「タキサンジテルペンの化学変換と構造活性相関研究」（堀口透博士）　2010.12更新

タキソールは新しい抗ガン剤として全世界的に注目されていますが、供給源のイチイの木の成長は遅く、全合成による供給も困難です。そこで、天然に比較的多量に存在するタキシニンに注目し、タキソール類似体への変換を試みています。また、タキソールの１位水酸基の必要性についての研究もかねています。

T-11. Synthesis and biological activity of (2-m-substituted)benzoyl)baccatin III analogs from taxinine
T. Horiguchi, T. Oritani, H. Kiyota, Tetrahedron, 59, 1529-1538 (2003).

T-12. Synthesis and biological evaluation of 1-deoxy-4,7-dideacetoxy azetidine paclitaxel analogs
Q. Cheng, H. Kiyota, M. Yamaguchi, T. Horiguchi, T. Oritani, Bioorg. Med. Chem. Lett., 13, 1075-1077 (2003).

T-90. Inhibitory Effect of 13 Taxane Diterpenoids from Chinese yew (Taxus chinensis var. mairei) on the Proliferation of HeLa Cervical Cancer Cells
Hai-Sheng Liu, Yu-Huan Gao, Li-Hong Liu, Wei Liu, Qing-Wen Shi, Mei Dong, Toshikazu Suzuki, Hiromasa Kiyota, Biosci. Biotechnol. Biochem., 80(10), 1883-1886 (2016), 10.1080/09168451.2016.1194182.

T-87. Two New Taxane-glycosides from the Needles of Taxus canadensis
Nan Li, Jin Wang, Hui-Min Yan, Man-Li Zhang, Qing-Wen Shi, Francoise Sauriol, Hiromasa Kiyota, Mei Dong, Z. Naturforsch., 70b(11), 829-835 (2015), 10.1515/znb-2015-0074.

T-79. A New Taxane with a 4beta,20-Epoxy Ring from the Rooted Cuttings of Taxus canadensis
Geng-Dong Yao, Hong-Feng Zhang, Yun Huang, Françoise Sauriol, Qing-Wen Shi, Hiromasa Kiyota, Yu-Cheng Gu, Chem. Nat. Compd., 49(5), 861-863 (2013), .

T-75. Torreyanoxane, a New 3,4-Seco-glutinane Triterpenoid Isolated from the Pulp of Torreya nucifera
Cong-Mei Cao, Man-Li Zhang, Mei Dong, Françoise Sauriol, Chang-Hong Huo, Qing-Wen Shi, Yu-Cheng Gu, Teiko Yamada, Hiromasa Kiyota, Bin Cong, Helv. Chim. Acta, 96(3), 375-378 (2013), 10.1002/hlca.201200174.

T-74. A New Alkaloidal Taxane Composed of Two N-Formyl Rotamers from the Rooted Cuttings of Taxus canadensis
Yong Li Yu-Fang Wang, Man-Li Zhang, Mei Dong, Chang-Hong Huo, Françoise Sauriol, Qing-Wen Shi, Yu-Cheng Gu, Bin Cong, Hiromasa Kiyota, Chem. Nat. Cmpds., 48(6), 1035-1038 (2013), .

T-71. New 686-Taxanes Isolated from the Heartwood of Taxus cuspidata
Kai Zhang, Yong-Li Wang, Zhi-Yu Ni, Man-Li Zhang, Yu-Fang Wang, Qing-Wen Shi, Chang-Hong Huo, Françoise Sauriol, Hirommasa Kiyota, Yu-Cheng Gu, Mei Dong, Helv. Chim. Acta, 95(9), 1566-1572 (2012), 10.1002/hlca.201200045.

T-68. Canataxpyran A, a New 3,8-Secotaxane with a 13,17-Ether Bridge from Needles of Taxus canadensis
Yong Li, Man-Li Zhang, Yu-Fang Wang, Mei Dong, Françoise Sauriol, Qing-Wen Shi, Hiromasa Kiyota, Yu-Cheng Gu, Bin Cong, Heterocycl. Commun., 18(2), 57-60 (2012), 10.1515/hc-2012-0035.

T-66, Relationship between Structure and Microtubule Polymerization Activity of Taxane Derivatives
Masafumi Hidaka, Tomoe Koga, Hiromasa Kiyota, Tohru Horiguchi, Qing-Wen Shi, Keiko Hirose, Takafumi Uchida, Biosci. Biotechnol. Biochem., 76(2), 349-352 (2012), 10.1271/bbb.110797.

T-65. Natural Taxanes: Developments Since 1828 [REVIEW]
Yu-Fang Wang, Qing-Wen Shi, Mei Dong, Hiromasa Kiyota, Yu-Cheng Gu, Bin Cong, Chem. Rev., 111(12), 7652-7709 (2011), 10.1021/cr100147u.

