Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/16666
標題: 土肉桂心材部之生理活性成分分析研究
Bioactive Components Isolated from Heartwood of Cinnamomum osmophloeum Kanehira
作者: 黃煜豪
Huang, Yu-Hao
關鍵字: Cinnamomum osmophloeum Kaneh.;土肉桂;lignanoid;qualitative analysis;cytotoxicity;木酚素;定性分析;細胞毒性
出版社: 化學系所
引用: 1. 楊遠波、劉和義、呂勝由,「台灣維管束植物簡誌」,第二卷, 行政院農業委員會出版,1999, p 133. 2. 林讚標,土肉桂專論,林業叢刊第38號,台灣省林業試驗所編印,1992, p 8 3. Kuo, Y. H.; Chen, W. C.; Lin, Y. T. J. Chin. Chem. Soc. 1984, 31, 159. 4. Miyamura, M.; Nohara T.; Tomimatsu, T.; Nishioka, I. Phytochemistry 1983, 22, 215. 5. Liu, J.; Yang, X.; Xu, L.; Yang, S. Zhongcaoyao 2002, 33, 681. 6. 陳甫勣,高雄醫學大學天然藥物研究所碩士論文,2004。 7. Kuo, Y. H.; Shue, M. J. J. Chin. Chem. Soc. 1991, 38, 65. 8. 許隨榮,國立台灣大學化學研究所碩士論文,1980。 9. Yuan, A.; Qin, L.; Jiang, D. Yaoxue Tongbao 1981, 16, 631. 10. 陳光明,國立台灣大學化學研究所碩士論文,1976。 11. Wu, T. S.; Chen, Z. S. Chin. Pharm. J. 1977, 29, 15. 12. Mei, W. L.; Qi, S. H.; Chen, C. X.; Wu, G. F., Yunnan Zhiwu Yanjiu 2001, 23, 394. 13. Mukherjee, R. K.; Fujimoto, Y.; Kakinuma, K. Phytochemistry 1994, 37, 1641. 14. Morimoto, S.; Nonaka, G.; Nishioka, I.; Ezaki, N.; Takizawa, N. Chem. Pharm. Bull. 1985, 33, 2281. 15. Morimoto, S.; Nonaka, G.; Nishioka, I. Chem. Pharm. Bull. 1986, 34, 633 16. Kwon, B. M.; Cho, Y. K.; Lee, S. H.; Nam, J. Y.; Bok, S. H.; Chun, S. K.; Kim, J. A.; Lee, I. R. Planta Med. 1996, 62, 183. 17. Tanaka, S.; Young, H.; Fukui, H.; Tabata, M.; Akira, T.; Okano, K.; Iwai, M.; Iga, Y.; Yokoyama, K. Planta Med. 1989, 55, 245. 18. Takaoka, D.; Hiroi, M. Phytochemistry 1976, 15, 330. 19. Hiroi, M.; Takaoka, D. Nippon Kagaku Kaishi 1974, 4, 762. 20. Yagi, A.; Tokubuchi, N.; Nohara, T.; Nonaka, G.; Nishioka, I.; Koda, A. Chem. Pharm. Bull. 1980, 28, 1432. 21. Nohara, T.; Tokubuchi, N.; Kuroiwa, M.; Nishioka, I. Chem. Pharm. Bull. 1980, 28, 2682. 22. Nohara, T.; Nishioka, I.; Tokubuchi, N.; Miyahara, K.; Kawasaki, T. Chem. Pharm. Bull. 1980, 28, 1969. 23. Kashiwada, Y.; Nohara, T.; Tomimatsu, T.; Nishioka, I. Chem. Pharm. Bull. 1981, 29, 2686. 24. Nohara, T.; Kashiwada, Y.; Murakami, K.; Tomimatsu, T.; Kido, M.; Yagi, A.; Nishioka, I. Chem. Pharm. Bull. 1981, 29, 2451. 25. Nohara, T.; Kashiwada, Y.; Tomimatsu, T.; Nishioka, I. Phytochemistry 1982, 21, 2130. 26. Nohara, T.; Kashiwada, Y.; Nishioka, I. Phytochemistry 1985, 24, 1849. 27. Sekimoto, K.; Hirao, N. Yushi Kagaku Kyokaishi 1953, 2, 4. 28. Jayaprakasha, G. K.; Rao, L. J.; Sakariah, K. K. J. Biosci. 2002, 57, 990. 29. Mei, W. L.; Ni, W.; Liu, H. Y.; Chen, C. X. Tianran Chanwu Yanjiu Yu Kaifa 2002, 14, 14. 30. Gowda, J. P.; Gowda, D. C.; Anjaneyalu, Y. V. Carbohydrate Res. 1980, 87, 241. 31. Gowda, D. C.; Sarathy, C. Carbohydrate Res. 1987, 166, 263. 32. Tomita, M.; Kozuka, M. Yakugaku Zasshi 1964, 84, 365. 33. Morimoto, S.; Nonaka, G..; Nishioka, I. J. Chem. Soc. Perkin Trans. 1983, 1, 2139. 34. Yazaki, K.; Okuda, T. Phytochemistry 1990, 29, 1559. 35. Takeda, K.; Kariuda, M.; Itoi, H. Phytochemistry 1985, 24, 2254. 36. Morimoto, S.; Nonaka, G.; Nishioka, I. Chem. Pharm. Bull. 1986, 34, 643. 37. Fan, W.; Tezuka, Y.; Kadota, S. Chem. Pharm. Bull. 2000, 48, 1055. 38. Shiraga, Y.; Okano, K.; Akira, T.; Fukaya, C.; Yokoyama K.; Tanaka S.; Fukui, H.; Tabata, M. Tetrahedron 1988, 44, 4703. 39. Takechi M.; Tanaka Y.; Takehara M.; Nonaka G I.; Nishioka I. Phytochemistry, 1985, 24, 2245. 40. Hanawa F.; Shiro M.; Hayashi Y. Phytochemistry, 1997, 45, 589. 41. Ouyang M. A.; Wein Y. N.; Su R. K., Kuo Y. H. Chem. Pharm. Bull. 2007, 55, 804. 42. Manitto P.; Speranza G.. J. Nat. Prod. 1989, 52, 1327. 43. Ogawa M.; Ogihara Y. Chem. Pharm. Bull. 1976, 24, 2102 44. Dada, G..; Corbani, A.; Manitto, P.; Speranza, G.. J. Nat. Prod. 1989, 52, 1327 45. Umezawa T.; David L. B.; Lewis N. G.. J. Biol. Chem. 1991, 266, 21, 10210 46. Fuchino, H,; Satoh, T.; Tanaka, N. Chem.. Pharm. Bull. 1995, 43, 1937 47. Miyamura, M.; Nohara, T.; Tomimatsu, T.; Nishioka, I. Phytochemistry 1983, 22, 215 48. Rahman MD A.; Katayama T.; Suzuki T., Nakagawa T. J Wood Sci. 2007, 53, 161 49. Chen, F. C.; Peng, C. F.; Tsai, I. L.; Chen, I. S. J. Nat. Prod. 2005, 68, 1318 50. Chen , C. H.; Lo, W. L.; Liu, Y. C.; Chen C. Y. J. Nat. Prod. 2006, 69, 927 51. Chen, C. Y.; Chen, C.H.; Wong, C. H.; Liu, Y. W.; Lin Y. S.; Wang Y. D.; Hsui, Y. R. J. Nat. Prod. 2007, 70, 103 52. Kuo, S. Y.; Hsieh, T. J.; Wang, Y. D.; Lo, W. L.; Shui, Y. R.; Chen, C. Y. Chem. Pharm. Bull. 2008, 56, 97
摘要: 
土肉桂在分類上屬於樟科,為台灣特有種之植物。從土肉桂心材部進行一系列分離、純化與構造解析,計分離、鑑定出十個化合物,包括七個木酚素類 (A, B, C – G)、一個固醇類 (J)、兩個黃酮類 (H, I)。其結構鑑定分別利用各種光譜分析鑑定為:(7’S, 8’R, 8R)-lyoniresinol-9-O-(E)-feruloyl ester (A)、(7’S, 8’R, 8R)-lyoniresinol-9,9’-di-O-(E)-feruloyl ester (B)、(+)-lyoniresinol 2α-β-D-xylopyranoside (C)、(-)-lyoniresinol 2α-β-D-xylopyranoside (D)、(-)-secoisolariciresinol (E)、9,9’-di-O-feruloyl-(+)-5,5’-dimethoxy secoisolariciresinol (F)、(+)-syringaresinol (G)、(-)-catechin (H) 和 (-)-epicatechin (I)、β-sitosterol (J),其中A、B和F為首次分離得到之新化合物。定性分析比對到五個化合物,分別為:(-)-catechin (H)、(-)-epicatechin (I)、lyoniside (C)、(+)-syringaresinol (G)、4''-hydroxy-5, 7, 3''-trimethoxyflavan-3-ol。此外,生物活性試驗的結果顯示化合物A和B對於人類肝癌細胞HepG2、Hep3B及人類口腔癌細胞Ca9-22具細胞毒殺活性。

