Member

Assistant Professor
Hiroyuki Yamakoshi

履歴

Education

Hiroyuki Yamakoshi received his bachelor’s degree from Tohoku University in 2005 while conducting research under the direction of Professor Yoshiharu Iwabuchi. He obtained his Ph.D. degree from Tohoku University in 2010 working on the chemical biology research of bioactive natural products, cylindrocyclophane A, idesolide, and curcumin, under the supervision of Professor Yoshiharu Iwabuchi. From 2008 to 2010, he worked as Research Fellow of the Japan Society for the Promotion of Science (JSPS).

Links

Publication List [Original Papers]

1. Stereoselective 1,4-addition of primary alcohols to γ-alkoxy-α,β-unsaturated esters S. Inatomi, Y. Takayanagi, K. Watanabe, A. Toita, H. Yamakoshi, S. Nakamura Synthesis 2021, 53, 161?174
2. Quantitative drug dynamics visualized by alkyne-tagged plasmonic-enhanced Raman microscopy K. Koike, K. Bando, J. Ando, H. Yamakoshi, N. Terayama, K. Dodo, N. I. Smith, M. Sodeoka, K. Fujita ACS Nano 2020, 14, 15032?15041
3. Total syntheses of marrubiin and related labdane diterpene lactones Y. Sakagami, N. Kondo, Y. Sawayama, H. Yamakoshi, S. Nakamura Molecules 2020, 25, 1610.
4. Second-generation synthesis of a chiral building block for oxygenated terpenoids via a ring-contractive coupling with a secondary alcohol S. Saito, H. Yamakoshi, S. Nakamura Heterocycles 2019, 99, 1086?1094.
5. A small-molecule inhibitor of SOD1-Derlin-1 interaction ameliorates pathology in an ALS mouse model N. Tsuburaya, K. Homma, T. Higuchi, A. Balia, H. Yamakoshi, N. Shibata, S. Nakamura, H. Nakagawa, S. Ikeda, N. Umezawa, N. Kato, S. Yokoshima, M. Shibuya, M. Shimonishi, H. Kojima, T. Okabe, T. Nagano, I. Naguro, K. Imamura, H. Inoue, T. Fujisawa, H. Ichijo Nat. Commun. 2018, 9, 2668.
6. Tandem oxidation/cyclization reaction of 4-(arylmethyl)oxy-2-diazobutyrate derivatives H. Kondo, S. Nagano, H. Yamakoshi, S. Nakamura Heterocycles 2018, 97, 894?915.
7. The alkyne-tag Raman imaging of coronatine, a plant pathogen virulence factor, in Commelina communis and the possible mode of action M. Ueda, K. Hayashi, S. Egoshi, Y. Ishimaru, Y. Takaoka, H. Yamakoshi, K. Dodo, M. Sodeoka Org. Biomol. Chem. 2018, 16, 3348?3352.
8. Cyclization of α-diazo esters triggered by oxidation: A facile preparation of 5-aryl-2,3-dihydrofuran-4-carboxylates H. Kondo, H. Yamakoshi, A. Kimura, S. Nakamura ChemistrySelect 2017, 2, 5646?5649.
9. Non-canonical function of a small-molecular virulence factor coronatine against plant immunity: An In vivo Raman imaging approach M. Ueda, S. Egoshi, K. Dodo, Y. Ishimaru, H. Yamakoshi, T. Nakano, Y. Takaoka, S. Tsukiji, M. Sodeoka ACS Cent. Sci. 2017, 3, 462?472.
10. A double hemiketal formation/hetero-Michael addition approach to the [6,5,5]-dispiroketal system of spirolides H. Yamakoshi, A. Toita, T. Igari, K. Takeda, S. Hashimoto, S. Nakamura Heterocycles 2017, 95, 934?949.
11. Reversibility of thia-Michael reaction of the cytotoxic C5-curcuminoid and structure-activity relationship of the bis-thiol-adducts thereof A. Kohyama, M. Fukuda, S. Sugiyama, H. Yamakoshi, N. Kanoh, C. Ishioka, H. Shibata, Y. Iwabuchi Org. Biomol. Chem. 2016, 14, 10683?10687.
12. Alkyne-tag SERS screening and identification of small-molecule-binding sites in protein J. Ando, M. Asanuma, K. Dodo, H. Yamakoshi, S. Kawata, K. Fujita, M. Sodeoka J. Am. Chem. Soc. 2016, 138, 13901?13910.
13. Total Syntheses of (+)-Marrubiin and (?)-Marrulibacetal H. Yamakoshi, Y. Sawayama, Y. Akahori, M. Kato, S. Nakamura Org. Lett. 2016, 18, 3430?3433.
