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Studies on Chemical Constituents of a Kind of Anthogorgia sp.

Author: XuYuanYuan
Tutor: YiYangHua;ZhangWen
School: Second Military Medical University
Course: Medicinal Chemistry
Keywords: Anthogorgia sp. steroids ceramide
CLC: R284
Type: Master's thesis
Year: 2010
Downloads: 78
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Abstract


Marine invertebrates as rich sources of novel bioactive metabolites have attracted more and more attention. In the processes of searching for bioactive compounds, we have chemically investigated the Alcyonacea. Alcyonacea distributed abundantly in South China Sea especially in Guangxi Zhuang Autonomous Region. Up to date,only few chemical works have been performed on these Alcyonacea.Our studies focused on studying the chemical constituents of Anthogorgia sp.,aiming at searching for new bioactive substances.The Et2O extract of Anthogorgia sp. was subjected to repeated silica gel and SophadexLH-20 column hromatography(n-hexane:CHCl3:MeOH=2:1:1)affording eighteen pure compounds, whose structures were elucidated on the basis of spectroscopic analysis(IR, EI-MS, HREI-MS,ESI-MS;1H NMR,13C NMR, HMQC, TOCSY,1H-1H COSY, DQF-COSY, HMBC, NOESY, etc).Identified as:cholesta-3β5α,6β, 11α-tetrol (1), (22E)-cholesta-22-ene-3β5α,6β, 11α-tetrol(2),(22E)-cholesta-22-ene-1β,3β,5α,6β-tetrol(3), (22E)-cholesta-24-nor-22-ene-1β3β,5α,6β-tetrol(4), (22E,24S)-ergost-22-ene-3β,5α,6β, 11α-tetrol(5), (22E,24S)-ergost-22-ene-1β3β,5α,6β-tetrol(6),cholesterol(7), (22E)-cholesta-5,22-dien-3β-ol(8), (22E,24E)-ergost-5,22-dien-3β-ol(9), (22E,24S)-ergost-5,22-dien-3β-ol(10), (24S)-Stigmasta-5,22-diene-3-ol(11),Ergost-5,24 (28)-dien-3β-ol (12), Ergost-5,24 (28)-dien-27-methylcholestane-3β-ol(13), (22E,24R)-ergost-7,22-dien-3β,5α,6β-triol(14), cholesta-9, 11-epoxy-7-ene-(3β,5α,6α,9α,11α)-tetrol-6-acetate(15), (24E)-Stigmasta-5,22-diene-3-ol(16), cholesta-5-en-3β,7β,19α-triol(17),N-palmitoyl octadecasphinga-4(E)-ene(18).All compounds were isolated from the marine invertebrate for the first time.The research has been supported by National High Technology Development Project.(No 2006AA09Z446).and Shanghai Leading Academic Discipline Project (No. B906)

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