Enzymatic hydrogenation of 2 ‘-demethoxy-2’-methyldehydrogriseofulvin (5) with a cell-free system of Streptomyces cinereocrocatus afforded (+)-2/-demethoxy-2'-methylgriseofulvin (6). The structure of 6 was determined on the basis of comparisons of the proton nuclear magnetic resonance spectrum, mass spectrum, and circular dichroism with those of a standard specimen which was synthesized chemically. The results demonstrated that when the 2’-position of (—)-dehydrogriseofulvin was substituted with a methyl group, its hydrogenation with the cell-free system occurred stereoselectively at the 5 ‘,6’-position.
- 2'-demethoxy-2/-methylgriseofulvin methylation of α
- cell-free system Streptomyces cinereocrocatus NRRL 3443 stereochemistry 2
- unsaturated compound enzymatic hydrogenation
ASJC Scopus subject areas
- Drug Discovery