Abstract

Incubation of (25 R)-5α-spirostane-3β,12β-diol (rockogenin) with the fungus Cunninghamella elegans led to the formation of (25 R)-7β,12β-dihydroxy-5α-spirostan-3-one, (25 R)-5α-spirostan-3β,7β,12β-triol and (25 R)-5α-spirostan-3β,7α,12β-triol. Incubation of (25 R)-5α-spirostan-3,12-dione (hecogenone) with the same fungus gave rise to (25 R)-5α-spirostan-3,7,12-trione. When the (22 R,25 R)-spirosolane, solasod-5-en-3β-ol (solasodine) was incubated with C. elegans, solasod-5-ene-3β,7β-diol, solasod-5-ene-3β,7α-diol and 3β-hydroxysolasod-5-en-7-one were produced. In contrast, incubation of solasodine with Penicillium patulum gave solasod-4-en-3-one and the 6-methylsalicylic acid salt of solasodine.

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