Studies on the Steroidal Natural Products from Formosan Gorgonian Isis hippuris / 柳珊瑚Isishippuris固醇類天然物的探討

碩士 / 國立中山大學 / 海洋資源學系研究所 / 91 / Several terpenoids isolated from a Formosan gorgonian coral Isis hippuris have shown significant cytotoxic activity against various cancer cell lines. In our studies, the EtOAc and n-Hexane extracts showed potent cytotoxic response toward P-388, A549 and HT-29 cancer cell lines. In order to search other active components, we have studied the chemical constituents of I. hippuris from a Green Island specimen. Thus, the investigation on the chemical content of this extract was carried out.
After our hard working, we haved isolated eleven new steroids (1- 11) , A-nor-2-carboxy-22-epi-hippurin-1 (1)、2a-acetoxy-3a-hydroxy- 11b-hydroxy-24-methyl-22,25-epoxy-5a-furostan-18,20b-lactone (2)、2a,3a-dihydroxy-11b-hydroxy-24-methyl-22,25-epoxy-5a-furostan-18,20b-lactone (3)、2a-hydroxy-3a-acetoxy-11b-hydroxy-24-methyl-22, 25-epoxy-5a-furostan-18,20b-lactone (4)、2a-hydroxy-3a-acetoxy-24- methyl-11b,18;18,20b;22,25-triepoxy-5a-furostane (5)、2a-acetoxy- 3a-hydroxy-24-methyl-11b,18;18,20b;22,25-triepoxy-5a-furostane (6)、hippuristerone K (7)、hippuristerone L (8)、 hippuristerol F (9)、1a, 3b,5b,11a-tetrahydroxy gorgostan-6-one (10)、22-epi-hippuristan-11-one (11). We also isolated two known compounds, 22-epi- hippuristanol (19)、 2-desacetyl-22-epi-hippurin-1 (25).
The structures of new compounds (1-11) were elucidated by spectroscopic evidences (IR, MS, 1D NMR, 2D NMR) and the comparison of literature. Among those, the stereochemistry of compound 1, with a new skeleton, were confirmed by single-crystal X-ray diffraction analyses. Unfortunately, because of the poor yield, the cytotoxicity test can not be carry out. But now, we try to get enough by semisynthesis.

Identiferoai:union.ndltd.org:TW/091NSYS5277009
Date January 2003
CreatorsChih-Hua Chao, 趙子華
ContributorsJyh-Horng Sheu, 許志宏
Source SetsNational Digital Library of Theses and Dissertations in Taiwan
Languagezh-TW
Detected LanguageEnglish
Type學位論文 ; thesis
Format162

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