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Shinsonefuran, a cytotoxic furanosesterterpene with a novel carbon skeleton, from the deep-sea sponge Stoeba extensa
Authors:Preecha Phuwapraisirisan  Shigeki Matsunaga  Nobuhiro Fusetani
Affiliation:a Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-8657, Japan
b Institute for Systematics and Ecology, University of Amsterdam, PO Box 94766, 1090 GT Amsterdam, The Netherlands
Abstract:Shinsonefuran, a cytotoxic sesterterpene with a novel carbon skeleton, was isolated from the deep-sea sponge Stoeba extensa. The gross structure and relative stereochemistry of shinsonefuran were determined by spectral and chemical methods. In addition, relative stereochemistry of halisulfate 7, previously reported from a marine sponge Coscinoderma sp., was revised. Shinsonefuran exhibited cytotoxicity against HeLa cells with an IC50 value of 16 μg/mL.
Keywords:Deep-sea sponge   Stoeba extensa   Shinsonefuran   Sesterterpenes   Cytotoxic
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