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New Sterol Derivatives from the Marine Sponge Xestospongia sp.
Authors:Zhongbin Cheng  Dong Liu  Nicole J. de Voogd  Peter Proksch  Wenhan Lin
Affiliation:1. State Key Laboratory of Natural and Biomimetic Drugs, Institute of Ocean Research, Peking University, Beijing, P. R. China;2. Department Marine Zoology, Naturalis Biodiversity Center, Leiden, The Netherlands;3. Institute für Pharmazeutische Biologie und Biotechnologie, Heinrich‐Heine – Universit?t Düsseldorf, Düsseldorf, Germany;4. +86‐10‐82806188
Abstract:Chemical examination of a marine sponge Xestospongia sp. resulted in the isolation of 20 sterol derivatives ( 1 – 20 ), including eight new sterols namely aragusterols J – L ( 1 – 3 ), (5α,7α,12β,22E)‐7,12,18‐trihydroxystigmast‐22‐en‐3‐one ( 4 ), (5α,7α,12β,24R)‐ and (5α,7α,12β,24S)‐7,12,20‐trihydroxystigmastan‐3‐one ( 5 / 6 ), and (5α,7α,12β,22E,24R)‐ and (5α,7α,12β,22E,24S)‐7,12,20‐trihydroxyergost‐22‐en‐3‐one ( 7 / 8 ). The structures of new compounds were determined through extensive spectroscopic analyses and chemical conversion. The sterol diversity was mainly characterized by the presence of a cyclopropane unit at side chain, while compound 4 with 18‐hydroxymethyl group was found in stigmasterol family for the first time. Cytotoxic test revealed the inhibitory effects of compounds 1 , 4 , and 17 against human leukemia cell line K562 with IC50 values of 18.3, 24.1, and 34.3 μm , respectively.
Keywords:Sterols  Structure elucidation  Cytotoxic activity  Xestospongia sp.  Marine sponge
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