Cinnamomum osmophloeum Kaneh. (Lauraceae) is an arbor indigenous to Taiwan. As we investigated the chemical constituents of heartwood of C. osmophloeum, a totally 10 compounds including seven lignanoid(A, B, C – G)、one steroid (J)、two flavanoid (H, I) were isolated and identified. Their structures were elucidated to be (7’S, 8’R, 8R)-lyoniresinol-9-O-(E)-feruloyl ester (A)、(7’S, 8’R, 8R)-lyoniresinol-9,9’-di-O-(E)-feruloyl ester (B)、(+)-lyoniresinol 2α-β-D-xylopyranoside (C)、(-)-lyoniresinol 2α-β-D-xylopyranoside (D)、(-)-secoisolariciresinol (E)9,9’-di-O-feruloyl-(+)-5,5’-dimethoxy secoisolariciresinol (F)、(+)-syringaresinol (G)、(-)-catechin (H) 和 (-)-epicatechin (I)、β-sitosterol (J) on the basis of spectroscopic analysis. Among these identified compounds A, B and F are new. In aspect of qualitative analysis of ethanolic extracts of C. osmophloeum five compounds (-)-catechin (H)、(-)-epicatechin (I)、lyoniside (C)、(+)-syringaresinol (G)、4''-hydroxy-5, 7, 3''-trimethoxyflavan-3-ol were confirmed. In addition, results of biological tests indicated that compound A and B show cytotoxic activity against HepG2, Hep3B and Ca9-22 cancer cell lines.
URI: http://hdl.handle.net/11455/16666
其他識別: U0005-1307200801132800
Appears in Collections:化學系所

Show full item record
 

Google ScholarTM

Check


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.