14. A diarylpentanoid curcumin analog exhibits improved radioprotective potential in the intestinal mucosa K. Fukuda, Y. Uehara, E. Nakata, M. Inoue, K. Shimazu, T. Yoshida, H. Kanda, H. Nanjo, Y. Hosoi, H. Yamakoshi, Y. Iwabuchi, H. Shibata Int. J. Radiat. Biol. 2016, 92, 388?394.
15. Dual function of coronatine as a bacterial virulence factor against plant: possible COI1-JAZ-independent role S. Egoshi, Y. Takaoka, H. Saito, Y. Nukadzuka, K. Hayashi, Y. Ishimaru, H. Yamakoshi, K. Dodo, M. Sodeoka, M. Ueda RSC Advances 2016, 6, 19404?19412.
16. A curcumin analog, GO-Y078, effectively inhibits angiogenesis through actin disorganization S. Sugiyama, Y. Yoshino, S. Kuriyama, M. Inoue, K. Komine, K. Otsuka, A. Kohyama, H. Yamakoshi, C. Ishioka, M. Tanaka, Y. Iwabuchi, H. Shibata Anti-Cancer Agents Med. Chem. 2016, 16, 633?647.
17. Construction of bridged polycyclic systems by polyene cyclization K. Suzuki, H. Yamakoshi, S. Nakamura Chem. Eur. J. 2015, 21, 17605?17609.
18. Structure-activity relationship of antitumor C5-curcuminoid GO-Y030 A. Kohyama, H. Yamakoshi, S. Hongo, N. Kanoh, H. Shibata, Y. Iwabuchi Molecules 2015, 20, 15374?15391.
19. Novel Raman-tagged sphingomyelin that closely mimics original raft-forming behavior J. Cui, S. Matsuoka, M. Kinoshita, N. Matsumori, F. Sato, M. Murata, J. Ando, H. Yamakoshi, K. Dodo, M. Sodeoka Bioorg. Med. Chem. 2015, 23, 2989?2994.
20. Sphingomyelin distribution in lipid rafts of artificial monolayer membranes visualized by Raman microscopy J. Ando, M. Kinoshita, J. Cui, H. Yamakoshi, K. Dodo, K. Fujita, M. Murata, M. Sodeoka Proc. Natl. Acad. Sci. USA, 2015, 112, 4558?4563.
21. A sensitive and specific Raman probe based on bisarylbutadiyne for live cell imaging of mitochondria H. Yamakoshi, A. Palonpon, K. Dodo, J. Ando, S. Kawata, K. Fujita, M. Sodeoka Bioorg. Med. Chem. Lett. 2015, 25, 664?667.
22. Inhibition of β-catenin and STAT3 with a curcumin analog suppresses gastric carcinogenesis in vivo Y. Uehara, M. Inoue, K. Fukuda, H. Yamakoshi, Y. Hosoi, H. Kanda, M. Oshima, Y. Iwabuchi, H. Shibata Gastric Cancer, 2015, 18, 774?783.
23. Strong inhibitory effects of curcumin and its demethoxy analog on Escherichia coli ATP synthase F1 sector M. Sekiya, E. Chiba, M. Satoh, H. Yamakoshi, Y. Iwabuchi, M. Futai, M. Nakanishi-Matsui Int. J. Biol. Macromol. 2014, 70, 241?245.
24. Stereoselective synthesis of the CDE ring system of antitumor saponin scillascilloside E-1 Y. Akahori, H. Yamakoshi, S. Hashimoto, S. Nakamura Org. Lett. 2014, 16, 2054?2057.
25. Synthesis of chiral building blocks for oxygenated terpenoids through a simultaneous and stereocontrolled construction of contiguous quaternary stereocenters by an Ireland?Claisen rearrangement Y. Akahori, H. Yamakoshi, Y. Sawayama, S. Hashimoto, S. Nakamura J. Org. Chem. 2014, 79, 720?735.
26. Simultaneous imaging of protonated and deprotonated carbonylcyanide p-trifluoromethoxyphenylhydrazone in live cells by Raman microscopy H. Yamakoshi, A. F. Palonpon, K. Dodo, J. Ando, S. Kawata, K. Fujita, M. Sodeoka Chem. Commun. 2014, 50, 1341?1343.
27. Raman/SERS microscopy for molecular imaging of live cells A. F. Palonpon, J. Ando, H. Yamakoshi, K. Dodo, M. Sodeoka, S. Kawata, K. Fujita Nat. Protoc. 2013, 8, 677?692.
28. Alkyne-tag Raman imaging for visualization of mobile small molecules in live cells H. Yamakoshi, K. Dodo, A. Palonpon, J. Ando, K. Fujita, S. Kawata, M. Sodeoka J. Am. Chem. Soc. 2012, 134, 20681?20689.
29. Imaging of EdU, an alkyne-tagged cell proliferation probe, by Raman microscopy H. Yamakoshi, K. Dodo, M. Okada, J. Ando, A. Palonpon, K. Fujita, S. Kawata, M. Sodeoka J. Am. Chem. Soc. 2011, 133, 6102?6105.
