Novel, lipophilic derivatives of 2,5-dideoxy-2,5-imino-D-mannitol (DMDP) are powerful beta-glucosidase inhibitors

Bioorg Med Chem Lett. 2001 Apr 23;11(8):1063-4. doi: 10.1016/s0960-894x(01)00126-3.

Abstract

Novel derivatives of the D-glucosidase inhibitor 2,5-dideoxy-2,5-imino-D-mannitol bearing lipophilic aliphatic or aromatic amides attached to C-1 have been found to inhibit beta-glucosidase from Agrobacterium sp. in the nanomolar range. One of them, a coumarin derivative, ranks amongst the most active compounds in the class of reversible glycosidase inhibitors of the iminoalditol type.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / pharmacology*
  • Amides / chemistry*
  • Coumarins / chemistry*
  • Fatty Acids / chemistry
  • Imino Furanoses
  • Mannitol / analogs & derivatives
  • Pyrrolidines*
  • Rhizobium / enzymology
  • beta-Glucosidase / antagonists & inhibitors*

Substances

  • Alkaloids
  • Amides
  • Coumarins
  • Fatty Acids
  • Imino Furanoses
  • Pyrrolidines
  • Mannitol
  • 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine
  • beta-Glucosidase