T-64. Diabietane Ether, a Novel Abietane Dimer with an Ether Linkage from Taxus cuspidata
Zhi-Yu Ni, Yi-Bing Wu, Mei Dong, Man-Li Zhang, Yu-Fang Wang, Françoise Sauriol, Chang-Hong Huo, Qing-Wen Shi, Yu-Cheng Gu, Hiromasa Kiyota, Bin Cong, Z. Naturforsch., 66b(10), 1083-1086 (2011).

T-63. Novel Taxa-4(20),12-diene and 2(3->20)Abeotaxane from Needles of Taxus canadensis
Zhi-Yu Ni, Yi-Bing Wu, Man-Li Zhang, Yu-Fang Wang, Mei Dong, Françoise Sauriol, Chang-Hong Huo, Qing-Wen Shi, Yu-Cheng Gu, Hiromasa Kiyota, Bin Cong, Biosci. Biotechnol. Biochem., 75(9), 1698-1701 (2011), 10.1271/bbb.110223.

T-60. A Novel Taxtetraene Framework formed from a New Natural Taxane from Taxus cuspidata
Yong Li, Yong-Li Wang, Zhi-Yu Ni, Mei Dong, Bin Cong, Francoise Sauriol, Man-Li Zhang, Yu-Fang Wang, Chang-Hong Huo, Yu-Cheng Gu, Qing-Wen Shi, Hiromasa Kiyota, Z. Naturforsch., 66b, 759-761 (2011).

T-59. The First Taxane peroxide from the Rooted Cuttings of Taxus canadensis
Man-Li Zhang, Yu-Fang Wang, Mei Dong, Chang-Hong Huo, Francoise Sauriol, Qing-Wen Shi, Hiromasa Kiyota, Hetercycl. Commun., 17, 87-91 (2011).

T-58. A Novel Taxane 13-Glucoside and Other Taxanes from the Leaves of Taxus cuspidata
Zhi-Yu Ni, Mei Dong, Bin Cong, Francoise Sauriol, Man-Li Zhang, Yu-Fang Wang, Chang-Hong Huo, Qing-Wen Shi, Hiromasa Kiyota, Planta Med., 77, 281-283 (2011).

T-54. Two New Phytoecdysteroids from the Needles of Taxus canadensis
Yu Fang, Zhi-Yu Ni, Teiko Yamada, Yu-Fang Wang, Man-Li Zhang, Mei Dong, Bin Cong, Francoise Sauriol, Chang-Hong Huo, Qing-Wen Shi, Hiromasa Kiyota, Z. Naturforsch., 65b, 1401-1405 (2010).

T-50. Taxusecone, a Novel Taxane with an Unprecedented 11,12-Secotaxane Skeleton from Taxus cuspidata
S.-H. Yu, Z.-Y. Ni, J. Zhang, M. Dong, F. Sauriol, C.-H. Huo, Q.-W., Shi, Y.-G., Gu, H. Kiyota, B. Cong, Biosci. Biotechnol. Biochem. 73(3), 756-758 (2009).

T-48. Two New 11(15->1)Abeotaxanes with a 2,20-Epoxy Ring from the Needles of Taxus canadensis
M.-L. Zhang, J. Zhang, M. Dong, S.-H. Feng, C.-H. Huo, F. Sauriol, Q.-W. Shi, Y.-G. Gu, H. Kiyota, B. Cong, Z. Naturforsch., 64c (1), 43-49 (2009).

T-45. Taxpropellane, a Novel Taxane with an Unprecedented Polycyclic Skeleton from the Needles of Taxus canadensis
M.-L. Zhang, M. Dong, C.-H. Huo, L.-G. Li, F. Sauriol, Q.-W. Shi, Y.-G., Gu, H. Makabe, H. Kiyota, Eur. J. Org. Chem., (32), 5414-5417 (2008).

T-43. A New pseudo-Alkaloid Taxane and a New Rearranged Taxane from the Needles of Taxus canadensis
M.-L. Zhang, C.-H. Huo, M. Dong, L.-G. Li, F. Sauriol, Q.-W. Shi, Y.-G. Gu, H. Kiyota, and B. Cong, Z. Naturforsch., 63b (8), 1005-1011 (2008).

T-41. Chemical Constituents in Taxus canadensis [REVIEW]
M. Dong, M.-L. Zhang, Q.-W. Shi, Y.-G. Gu, H. Kiyota, Natural Products: Chemistry, Biochemistry and Pharmacology, c9, 247-269 (2008).

T-40. A New Taxane Composed of Two N-formyl Rotamers from Taxus canadensis
M.-L. Zhang, M. Dong, X.-N. Li, L.-G. Li, F. Sauriol, C.-H. Huo, Q.-W. Shi, Y.-G., Gu, H. Kiyota, B. Cong, Tetrahedron Lett., 49 (21), 3405-3408 (2008).