30. Synthesis of 86 species of 1,5-diaryl-3-oxo-1,4-pentadienes analogs of curcumin can yield a good lead in vivo C. Kudo, H. Yamakoshi, A. Sato, H. Nanjo, H. Ohori, C. Ishioka, Y. Iwabuchi, H. Shibata BMC Pharmacol. 2011, 11, 4.
31. Novel curcumin analogs, GO-Y030 and GO-Y078, are multi-targeted agents with enhanced abilities for multiple myeloma C. Kudo, H. Yamakoshi, A. Sato, H. Ohori, C. Ishioka, Y. Iwabuchi, H. Shibata Anticancer Res. 2011, 31, 3719?3726.
32. Curcumin analog GO-Y030 is a novel inhibitor of IKKβ that suppresses NF-κB signaling and induces apoptosis A. Sato, C. Kudo, H. Yamakoshi, Y. Uehara, H. Ohori, C. Ishioka, Y. Iwabuchi, H. Shibata Cancer Sci. 2011, 102, 1045?1051.
33. High-performance liquid chromatography with photodiode array detection for determi￢nation of nobiletin content in the brain and serum of mice administrated the natural compound D. Saigusa, M. Shibuya, D. Jinno, H. Yamakoshi, Y. Iwabuchi, A. Yokosuka, Y. Mimaki, A. Naganuma, Y. Ohizumi, Y. Tomioka, T. Yamakuni Anal. Bioanal. Chem. 2011, 400, 3635?3641.
34. KSRP/FUBP2 is a binding protein of GO-Y086, a cytotoxic curcumin analogue H. Yamakoshi, N. Kanoh, C. Kudo, A. Sato, K. Ueda, M. Muroi, S. Kon, M. Satake, H. Ohori, C. Ishioka, Y. Oshima, H. Osada, N. Chiba, H. Shibata, Y. Iwabuchi ACS Med. Chem. Lett. 2010, 1, 273?276.
35. Total synthesis and determination of the absolute configuration of (?)-idesolide H. Yamakoshi, M. Shibuya, M. Tomizawa, Y. Osada, N. Kanoh, Y. Iwabuchi Org. Lett. 2010, 12, 980?983.
36. Structure?activity relationship of C5-curcuminoids and synthesis of their molecular probes thereof H. Yamakoshi, H. Ohori, C. Kudo, A. Sato, N. Kanoh, C. Ishioka, H. Shibata, Y. Iwabuchi Bioorg. Med. Chem. 2010, 18, 1083?1092.
37. Syntheses of naturally occurring cytotoxic [7.7]paracyclophanes, (?)-cylindrocyclophane A and its enantiomer, and implications for biological activity H. Yamakoshi, F. Ikarashi, M. Minami, M. Shibuya, T. Sugahara, N. Kanoh, H. Ohori, H. Shibata, Y. Iwabuchi Org. Biomol. Chem. 2009, 7, 3772?3781.
38. Curcumin analogue GO-Y030 inhibits STAT3 activity and cell growth in breast and pancreatic carcinomas B. Hutzen, L. Friedman, M. Sobo, L. Lin, L. Cen, S. De Angelis, H. Yamakoshi, H. Shibata, Y. Iwabuchi, J. Lin Int. J. Oncol. 2009, 35, 867?872.
39. 4’-Demethylnobiletin, a bioactive metabolite of nobiletin enhancing PKA/ERK/CREB signaling, rescues learning impairment associated with NMDA receptor antagonism via stimulation of the ERK cascade M. Al Rahim, A. Nakajima, D. Saigusa, N. Tetsu, Y. Maruyama, M. Shibuya, H. Yamakoshi, Y. Tomioka, Y. Iwabuchi, Y. Ohizumi, T. Yamakuni Biochemistry 2009, 48, 7713?7721.
40. Newly synthesized curcumin analog has improved potential to prevent colorectal carcinogenesis in vivo H. Shibata, H. Yamakoshi, A. Sato, H. Ohori, Y. Kakudo, C. Kudo, Y. Takahashi, M. Watanabe, H. Takano, C. Ishioka, T. Noda, Y. Iwabuchi Cancer Sci. 2009, 100, 956?960.
41. Distribution of photo-cross-linked products from 3-aryl-3-trifluoromethyldiazirines and alcohols N. Kanoh, T. Nakamura, K. Honda, H. Yamakoshi, Y. Iwabuchi, H. Osada Tetrahedron 2008, 64, 5692?5698.
42. Synthesis and biological analysis new curcumin analogues bearing an enhanced potential for the medicinal treatment of cancer H. Ohori, H. Yamakoshi, M. Tomizawa, M. Shibuya, Y. Kakudo, A. Takahashi, S. Takahashi, S. Kato, T. Suzuki, C. Ishioka, Y. Iwabuchi, H. Shibata Mol. Cancer Ther. 2006, 5, 2563?2571.

