Investigation of the fungus Phaeosphaeria spartinae, an endophyte of the marine red alga Ceramium sp., led to the isolation of spartopregnenolone (1), a metabolite whose structure includes features of triterpenes and steroids, i.e. a Δ(8,9) double bond as occurring in lanosterol type triterpenoids, a carboxyl group at C-4 which is characteristic for intermediates on the way from triterpenes to steroids and an acetyl side chain as typical for pregnane type steroids. The unusual structure of compound 1 was established from extensive spectroscopic investigations and is best described as a 4α-carboxy-8,9-pregnene derivative.
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| http://dx.doi.org/10.1016/j.steroids.2013.05.003 | DOI Listing |
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