Glycosylation and sulfation of emodin by Gliocladium deliquescens NRRL 1086

Chin J Nat Med. 2015 Oct;13(10):796-800. doi: 10.1016/S1875-5364(15)30082-0.

Abstract

The present study was designed to explore the substrate scope and biocatalytic capability of Gliocladium deliquescens NRRL 1086 on phenolic natural products. Emodin was subjected to the fermentation culture of Gliocladium deliquescens NRRL 1086 according to the standard two-stage protocol. The biotransformation process was monitored by HPLC-DAD-MS, the main product was isolated by column chromatography, and the structure was elucidated on the basis of NMR spectroscopy. Emodin could be fully metabolized by Gliocladium deliquescens NRRL 1086, resulting in high yield of emodin 6-O-β-D-glucopyranoside and small amount of sulfated product. In conclusion, our results may provide a convenient method to prepare emodin 6-O-β-D-glucopyranoside and the microbe catalyzed glucosylation/sulfation will give an inspiration to pharmacokinetic model studies in vitro.

Keywords: Emodin; Gliocladium deliquescens NRRL 1086; Microbial glycosylation; Sulfation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bioreactors
  • Biotransformation
  • Emodin / metabolism*
  • Fermentation*
  • Gliocladium / metabolism*
  • Glucosides / metabolism*
  • Glycosylation
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Phenols / metabolism
  • Plant Extracts / metabolism*

Substances

  • 6''-O-glucopyranoside
  • Glucosides
  • Phenols
  • Plant Extracts
  • Emodin