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American Chemical Society, Journal of Natural Products, 2(56), p. 282-287, 1993

DOI: 10.1021/np50092a016

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Marine sterols side-chain-oxygenated sterols possibly of abiotic origin from the new Caledonian sponge Stelodoryx chlorophylla

Journal article published in 1993 by F. De Riccardis ORCID, Francesco de Riccardis, Luigi Minale, Maria Iorizzi, Cécile Debitus, Claude L., Claude Lévi
This paper is available in a repository.
This paper is available in a repository.

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Abstract

The steroidal composition of the sponge Stelodoryx chlorophylla was examined, and twenty-two components were identified. The sponge contains ''conventional'' C27-C29, DELTA5-mono and diunsaturated sterols, sterols with oxygenated side chains, e.g., (22E)-3beta-hydroxycholesta-5,22-dien-24-one [5], and sterols with short oxygenated side chains, e.g., 3beta-hydroxy-17beta-pregn-5-en-20-one [6] and (22E)-3beta-hydroxy-26,27-bisnorcholesta-5,22-dien-24-one [7]. In addition, the extracts of the sponge contain the epimeric steroidal DELTA(5)3beta-7-diols and the steroidal 3beta-hydroxy-5-en-7-ones, well recognized autoxidation products of DELTA5-sterols. The origin of the oxidized side chains is discussed.