T-38. A Novel Taxane with a Rare 9α,13α-Oxygen Bridge from Taxus cuspidata Needles
M.-L. Zhang, B. Cong, M. Dong, Y.-F. Wang, C.-H. Huo, Y.-G. Gu, Q.-W. Shi, H. Kiyota, Tetrahedron Lett., 49(7), 1180-1183 (2008).

T-37. Two New Taxanes from Taxus canadensis
C.-H. Huo, Y.-M. Zhao, X.-T. Si, L.-G. Li, M.-L. Zahng, Q.-W. Shi, H. Kiyota, Biochem. Syst. Ecol., 35(12), 909-913 (2007)

T-36. 7,8β-Dihydroponasterone A, a New Phytoecdysteroid from the Needles of the Japanese Yew, Taxus cuspidata
Q.-W. Shi, M. Dong, C.-H. Huo, X.-H.i Su, X. Li, T. Yamada, H. Kiyota, J. Braz. Chem. Soc., 18(5) 1081-1084 (2007).

T-35. A New Taxol Analogue from the Leaves of Taxus cuspidata
C.-H. Huo, X.-P. Zhang, C.-F. Li, Y.-F. Wang, Q.-W. Shi, H. Kiyota, Biochem. Syst. Ecol., 35(10), 704-708 (2007).

T-34. Three New Taxanes with 10-Alkoxy Group from the Heartwood of Taxus cuspidata
M. Dong, M.-L. Zhang, Y.-F. Wang, X.-P. Zhang, C.-F. Li, Q.-W. Shi, B. Cong, H. Kiyota, Biosci. Biotechnol. Biochem, 71(8), 2097-2080 (2007).

T-33. New 14-Hydroxy-taxane and 2α,20-Epoxy-11(15->1)abeotaxane from the Needles of Taxus canadensis
Q.-W. Shi, M. Dong, C.-H. Huo, X.-H. Su, C.-F. Li, X.-P. Zhang, Y.-F. Wang, H. Kiyota, Biosci. Biotechnol. Biochem., 71(6), 1777-1780 (2007).

T-31. Structural Determination of a New 2(3->20)Abeotaxane with an Unusual13β-Substitution and a New 6/8/6-Ring Taxane from Taxus cuspidata
C.-H. Huo, X.-H. Su, X. Li, X.-P. Zhang, C.-F. Li, Y.-F. Wang, Q.-W. Shi, H. Kiyota, Magn. Reson. Chem., 45 (6), 527-530 (2007).

T-30. Canataxpropellane, a Novel Taxane with a Unique Polycyclic Carbon Skeleton (Tricyclotaxane) from the Needles of Taxus canadensis
C.-H. Huo, X.-H. Su, Y.-F. Wang, X.-P. Zhang, Q.-W. Shi, H. Kiyota, Tetrahedron Lett., 48, 2721-2724 (2007).

T-28. Phytochemical Studies of Taxane Diterpenoids from Yew Trees [REVIEW]
Qing-Wen Shi, Hiromasa Kiyota, Recent Res. Development. Chemistry of Natural Products: Recent Trends and Developments 2006, Chapt. 3,43-59 (2007).

T-27. A New Metabolite with a New Substituted Pattern from the Seeds of the Chinese Yew, Taxus mairei
C.-H. Huo, Y.-F. Wang, X.-P. Zhang, C.-F. Li, Q.-W. Shi, H. Kiyota, Chem. Biodivers., 4, 84-88 (2007).

T-25. Two New Taxanes from the Branches Bark and Needles of Taxus cuspidata
Cong-Mei Cao, Man-Li Zhang, Yu-Fang Wang, Qing-Wen Shi, Teiko Yamada, Hiromasa Kiyota, Chem. Biodivers., 3, 1153-1161 (2006).

T-24. New Taxanes from the Seeds of Taxus mairei
Qing-Wen Shi, Zuo-Ping Li, Chun- Lin Wang, Man-Li Zhang, Nadeo Choony, H. Kiyota, J. Asian Nat. Prod. Res., 8, 431-437 (2006).

T-22. Two New Alkaloidal Taxanes from the Needles of Taxus canadensis
Qing-Wen Shi, Xiao-Tang Si, Yong-Ming Zhao, Xiao-Hui Su, Xing Li, Lolita O. Zamir, T. Yamada, H. Kiyota, Bios., Biotechnol. Biochem., 70, 732-736 (2006).

T-21. 1-Deoxypaclitaxel and abeo-Taxoids from the Seeds of Taxus mairei
Qing-Wen Shi, Yong-Ming Zhao, Xiao-Tang Si, Zuo-Ping Li, Teiko Yamada, H. Kiyota, J. Nat. Prod., 69, 280-283 (2006).

