臺灣博碩士論文加值系統

紫杉醇為1960年代所發現的一種能穩固微管進而抑制癌細胞分裂及增生的有效抗癌藥物，紅豆杉雙萜類化合物因品種、採收季節與生長環境不同而結構多樣化，故引起各方學者的研究熱潮。為了找尋新穎和更具抗癌活性的紅豆杉雙萜類，本研究遂以高雄縣六龜鄉林區所採集的七年生及十年生南洋紅豆杉(Taxus sumatrana)枝葉為材料，進行成分分析。
實驗中將所採集之南洋紅豆杉以丙酮三次萃取，合併粗萃物後，由色層分析方法分離純化，接著以核磁共振磁譜技術，包括1H-NMR、13C-NMR、DEPT、COSY、HMQC、HMBC和NOESY等分析方法，以及其他物理方法如質譜(EIMS)、紅外線光譜(IR)、紫外線光譜(UV)與旋光度之測量，加上相關文獻之比對進行紅豆杉雙萜類成分的化學結構分析。
本研究經確認得到三十七個紫杉烷類化合物，分別是sumataxin A (1)、sumataxin B (2)、sumataxin C (3)、sumataxin D (4)、taxuyunnanine C (5)、5a,7B,9a,10B,13a-petaacetoxy-4(20),11-taxadiene (6)、2a,5a,9a,10B,14B-pentaacetoxytaxa-4(20),11-taxadiene (7)、14B-hydroxytaxusin (8)、2a-deacetoxytaxinine J (9)、taxa-4-(20),11-diene-2a,5a,7B,9a,10B,13a-hexaol hexaacetate (10)、1-dehydroxy baccatin VI (11)、7B,9a,10B,13a,20-pentaacetoxy-2a-benzoyloxy-4a,5a-dihydroxytax-11-ene (12)、taxacin (13)、baccatin VI (14)、taxuspinanane J (15)、2-deacetoxy-5-decinnamoyltaxinine J (16)、N-Methyl taxol C (17)、10-deacetyl yunnanaxane (18)、taxumairol B (19)、taxinine M (20)、baccatin III (21)、taxuspinanane I (22)、taxumairol K (23)、wallifoliol (24)、13-oxo-baccatin III (25)、taxol (26)、7-epi-10-deacetyl taxol (27)、10-deacetyl-13-oxo-baccatin III (28)、19-hydroxybaccatin III (29)、10-deacetyl taxol (30)、10-deacetyl-baccatin III (31)、13-acetyl-13-decinamoyltaxachinin B (32)、5-deacetyltaxachitriene B (33)、5-epicanadensene (34)、taxezopidine F (35)、13a,7B-diacetoxy-2a,5a,10B-trihydroxy-9-keto-2(3→20)abeotaxane (36)、2-deacetyl taxine B (37)。其中化合物1、2、3、4為在天然界首次發現的新化合物，化合物2a-deacetoxytaxinine J (9)、taxuspinanane J (15)具有免疫細胞促進增生活性，而sumataxin A、D (1、4)對於第一型疱疹病毒有輕微的抑制效果。

Taxol is a complex polyoxygenated diterpene isolated from Pacific yew (Taxus brevifolia). The structures of Taxoids are diversified with species, season and growth environment and the clinical effectiveness of Taxol as a microtubule-stabilizing therapeutic agent for treatment of several malignancies has motivated many scientists to isolate new taxoids and investigate their anti-tumor activities.
