title: Synthesis and evaluation of glucocerebrosidase inhibitory activity of anhydro deoxyinositols from (+)-epi- and (-)-vibo-quercitols.
abstract: Twelve 1,2- and 2,3-anhydro-1,2,3,4,5-cyclohexanepentols were synthesized from (+)-epi- and (-)-vibo-quercitols, readily available by bioconversion of myo-inositol, and assayed for inhibitory activity against glucocerebrosidase (mouse liver). Among them 1L-1,2-anhydro-1,2,4/3,5-cyclohexanepentol, the 3-deoxy derivative of the irreversible inhibitor conduritol B epoxide (CBE), has been demonstrated to be a highly potent and specific inhibitor, almost comparable to the parent compound.
authors.affiliation: Department of Applied Chemistry, Faculty of Science and Technology, Keio University, Yokohama, Japan.
authors.forename: S
authors.initials: S
authors.lastname: Ogawa
authors.forename: S
authors.initials: S
authors.lastname: Uetsuki
authors.forename: Y
authors.initials: Y
authors.lastname: Tezuka
authors.forename: T
authors.initials: T
authors.lastname: Morikawa
authors.forename: A
authors.initials: A
authors.lastname: Takahashi
authors.forename: K
authors.initials: K
authors.lastname: Sato
mesh_terms: D000818:Animals; D005962:Glucosylceramidase / Q000037:antagonists & inhibitors*; D007294:Inositol / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D008099:Liver / Q000201:enzymology; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008956:Models, Chemical
chemical_list: D007294:Inositol; D005962:Glucosylceramidase