New scalarane-based sesterterpenes from the sponge Phyllospongia madagascarensis

Journal of Natural Products
Ljudmila P PonomarenkoValentin A Stonik

Abstract

Two new natural scalaranes, 16beta-acetoxy-20,24-dimethyl-12,24-dioxo-25-norscalarane and 12beta-hydroxy-20,24-dimethyl-13,18-oxa-25-norscalarane, were isolated from the Madagascaran sponge Phyllospongiamadagascarensis, together with three previously decribed tetracyclic sesterterpenoids, phyllofolactones F, G, and B, and a new artifactual ethyl ether of scalaradisin B. Structure determinations were based on NMR and other spectral data. Compounds 1 and 2 represent new examples of 20,24-dimethyl-25-norscalarane sesterterpenes, and compound 2 has a seven-membered oxacycle that makes its skeletal system unique.

References

Sep 1, 1992·Journal of Natural Products·B F BowdenP R Bergquist
Nov 1, 1986·Journal of Natural Products·P Crews, P Bescansa
Apr 21, 1998·Journal of Natural Products·A RuedaJ Salvá

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Citations

Feb 3, 2006·Natural Product Reports·John W BluntMichèle R Prinsep
Apr 30, 2013·Bioorganic & Medicinal Chemistry·Liva HarinantenainaDavid G I Kingston
Jan 10, 2017·Marine Drugs·Huawei ZhangPhillip Crews
Apr 26, 2007·Journal of Natural Products·Hou-Jin LiPhillip Crews
Aug 8, 2009·Journal of Natural Products·Haidy N KamelMarc Slattery
Nov 28, 2006·Journal of Natural Products·Michael J SomervilleMary J Garson

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