In this continuing search for new and bioactive natural taxoids, reinvestigation of the acetone extract of the twigs, needles and branches of Taxus sumatrana (Taxaceae) afforded thirty-seven taxane diterpenes esters, including sumataxins sumataxin A (1)、sumataxin B (2)、sumataxin C (3)、sumataxin D (4)、taxuyunnanine C (5)、5a,7B,9a,10B,13a-petaacetoxy-4(20),11-taxadiene (6)、2a,5a,9a,10B,14B-pentaacetoxytaxa-4(20),11-taxadiene (7)、14B-hydroxytaxusin (8)、2a-deacetoxytaxinine J (9)、taxa-4-(20),11-diene-2a,5a,7B,9a,10B,13a-hexaol hexaacetate (10)、1-dehydroxy baccatin VI (11)、7B,9a,10B,13a,20-pentaacetoxy-2a-benzoyloxy-4a,5a-dihydroxytax-11-ene (12)、taxacin (13)、baccatin VI (14)、taxuspinanane J (15)、2-deacetoxy-5-decinnamoyltaxinine J (16)、N-Methyl taxol C (17)、10-deacetyl yunnanaxane (18)、taxumairol B (19)、taxinine M (20)、baccatin III (21)、taxuspinanane I (22)、taxumairol K (23)、wallifoliol (24)、13-oxo-baccatin III (25)、taxol (26)、7-epi-10-deacetyl taxol (27)、10-deacetyl-13-oxo-baccatin III (28)、19-hydroxybaccatin III (29)、10-deacetyl taxol (30)、10-deacetyl-baccatin III (31)、13-acetyl-13-decinamoyltaxachinin B (32)、5-deacetyltaxachitriene B (33)、5-epicanadensene (34)、taxezopidine F (35)、13a,7B-diacetoxy-2a,5a,10B-trihydroxy-9-keto-2(3→20)abeotaxane (36)、2-deacetyl taxine B (37). The structures of new compounds were established on the basis of their spectroscopic analyses. Among them, compounds 1, 2, 3 and 4 are new compounds from natural source, 2a-deacetoxytaxinine J (9)、taxuspinanane J (15) had effects on PBMC (Peripheral Blood Mononuclear Cells) proliferation, and sumataxin A、D (1、4) had light exhibitedactivity of HSV-1.

第ㄧ部份 緒論
第一章 前言---------------------------------------------------------------------- 1
第二章 紅豆杉植物的簡介---------------------------------------------------- 3
第三章 Taxus屬紅豆杉最近研究之相關文獻回顧¬¬¬---------------------- 6
第一節 歐洲紅豆杉 (Taxus baccata)-------------------------------- 6
第二節 加拿大紅豆杉 (Taxus canadensis)------------------------ 7
第三節 中國紅豆杉 (Taxus chinensis)----------------------------- 11
第四節 日本紅豆杉 (Taxus cuspidata)---------------------------- 12
第五節 南方紅豆杉 (Taxus mairei)--------------------------------- 17
第六節 南洋紅豆杉 (Taxus sumatrana)--------------------------- 20
第四章 研究目的與展望----------------------------------------------------- 22
第二部份 材料與方法
第一章 結構之鑑定----------------------------------------------------------- 24
第一節 儀器-------------------------------------------------------------- 24
第二節 矽膠與溶劑----------------------------------------------------- 25
第二章 樣品的採集----------------------------------------------------------- 25
第三章 分離與純化----------------------------------------------------------- 26
第三部份 結果與討論
第一章 台灣產南洋紅豆杉(Taxus sumatrana)成分化合物結構鑑定
第一節 化合物1的結構解析------------------------------------------ 40
第二節 化合物2的結構解析------------------------------------------ 44
第三節 化合物3的結構解析----------------------------------------- 48
第四節 化合物4的結構解析----------------------------------------- 52
第五節 化合物5的結構解析----------------------------------------- 56
第六節 化合物6的結構解析----------------------------------------- 56
第七節 化合物7的結構解析----------------------------------------- 57
第八節 化合物8的結構解析----------------------------------------- 57
第九節 化合物9的結構解析----------------------------------------- 58
第十節 化合物10的結構解析---------------------------------------- 58
第十一節 化合物11的結構解析------------------------------------- 59
第十二節 化合物12的結構解析------------------------------------- 59
第十三節 化合物13的結構解析------------------------------------- 60
第十四節 化合物14的結構解析------------------------------------- 60
第十五節 化合物15的結構解析------------------------------------- 61
第十六節 化合物16的結構解析------------------------------------- 61
第十七節 化合物17的結構解析------------------------------------- 62
第十八節 化合物18的結構解析------------------------------------- 62
第十九節 化合物19的結構解析------------------------------------- 63
