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  • About
  • The Global ETD Search service is a free service for researchers to find electronic theses and dissertations. This service is provided by the Networked Digital Library of Theses and Dissertations.
    Our metadata is collected from universities around the world. If you manage a university/consortium/country archive and want to be added, details can be found on the NDLTD website.
1

Studies on the Steroidal Natural Products from Formosan Gorgonian Isis hippuris

Chao, Chih-Hua 23 July 2003 (has links)
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)¡B2a-acetoxy-3a-hydroxy- 11b-hydroxy-24-methyl-22,25-epoxy-5a-furostan-18,20b-lactone (2)¡B2a,3a-dihydroxy-11b-hydroxy-24-methyl-22,25-epoxy-5a-furostan-18,20b-lactone (3)¡B2a-hydroxy-3a-acetoxy-11b-hydroxy-24-methyl-22, 25-epoxy-5a-furostan-18,20b-lactone (4)¡B2a-hydroxy-3a-acetoxy-24- methyl-11b,18;18,20b;22,25-triepoxy-5a-furostane (5)¡B2a-acetoxy- 3a-hydroxy-24-methyl-11b,18;18,20b;22,25-triepoxy-5a-furostane (6)¡Bhippuristerone K (7)¡Bhippuristerone L (8)¡B hippuristerol F (9)¡B1a, 3b,5b,11a-tetrahydroxy gorgostan-6-one (10)¡B22-epi-hippuristan-11-one (11). We also isolated two known compounds, 22-epi- hippuristanol (19)¡B 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.

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