title: Novel, lipophilic derivatives of 2,5-dideoxy-2,5-imino-D-mannitol (DMDP) are powerful beta-glucosidase inhibitors.
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.
authors.affiliation: Glycogroup, Institut für Organische Chemie, Technische Universität Graz, Austria.
authors.forename: T M
authors.initials: TM
authors.lastname: Wrodnigg
authors.forename: S G
authors.initials: SG
authors.lastname: Withers
authors.forename: A E
authors.initials: AE
authors.lastname: Stütz
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000494:pharmacology*; D000577:Amides / Q000737:chemistry*; D003374:Coumarins / Q000737:chemistry*; D005227:Fatty Acids / Q000737:chemistry; D050113:Imino Furanoses; D008353:Mannitol / Q000031:analogs & derivatives; D011759:Pyrrolidines; D012231:Rhizobium / Q000201:enzymology; D001617:beta-Glucosidase / Q000037:antagonists & inhibitors*
chemical_list: D000470:Alkaloids; D000577:Amides; D003374:Coumarins; D005227:Fatty Acids; D050113:Imino Furanoses; D011759:Pyrrolidines; D008353:Mannitol; C043121:2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine; D001617:beta-Glucosidase