Synthesis, self-assembly behaviours and multivalent glycosidase inhibition effects of a deoxynojirimycin modified perylene bisimide derivative

J Mater Chem B. 2019 Feb 28;7(8):1270-1275. doi: 10.1039/c8tb03122c. Epub 2019 Jan 31.

Abstract

A self-assembled multivalent glycosidase inhibitor based on perylene bisimide-deoxynojirimycin conjugates was constructed, inhibited α-mannosidase and exhibited a Ki value of 38 nM, increased approximately 2763-fold compared with the control drug (miglitol). Furthermore, the postprandial blood glucose (PBG) level in mice of PBI-DNJ was firstly studied. PBI-DNJ exhibited a hypoglycaemic effect in vivo. Importantly, this work developed a new means to explore the hypoglycaemic effect in mice based on self-assembled glycosidase inhibitors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 1-Deoxynojirimycin / metabolism
  • Animals
  • Glucosamine / analogs & derivatives*
  • Glucosamine / metabolism
  • Glycoside Hydrolases / antagonists & inhibitors*
  • Humans
  • Imides / metabolism*
  • Mice
  • Perylene / analogs & derivatives*
  • Perylene / metabolism

Substances

  • Imides
  • deoxynojirimycine
  • perylene bisimide
  • 1-Deoxynojirimycin
  • Perylene
  • Glycoside Hydrolases
  • Glucosamine