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A new pentacyclic steroid, xestobergsterol C [1], possessing a cis C/D ring junction, has been isolated together with two known compounds, xestobergsterols A [2] and B [3], from the Okinawan marine sponge Ircinia sp., and the structure determined on the basis of spectral data. Reexamination of the nmr data of xestobergsterols A [2] and B [3] resulted in revision of the configuration at C-23 and of the conformation of ring D in 2 and 3. The absolute stereochemistry of xestobergsterol A [2] was established by the cd exciton chirality method.

Citation

J Kobayashi, H Shinonaga, H Shigemori. Xestobergsterol C, a new pentacyclic steroid from the Okinawan marine sponge Ircinia Sp. and absolute stereochemistry of xestobergsterol A. Journal of natural products. 1995 Feb;58(2):312-8

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PMID: 7769397

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