Microbial glycosylation of cardamonin by Mucor spinosus

Yao Xue Xue Bao. 2011 Jun;46(6):733-7.

Abstract

Microbial transformation of cardamonin by Mucor spinosus (CGMCC 3.3450) in preparative scale resulted in the isolation of two new products. Their structures were elucidated unambiguously by ESI-MS, 1H NMR, 13C NMR and 2D NMR spectra analyses as 4-O-beta-D-glucopyranosyl-6-hydroxy-2-methoxychalcone (1, 4-GluC) and 6-O-beta-D-glucopyranosyl-4-hydroxy-2-methoxychalcone (2, 6-GluC), respectively. The time-course of biotransformation by M. spinosus showed that both 4-GluC and 6-GluC appeared on the 2nd day. The optimal biotransformation temperature was 28 degrees C, the optimal biotransformation time was 72 h and the optimal concentration for cardamonin was 40 mg x mL(-1). This is the first time for successful microbial glycosylation of cardamonin in present research.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biotransformation
  • Chalcones / chemistry
  • Chalcones / isolation & purification*
  • Chalcones / metabolism*
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Glycosylation
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Mucor / metabolism*
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • 4-O-beta-D-glucopyranosyl-6-hydroxy-2-methoxychalcone
  • 6-O-beta-D-glucopyranosyl-4-hydroxy-2-methoxychalcone
  • Chalcones
  • Glucosides
  • cardamonin