第二十節 化合物20的結構解析------------------------------------- 63
第二十一節 化合物21的結構解析---------------------------------- 64
第二十二節 化合物22的結構解析---------------------------------- 64
第二十三節 化合物23的結構解析---------------------------------- 65
第二十四節 化合物24的結構解析---------------------------------- 65
第二十五節 化合物25的結構解析---------------------------------- 66
第二十六節 化合物26的結構解析---------------------------------- 66
第二十七節 化合物27的結構解析---------------------------------- 67
第二十八節 化合物28的結構解析---------------------------------- 67
第二十九節 化合物29的結構解析---------------------------------- 68
第三十節 化合物30的結構解析------------------------------------- 68
第三十一節 化合物31的結構解析---------------------------------- 69
第三十二節 化合物32的結構解析---------------------------------- 69
第三十三節 化合物33的結構解析---------------------------------- 70
第三十四節 化合物34的結構解析---------------------------------- 70
第三十五節 化合物35的結構解析---------------------------------- 71
第三十六節 化合物36的結構解析---------------------------------- 71
第三十七節 化合物37的結構解析---------------------------------- 72
第二章 活性測試結果-------------------------------------------------------- 73
第四部份 結論----------------------------------------------------------------- 76
第五部份 參考文獻----------------------------------------------------------- 78
第六部份 附錄
第一章 sumataxin A (1)之物理資料及NMR光譜資料---------------- 83
第二章 sumataxin B (2)之物理資料及NMR光譜資料---------------- 88
第三章 sumataxin C (3)之物理資料及NMR光譜資料--------------- 93
第四章 sumataxin D (4)之物理資料及NMR光譜資料--------------- 98
第五章 已知化合物5-37之1H-NMR光譜資料------------------------ 103

1.Wani, M. C.; Taylor, H. L.; Wall, M. E.; Coggon, P.; McPhail, A. T. The isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia. J. Am. Chem. Soc., 1971, 93, 2325-2327.
2.Schiff, P. B.; Fant, J.; Horwitz, S. B. Promotion of microtubule assembly in Vitro by Taxol. Nature, 1979, 277, 665-667.
3.Shannon, K. B.; Julie, C. C.; Moree, C. B.; Tirnauer, J. S.; Salmon, E. D. Taxol-stabilized microtubules can position the cytokinetic furrow in mammalian cells. Mol. Biol. Cell, 2005, 16, 4423-4436.
4.Simpkins, H.; Parekh, H. The transport and binding of Taxol. Gen Pharmac, 1997, 29, 167-172.
5.Shi, Q. W.; Kiyota, H. New natural taxane diterpenoids from taxus species since 1999. Chemistry and Biodiversity, 2005, 2, 1597-1623.
6.Parmar, V.S.; Amitabh, J.; Bisht, K.S.; Poonam, T.; Singh, S.K.; Ajay K.; Poonam; Rajni J.; Olsen, C.E. Constituents of the yew trees. Phytochemistry, 1999, 50, 1267-1304.
7.Baloglu, E.; Kingston, D.G.I. The taxane diterpenoids. J. Nat. Prod., 1999, 62, 1448-1472.
8.Banskota, A.H.; Usia, T.; Tezuka, Y.; kouda, K.; Nguyen, N.T.; Kadota, S. Three new C-14 oxygenated taxanes from the wood of Taxus yunnanensis. J. Nat. Prod., 2002, 65, 1700-1702.
9.劉葉經, “台灣木本植物誌”, 107-111, 國立中興大學農學院出版。
10.Holton, R.A.; Somoza, C.; Kim, H.B.; Liang, F.; Biediger, R.J.; Boatman, P.D.; Shindo, M.; Smith, C.C.; Kim, S. First total synthesis of Taxol. 1. functionalization of the B ring. Journal of American Chemical Society, 1994, 116, 1597-1598.
11.Shi, Q.W.; Lederman, Z.; Sauriol, F.; McCollum, R.S.; Zamir, L.O. A Yew in Israel, New Taxane Derivatives. J. Nat. Prod., 2004, 67, 168-173.
12.Shi, Q.W.; Sauriol, F.; Lesimple, A.; Zamir, L.O. First three examples of taxane-derived di-propellanes in Taxus canadensis needles. Chem. Commun., 2004, 544-545.
13.Shi, Q.W.; Ji, X.; Lesimple, A.; Sauriol, F.; Zamir, L.O. Reports on structure elucidation. Phytochemistry, 2004, 65, 3097-3106.
14.Shi, Q.W.; Sauriol, F.; Park, Y.; Smith Jr, V.H.; Lord, G.; Zamir, L.O. First example of conformational exchange in a natural taxane enolate. Magn. Reson. Chem., 2005; 43, 798-804.
15.Shi, Q.W.; Si, X.T.; Zhao, Y.M.; Su, X.H.; Li, X.; Zamir, L.O.; Yamada, T.; Kiyota, H.; Two new alkaloidal taxoids from the needles of Taxus cuspidata. Biosci. Biotechnol. Biochem., 2006, 70, 732-736.