[Proceedings]

1. Surface-enhanced Raman scattering (SERS) imaging of alkyne-tagged small molecule drug in live cells with endocytosed gold nanoparticles J. Ando, T. Sekiya, D. Ka, H. Yamakoshi, K. Dodo, M. Sodeoka, S. Kawata, K. Fujita Proceedings of SPIE 2017, 10046-4.
2. Alkyne-tag Raman imaging of bio-active small molecules in live cells J. Ando, Almar F. Palonpon, H. Yamakoshi, K. Dodo, S. Kawata, M. Sodeoka, K. Fujita Proceedings of SPIE, Biophotonics Japan 2015, 9792, 979207.
3. Raman spectroscopic detection of bio-active small molecules using alkyne tag J. Ando, A. F. Palonpon, H. Yamakoshi, K. Dodo, S. Kawata, M. Sodeoka, K. Fujita IEEE Proceedings (CPMT Symposium Japan 2015), 2015, 7357369, 93?96.
4. Watching bioactive small molecules in live cells by alkyne-tag Raman imaging A. Palonpon, H. Yamakoshi, K. Dodo, J. Ando, S. Kawata. K. Fujita, M. Sodeoka JSAP-OSA Joint Symposia 2013, 19p_D4_5.
5. Raman imaging of alkyne as a small tag for biological molecules K. Fujita, H. Yamakoshi, K. Dodo, A. Palonpon, M. Okada, J. Ando, S. Kawata, M. Sodeoka Proceedings of SPIE 2012, 8225, 822515?822515-4.
6. Slit-scanning Confocal Raman Microscopy: Practical Applications in Live Cell Imaging A. Palonpon, M. Okada, J. Ando, H. Yamakoshi, K. Dodo, M. Sodeoka, S. Kawata, K. Fujita Conference on Laser and Electro-Optics/Pacific Rim 2011, 86?88.
7. Synthesis of an enantiomeric DNA oligomer and its T-HgII-T base-pair formation K. Haruta, Y. Tanaka, T. Kawamura, Y. Kondo, A. Ono, H. Yamakoshi, N. Kanoh, Y. Iwabuchi Nucleic Acids Symp. Ser. 2007, 51, 187?188.

[Selected Review Papers and Books]

1. Studies on the syntheses of bioactive natural products having a fused ring system based on novel skeletal construction method H. Yamakoshi Yakugaku Zasshi, in press.
2. Studies on the syntheses of bioactive terpenoids capitalizing on novel chiral building blocks H. Yamakoshi, S. Nakamura Fain Kemikaru 2020, 49, 5?11.
3. Raman imaging of alkyne-labeled molecule H. Yamakoshi, K. Dodo, J. Ando, K. Fujita, M. Sodeoka Jikken Igaku 2012, 30, 1220?1226.
4. Construction of Fluorinated Chiral Center H. Yamakoshi Journal of Synthetic Organic Chemistry, Japan (Yuki Gosei Kagaku Kyoukaishi) 2010, 68, 962?963.
5. The development of highly effective asymmetric metathesis catalyst H. Yamakoshi The Pharmaceutical Society of Japan (FARUMASHIA) 2009, 45, 812?813.