T-20. Four New Epoxy Taxanes from the Needles of Taxus cuspidata
Qing-Wen Shi, Cong-Mei Cao, Ji-Shun Gu, Hiromasa Kiyota, Nat. Prod. Res., 20, 173-179 (2006).

T-19. Isolation and Structure Revision of 10-Deacetyltaxinine from the Seeds of the Chinese yew, Taxus mairei
Qing-Wen Shi, Zuo-Ping Li, Ding Zhao Ji-Shun Gu, H. Kiyota, Nat. Prod. Res., 20, 47-51 (2006).

T-18. A New Abeotaxane Diterpenoid from the Seeds of Taxus mairei
Man-Li Zhang, Li-Geng Li, Cong-Mei Cao, Zuo-Ping Li, Qing-Wen Shi, Hiromasa Kiyota, Chin. Chem. Lett., 17, 27-30 (2006).

T-17. New Natural Taxane Diterpenoids from Taxus Species Since 1999 [REVIEW]
Qing-Wen Shi, H. Kiyota, Chemistry and Biodiversity, 2, 1597-1623 (2005).

T-16. A Novel 3,8-Secotaxane Metabolite from the Seeds of the Chinese Yew, Taxus mairei
Qing-Wen Shi, Li-Geng Li, Zuo-Ping Li, Cong-Mei Cao, H. Kiyota, Tetrahedron Lett., 46, 6301-6303 (2005).

T-15. First Example of 11,12-Epoxytaxane-glycoside from the Needles of Taxus cuspidata
C. Wang, M. Zhang, C. Cao, Q.-W. Shi, H. Kiyota, Heterocyclic Communications, 11, 211-214.

T-14. Structure Elucidation and Complete NMR Spectral Assignments of a New Taxane-glycoside from the Needles of Taxus cuspidata
L. Li, C. Cao, C. Huo, M. Zhang, Q.-W. Shi, H. Kiyota, Magnetic Resonance in Chemistry, 43 (6), 475-478 (2005).

T-13. New 2(3->20)Abeotaxane and 3,11-Cyclotaxane from Needles of Taxus cuspidata
Q.-W. Shi, Z.-P. Li, D. Zhao J.-S. Gu, T. Oritani, H. Kiyota Bioscience, Biotechnology, and Biochemistry, 68 (7), 1584-1587 (2004).

T-10. New Taxoids Isolated from the Yew Trees in the Recent Years [REVIEW]
Q.-W. Shi, H. Kiyota and T. Oritani, Natural Product Research & Development, 11 (6), 62-78.

T-9. A new drimane from the heartwood of the Japanese yew, Taxus cuspidata
H. Kiyota, Q.-W. Shi, T. Oritani, Natural Product Letters, 16, 21-24, (2002).

T-8. New 11(15->1)Abeotaxane, 11(15->1),11(10->9)Bisabeotaxane and 3,11-Cyclotaxanes from Taxus yunnanensis
H. Kiyota, Q.-W. Shi, T. Oritani, L. Li, Bioscience, Biotechnology, and Biochemistry, 65 (1), 35-40 (2001).

T-7. Three New Taxoids from the Leaves of the Japanese Yew, Taxus cuspidata
Q.-W. Shi, T. Oritani, H. Kiyota, R. Murakami, Natural Product Letters, 15, 55-62, (2001).

T-6. New Taxane Diterpenoids from Taxus yunnanensis and Taxus cuspidata
Q.-W. Shi, T. Oritani, H. Kiyota, L. Li, Phytochemistry, 54, (8), 2000, 829-834.

T-5. Three New Rearranged Taxane Diterpenoids from the Bark of Taxus chinensisvar. mairei and the needles of Taxus cuspidata
Q.-W. Shi, T. Oritani, T. Sugiyama, H. Kiyota and T. Horiguchi, Heterocycles, 51 (4), 841-850.

T-4. Three New 3,8-Secotaxanes from Taxus mairei
Q.-W. Shi, T. Oritani, T. Sugiyama and H. Kiyota, Journal of Natural Products, 61(11), 1437-1440 (1998).

T-3. 14beta-Hydroxytaxusin, a New Taxane from Taxus mairei
Q.-W. Shi, T. Oritani and H. Kiyota, Natural Product Letters, 12(1), 85-90 (1998).

T-2. Two New Taxane Diterpenoids from Taxus mairei
Q.-W. Shi, T. Oritani, T. Sugiyama and H. Kiyota, Planta Medica, 64(1), 766-769 (1998).

T-1. Isolation and Structure Elucidation of a New 11(15->1)-Abeotaxane from the Chinese Yew, Taxus mairei
Q.-W. Shi, T. Oritani, H. Kiyota and T. Horiguchi, Natural Product Letters, 12(1), 67-74 (1998).