16.Shi, Q.W.; Dong, M.; Huo, C.H.; Su, X.H.; Li, C.F.; Zhang, X.P.; Wang, Y.F.; Kiyota, H. New 14-hydroxy-taxane and 2a,20-epoxy-11(15→1)abeotaxane from the needles of Taxus canadensis. Biosci. Biotechnol. Biochem., 2007, 71, 1777-1780.
17.Petzke, T.L.; Shi, Q.W.; Sauriol, F.; Mamer, O.; Zamir, L.O. Taxanes from rooted cuttings of Taxus canadensis. J. Nat. Prod. 2004, 67, 1864-1869.
18.Wang, F. S.; Peng, L. Y.; Zhao, Y.; Xu, G.; Zhao, G. S.; Sun, H. D. Three new oxetane-ring-containing taxoids from Taxus chinensis. J. Nat. Prod. 2004, 67, 905-907.
19.Zhao, Y.; Wang, F.S.; Peng L.Y.; Li, X.L.; Xu, G.; Luo, X.X.; Lu, Y.; Wu, L.; Zheng, Q.T.; Zhao, Q.S. Taxoids from Taxus chinensis. J. Nat. Prod. 2006, 69, 1813-1815.
20.Xia, Z.H.; Peng, L.Y.; Xu, G.; Zhao, Q.S.; Sun, H.D. Two new taxoids from Taxus chinensis. Chemistry and Biodiversity, 2005, 2, 1316-1319.
21.Dong, M.; Zhang, M.L.; Wang, Y.F.; Zhang, X.P.; Li, C.F.; Shi, Q.W.; Cong, B.; Kiyota H. Prolidase from Xanthomonas maltophilia: purification and characterization of the enzyme. Biosci. Biotechnol. Biochem., 2007, 71, 2087-2090.
22.Shi, Q.W.; Li, Z.P.; Zhao, D.; Gu, J.S.; Oritani, T.; Kiyota, H. New 2(3.RAR.20)abeotaxane and 3,11-cyclotaxane from needles of Taxus cuspidata. Biosci. Biotechnol. Biochem., 2004, 68, 1584-1587.
23.Li, L.; Cao, C.M.; Huo, C.; Zhang, M.; Shi, Q.W.; kiyota, H. Structure elucidation and complete NMR spectral assignments of a new taxane-glycoside from the needles of Taxus cuspidata. Magn. Reson. Chem., 2005, 43, 475-478.
24.Shi, Q.W.; Cao, C.M.; Gu, J.S.; Kiyota, H. Four new epoxy taxanes from the needles of Taxus cuspidata. Natural Product Research, 2006, 20, 173-179.
25.Cao, C.M.; Zhang, M.L.; Wang, Y.F.; Shi, Q.W.; Yamada, T.; Kiyota, H. Two new taxanes from the branches bark and needles of Taxus cuspidata. Chemistry and Biodiversity, 2006, 3, 1153-1161.
26.Huo, C.H.; Su, X.H.; Li, X.; Zhang, C.F.; Wang, Y.F.; Shi, Q.W.; Kiyota, H. Structural determination of a new 2(3→20)abeotaxane with an unusual 13B-substitution and a new 6/8/6-ring taxane from Taxus cuspidata. Magn. Reson. Chem., 2007, 45, 527-530.
27.Morita, H.; Machida, I.; Hirasawa, Y.; Kobayashi, J. Taxezopidines M and N, new taxoids from Japanese yew Taxus cuspidata. J. Nat. Prod., 2005, 68, 935-937.
28.Bai, J.; Kitabatake, M.; Toyoizumi, K.; Fu, L.; Zhang, S.; Dai, J.; Sakai, J.; Hirose, K.; Yamori, T.; Tomida, A.; Tsuruo, T.; Ando, M. Production of biologically active taxoids by a callus culture of Taxus cuspidata. J. Nat. Prod. 2004, 67, 58-63.
29.Dai, J.; Bai, J.; Hasegawa, T.; Nishizawa, S.; Sakai, J.; Oka, S.; Kiuchi, M.; Hirose, K.; Tomida, A.; Tsuruo, T.; Li, M.; Ando, M. A new taxid from a callus culture of Taxus cuspidate as an MDR reversal agent. Chem. Pharm. Bull. 2006, 45, 306-309.
