Abstract

Progesterone was transformed microbiologically by the fungal strain Curvularia clavata Jain. Progesterone ( I) was added as substrate when the microorganism reached its exponential growth phase. Three substances were isolated after the fermentation: a non-steroidal substance, radicinin (II), which has been established to be a metabolic product of the fungus and acts as a phytotoxin, and two steroidal substances which resulted from fungal enzymatic action on the progesterone molecule. The structure of each microbial metabolite was elucidated by 1H-nuclear magnetic resonance, mass spectrometry, and infrared and UV analyses, and the yields were determined by high-pressure liquid chromatography. The progesterone metabolites were characterized as 7 α,14α-dihydroxypregn-4-ene-3,20-dione ( III) and 11β,14α-dihydroxypregn-4-ene-3,20-dione ( IV). Evidence for the structure of these steroidal products came from derivatives resulting from acetylotion and dehydration .

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