  11. H. Mutoh, S. Nakamura, K. Hagiwara, M. Inoue, "Construction of Pentacyclic Limonoid Skeletons via Radical Cascade Reactions," J. Org. Chem. 2021, 86, 6869–6878.

    DOI: 10.1021/acs.joc.1c00212
  12. 2020
  13. S. Shimizu, K. Hagiwara, H. Itoh, M. Inoue, "Unified Total Synthesis of Five Bufadienolides," Org. Lett. 2020, 22, 8652-8657.
    (Selected as Most Read Articles of the month)

    DOI: 10.1021/acs.orglett.0c03251
  14. K. Minagawa, D. Kamakura, K. Hagiwara, M. Inoue, "Construction of the ABCE-ring structure of talatisamine via decarboxylative radical cyclization," Tetrahedron 2020, 76, 131385.
    (Selected in Editor’s Choice Collection, link)

    DOI: 10.1016/j.tet.2020.131385
  15. D. Kamakura, H. Todoroki, D. Urabe, K. Hagiwara, M. Inoue, "Total Synthesis of Talatisamine," Angew. Chem. Int. Ed. 2020, 59, 479-486.
    (Featured in Synfacts)
    (Featured in Synthesis Workshop Videos, link)
    (Selected as Top Downloaded Article link)


    DOI: 10.1002/anie.201912737
  16. 2016
  17. K. Hagiwara, T. Tabuchi, D. Urabe, M. Inoue, "Expeditious synthesis of the fused hexacycle of puberuline C via radical-based cyclization/translocation/cyclization process," Chem. Sci. 2016, 7, 4372-4378.

    DOI: 10.1039/C6SC00671J
  18. 2015
  19. K. Hagiwara, M. Iwatsu, D. Urabe, M. Inoue, "N-(2,3,4,5,6-Pentafluorophenyl)maleimide as a Powerful Dienophile in Dearomatizing Diels-Alder Reactions," Heterocycles 2015, 90, 659-672.

    DOI: 10.3987/COM-14-S(K)23

Reviews and Accounts

  1. T. Shimakawa, K. Hagiwara, M. Inoue, "Total Synthesis of Talatisamine: Exploration of Convergent Synthetic Strategies," Bull. Chem. Soc. Jpn. 2021, 94, 973-983.

    DOI: 10.1246/bcsj.20200400

Book Chapters

  1. Submitted by H. Huang, Z. Xu, G.-J. Deng, Checked by H. Morozumi, K. Hagiwara, M. Inoue, "Synthesis of 2-Phenyl-4,6-bis(trifluoromethyl)pyridine via NH4I/Na2S2O4-Mediated Cyclization of Ketoxime Acetates," Org. Synth. 2023, 100, 248-270.
    DOI: 10.15227/orgsyn.100.0248
  2. Submitted by M. Krzeszewski, M. Tasior, M. Grzybowski, D. T. Gryko, Checked by S. Nakamura, K. Hagiwara, M. Inoue, "Synthesis of Tetraaryl-, Pentaaryl-, and Hexaaryl-1,4-dihydropyrrolo[3,2-b]pyrroles," Org. Synth. 2021, 98, 242-262.
    DOI: 10.15227/orgsyn.098.0242
  3. Submitted by N. Zhu, W.-M. Wan, H. Bao, Checked by Y. Watanabe, K. Hagiwara, M. Inoue, "Reductive Deuteration of Ketones with Magnesium and D2O for the Synthesis of α-Deutero-o-methyl-benzhydrol," Org. Synth. 2021, 98, 51-67.
    DOI: 10.15227/orgsyn.098.0051
  4. Submitted by S. M. Engle, T. R. Kirkner, C. B. Kelly, Checked by S. Shimizu, K. Hagiwara, M. Inoue, "Preparation of 2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile," Org. Synth. 2019, 96, 455-473.
    DOI: 10.15227/orgsyn.096.0455
  5. Submitted by B. J. Simmons, M. Ramirez, N. K. Garg, Checked by T. Shimakawa, K. Hagiwara, M. Inoue, "Facile Reduction of Amides Using Nickel Catalysis: Reduction of 12-Aminododecanolactam," Org. Synth. 2019, 96, 436-454.
    DOI: 10.15227/orgsyn.096.0436

Haruka Fujino

Original Papers

    2020
  1. M. Nagatomo, K. Zhang, H. Fujino, M. Inoue, "Et3B/Et2AlCl/O2‐Mediated Radical Coupling Reaction between α‐Alkoxyacyl Tellurides and 2‐Hydroxybenzaldehyde Derivatives," Chem. Asian. J. 2020, 15, 3820-3824.

    DOI: 10.1002/asia.202001090
  2. H. Fujino, T. Fukuda, M. Nagatomo, M. Inoue, "Convergent Total Synthesis of Hikizimycin Enabled by Intermolecular Radical Addition to Aldehyde," J. Am. Chem. Soc. 2020, 142, 13227–13234.
    (Highlighted in Organic Chemistry Highlights)

    DOI: 10.1021/jacs.0c06354
  3. 2019
  4. M. Yang, F. Yin, H. Fujino, S. A. Snyder, “The Total Synthesis of Chalctrin,” J. Am. Chem. Soc. 2019, 141, 4515-4520.
    DOI: 10.1021/jacs.8b12612
  5. 2017
  6. H. Fujino, M. Nagatomo, A. Paudel, S. Panthee, H. Hamamoto, K. Sekimizu, M. Inoue, "Unified Total Synthesis of Polyoxin J, L, and Their Fluorinated Analogues Based on Decarbonylative Radical Coupling Reactions," Angew. Chem. Int. Ed. 2017, 56, 11865-11869.

    DOI:10.1002/anie.201706671
  7. 2015
  8. M. Nagatomo, H. Nishiyama, H. Fujino, M. Inoue, "Decarbonylative Radical Coupling of α-Aminoacyl Tellurides: Single-Step Preparation of γ-Amino and α,β-Diamino Acids and Rapid Synthesis of Gabapentin and Manzacidin A," Angew. Chem. Int. Ed. 2015, 54, 1537-1541.
    (Selected as Hot Paper)

    DOI: 10.1002/anie.201410186

Reviews and Accounts

  1. H. Fujino, M. Nagatomo, M. Inoue, "Total Syntheses of Hikosamine and Hikizimycin," J. Org. Chem. 2021, 86, 16220–16230.
    (Selected as the cover picture link)

    DOI: 10.1021/acs.joc.1c01773

Book Chapters

  1. H. Fujino, M. Inoue, "Fragmentation Reactions," Reference Module in Chemistry, Molecular Sciences and Chemical Engineering 2023
    DOI: 10.1016/B978-0-323-96025-0.00010-7
  2. Submitted by D. P. Graeff, N. J. Sims, Q. R. Savage, R. K. Jackson, III, A. C. Jackson, D. M. Lawson, M. R. Wixom, J. L. Wood, Checked by Y. Shiga, H. Fujino, M. Inoue, "Preparation of N-Boc-3-methylpyrrole via Anionic Rearrangement," Org. Synth. 2023, 100, 61-83.
    DOI: 10.15227/orgsyn.100.0061
  3. Submitted by J. S. Kingsbury, V. L. Rendina, J. S. Burman, B. A. Smolarski, Checked by J. Taguchi, H. Fujino, M. Inoue, "Catalytic Diazoalkane-Carbonyl Homologation: Synthesis of 2,2-Diphenylcycloheptanone and Other Quaternary or Tertiary Arylalkanones and Spirocycles by Ring Expansion," Org. Synth. 2021, 98, 343-362.
    DOI: 10.15227/orgsyn.098.0343