30.Bai, J.; Ito, N.; Sakai, J.; Kitabatake, M.; Fujisawa, H.; Bai, L.; Dai, J.; Zhang, S.; Hirose, K.; Tomida, A.; Tsuruo, T.; Ando, M. Taxoids and abietanes from callus cultures of Taxus cuspidata. J. Nat. Prod. 2005, 68, 497-501.
31.Shi, Q.W.; Li, Z.P.; Wang, C.L.; Zhang, M.L.; Choony, N.; Kiyota, H. New taxanes from the seeds of Taxus mairei. Journal of Asian Natural Products Research, 2006, 8, 431-437.
32.Shi, Q.W.; Zhao, Y.M.; Si, X.T.; Li, Z.P.; Yamada, T.; Kiyota, H. 1-deoxypaclitaxel and abeo-taxoids from the seeds of Taxus mairei. J. Nat. Prod. 2006, 69, 280-283.
33.Shi, Q.W.; Li, Z.P.; Zhao, D.; Gu, J.S.; Kiyota, H. Isolation and structure revision of 10-deacetyltaxinine from the seeds of the Chinese yew, Taxus mairei. Natural Product Research, 2006, 20, 47-51.
34.Shen, Y.C.; Ko, C.L.; Cheng, Y.B.; Chiang, M.Y.; Khalil, A.T. Newregio- and stereoselective O-decacetylated and epoxy products of taxanes Isolated from Taxus mairei. J. Nat. Prod. 2004, 67, 2136-2140.
35.Shen, Y.C.; Cheng, K.C.; Lin, C.H.; Cheng, Y.B.; Khalil, A.T.; Guh, J.H.; Chien, C.T.; Teng, C.M.; Chang, Y.T. Three new taxane diterpenoids from Taxus sumatrana. J. Nat. Prod. 2005, 68, 90-93.
36.Shen,Y.C.; Hsu, S.M.; Lin, Y.S.; Cheng, K.C.; Chien, C.T.; Chou, C.H.; Cheng, Y.B. New bicyclic taxane diterpenoids from Taxus sumatrana. Chem. Pharm. Bull. 2005, 53, 808-810.
37.Shen, Y.C.; Lin, Y.S.; Cheng, Y.B.; Cheng, K.C.; Khalil, A.T.; Kuo, Y.H.; Chien, C.T.; Lin Y.C. Novel taxane diterpenes from Taxus sumatrana with the first C-21 taxane ester. Tetrahedron, 2005, 61, 1345-1352.
38.Gabetta, B.; Bellis, P.D.; Pace, R. 10-deacetylbaccatin III analogue from Taxus baccata. J. Nat. Prod. 1995, 58, 1508-1514.
39.Wani, M.C.; Taylor, H.L.; Wall, M.; Coggon, P.; Mcphail, A.T. The isolation and structure of Taxol, a novel antileukemic and antitumor agent from Taxus brevifolia. Journal of the American Chemical Society, 1971, 93, 2325-2327.
40.Zhang, H.; Takeda, Y.; Minami, Y.; Yoshida, K.; Matsumoto, T.; Xiang, W.; Mu, Q.; Sun, H. Three new taxanes from the roots of Taxus yunnanensis. Chemistry Letters, 1994, 23, 957-960.
41.De Maacano, D.P,; Halsall, T.G. The isolation of seven new taxane derivatives from the heartwood of yew (Taxus baccata L.). J. Chem. Soc. D., 1969, 24, 1282-1283.
42.Shung, J.Y.; Cheng, Y.S.; Cheng, Y.S. Taxanes from Taxus mairei. Phytochemistry, 1996, 43, 839-842.
43.Shi, Q.W.; Oritani, T.; Kiyota, H. 14B-hydroxytaxusin, a new taxane from Taxus mairei. Natural Product Letters 1998, 12, 85-90.
44.Liang, J.; Min, Z.; Dan, Y. Studies on the diterpenes of Taxus mairei II: Structure of 2-deacetoxy-taxinine. Acta Chimica SinicaI, 1988, 46, 1053-1054.
45.Min, Z.D.; Jiang, H.; Liang, J.Y. Taxane diterpenes of the heartwood from Taxus mairei. Acta Pharm. Sin (Yaoxue Xuebao), 1989, 24, 673-677.
46.Li, B.; Tanaka, K.; Fuji, K.; Sun, H.; Taga, T. Three new diterpenoids from Taxus chinensis. Chem. Pharm. Bull., 1993, 41, 1672-1673.
