Abstract

Incubation of stemodin ( 1) in cultures of Aspergillus niger ATCC 9142 resulted in the production of 2α,3β,13-trihydroxystemodane ( 2), 2α,7β,13-trihydroxystemodane ( 3) and 2α,13,16β-trihydroxystemodane ( 4), while stemodinone ( 5) afforded 13,18-dihydroxystemodan-2-one ( 6) and 13,16β-dihydroxystemodan-2-one ( 7). Four novel metabolites were obtained from the bioconversion of stemarin ( 8) by the fungus, namely 18-hydroxystemaran-19-oic acid ( 9), 7β,18-dihydroxystemaran-19-oic acid ( 10), 7α,18,19-trihydroxystemarane ( 11) and 1β-hydroxystemaran-19-oic acid ( 12). 19- N,N-Dimethylcarbamoxy-13-hydroxystemarane ( 13) was also transformed to afford 19- N,N-dimethylcarbamoxy-13,17ξ,18-trihydroxystemarane ( 14).

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