Production, isolation and structure determination of a novel beta-glucosidase inhibitor, cyclophellitol, from Phellinus sp

J Antibiot (Tokyo). 1990 Jan;43(1):49-53. doi: 10.7164/antibiotics.43.49.

Abstract

In the course of our screening of beta-glucosidase inhibitor, a culture filtrate of a mushroom, Phellinus sp. strongly inhibited the enzyme activity. The active substance was isolated through charcoal separation, column chromatography and crystallization. Spectroscopic and crystallographic analysis revealed that it had a novel cyclitol structure, (1S,2R,3S,4R,5R,6R)-5-hydroxymethyl-7-oxabicyclo[4,1,0]heptane-2,3,4-tri ol, and we named it cyclophellitol. It inhibited almond-derived beta-glucosidase with an IC50 of 0.8 micrograms/ml.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Basidiomycota / metabolism*
  • Crystallography
  • Cyclohexanols / analysis
  • Cyclohexanols / pharmacology*
  • Fermentation
  • Glucosidases / antagonists & inhibitors*
  • Molecular Structure
  • beta-Glucosidase / antagonists & inhibitors*

Substances

  • Cyclohexanols
  • cyclophellitol
  • Glucosidases
  • beta-Glucosidase