47.Yoshizaki, F.; Fukuda, M.; Hisamichi, S.; Ishida, T.; IN, Y. Structures of taxane diterpenoids from the seeds of Japanese yew Taxus cuspidata. Chem. Pharm. Bull.,1988, 36, 2098-2102.
48.Senilh, V.; Blechert, S.; Colin, M.; Guenard, D.; Picot, F.; Potier, P.; Varenne, P. Mise en evidence de nouveaux analogues du Taxol extraits de Taxus baccata. J. Nat. Pro., 1984, 47, 131-137.
49.Morita, H.; Gonda, A.; Wei, L.; Yamamura, Y.; Wakabayashi, H.; Takeya, K.; Itokawa, H. Taxoids from Taxus cuspidata var. nana. Phytochemistry, 1998, 48, 857-862.
50.Barboni, L.; Gariboldi, P.; Appendino, G.; Enriu, R.; Gabetta, B.; Bombardelli, E. New taxoids from Taxus baccata L. liebigs annalen der chemie, 1995, 2, 345-349.
51.Barboni, L.; Garibaldi, P.; Torregiani, E.; Appendino, G.; Gabetta, B.; Bombardelli, E. Taxol analogues from the roots of Taxus media. Phytochemistry, 1994, 36, 987-990.
52.Gabetta, B.; Peterlongo, F.; Zini, G.; Barboni, L.; Rafaiani, G.; Ranzuglia, P.; Torregiani, E.; Appendino, G.; Gravotto, G. Taxanes from Taxus media. Phytochemistry, 1995, 40, 1825-1828.
53.Shen, Y.C.; Tai, H.R.; Chen, C.Y. New taxane diterpenoids from the roots of Taxus mairei. J. Nat. Prod. 1996, 59, 173-176.
54.Beutler, J.A.; Chmurny, G.M.; Look, S.A.; Witherup, K.M. Taxinine M, a new tetracyclic taxane from Taxus brevifolia. J. Nat. Prod. 1991, 54, 893-897.
55.Shen, Y.C.; Chen, C.Y.; Kuo, Y.H. A new taxane diterpenoid from Taxus mairei. J. Nat. Prod., 1998, 61, 838-840.
56.Vander Velde, D.G.; Georg, G.I.; Gollapudi, S.R.; Jampani, H.B.; Liang, X.Z.; Mitscher, L.A.; Ye, Q.M. Wallifoliol, a taxol congener with a novel carbon skeleton, from Himalayan Taxus wallichiana. J. Nat. Prod. 1994, 57, 862-867.
57.Poweel, R.G.; Miller, R.W.; Smith, C.R. Antileukemic alkaloids from Taxus wallichiana Zuuc. J. Org. Chem. 1981, 46, 1469-1474.
58.Mclaughlin, J.L.; Miller, R.W.; Powell, R.G. 19-hydroxybaccatin III, 1-deacetylcephalomannine, and 10-deacetyltaxol: new antitumor taxanes from Taxus wallichiana. J. Nat. Prod. 1981, 44, 312-319.
59.Kitagawa, I.; Mahmud, T.; Kobayashi, M.; Roemantya, S.H. Taxol and its related taxoids from the needles of Taxus sumatrana. Chem. Pharm. Bull., 1995, 43, 365-367.
60.Das, B.; Padma Rao, S.; Srinivas, K.V.N.S.; Yadav, J.S.; Das, R. A taxoid from needles of Himalayan Taxus baccata. Phytochemistry, 1995, 38, 671-674.
61.Fang, W.S.; Fang, Q.C.; Liang, X.T. Bicyclic taxoids from needles of Taxus chinensis. Planta Med., 1996, 62, 567-569.
62.Wang, X.X.; Shigemori, H.; Kobayashi, J. Taxezopidines B-H, new taxoids from Japanese yew Taxus cuspidata. J. Nat. Prod. 1998, 61, 474-479.
63.Shi, Q.W.; Oritani, T.; Sugiyama T. A newly rearranged 2(3→20)abeotaxane diterpene from the bark of Chinese yew, Taxus mairei. Biosci. Biotechnol. Biochem., 1998, 62, 2263-2266.
64.Yue, Q.; Fang, Q.C.; Liang, X.T.; He, C.H.; Jing, X.L. Rearranged taxoids from Taxus yunnanensis. Planta Med., 1995, 61, 375-377.