Biotransformation of spirolaxine by Absidia cuneospora and Trametes hirsuta: Formation of beta-glycosyl and beta-xylosyl derivatives

Incubation of spirolaxine 1a with the fungus Absidia cuneospora afforded 5 beta-glucosyl-spirolaxine 2b; the structure of the biotransformed product was deduced on the basis of MS. NMR data and chemical semi-synthesis. When using Trametes hirsuta as a bioagent 1a afforded 5 beta-xylosyl-spirolaxine 3a; the identification of the sugar moiety came from acidic hydrolysis of the new metabolite. (c) 2012 Elsevier B.V. All rights reserved.