Incubation of spirolaxine 1a with the fungus Absidia cuneospora afforded 5β-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 5β-xylosyl-spirolaxine 3a; the identification of the sugar moiety came from acidic hydrolysis of the new metabolite.
semi-synthesis, biotransformation, fungal metabolites, spirolaxine, glycosyl and xylosyl derivative
Publication DOI: 10.1016/j.molcatb.2012.06.006Journal NLM ID: 9602616Publisher: Amsterdam: Elsevier
Correspondence: gianluca.nasini@polimi.it
Institutions: CNR-ICRM, Dipartimento di Chimica, Materiali ed Ingegneria Chimica del Politecnico, Milano, Italy
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, MS, HPLC, UV, extraction, optical rotation measurement, acetylation, HPTLC, CC, HMBC, COSY, HSQC
Found