Abstract
A plant-derived fungus, Penicillium janthinellum, obtained from Melia azedarach, produced ergosterol and ergosterol 5a,8a-peroxide along with a mixture of rare C25 steroid epimers. The C25 steroids, named neocyclocitrinols, shows exactly the same tetracyclic ring system present in cyclocitrinol, which was isolated from a sponge-derived Penicillium citrinum, with the same bicyclo [4:4:1] skeleton at A/B rings, but showing different side chains. The P. janthinellum was cultivated over white corn and the three steroids were isolated by several silica gel based chromatographic procedures and identified by extensive NMR methods, mainly 1H - 13C correlations and 1H - 1H COSY and TOCSY. The biosynthetic origin of the cyclocitrinols is also discussed.
Highlights
Steroid and steroid derived secondary metabolites are frequently found in filamentous fungi.[1]
The methanol extract obtained from a twenty-days old culture of P. janthinellum, was partitioned between methanol and hexane
C25 Steroid Epimers Produced by Penicillium janthinellum column chromatography and identified as ergosterol and ergosterol 5α,8α-peroxide respectively, by comparison of their 1H and 13C NMR spectra with those reported in the literature.[7,8]
Summary
Steroid and steroid derived secondary metabolites are frequently found in filamentous fungi.[1]. We report the production of a pair of steroid epimers with a very unusual C25
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