title: Three 1-thio-beta-D-glucopyranosides from the seeds of Afrostyrax lepidophyllus Mildbr.
abstract: Three new 1-thioglycosides namely methylthiomethyl 1-thio-beta-D-glucopyranoside (Afrostyraxthioside A), methylsulfonylmethyl 1-thio-beta-D-glucopyranoside (Afrostyraxthioside B) and methylsulfonylmethylthiomethyl 1-thio-beta-D-glucopyranoside (Afrostyraxthioside C) were isolated from the seeds of Afrostyrax lepidophyllus Mildbr. Their structures were mainly elucidated by using one- and two-dimensional NMR and mass spectroscopies and also by an efficient one-step synthesis. Moreover, Afrostyraxthiosides A, B and C constitute a new subclass of 1-thioglycosides isolated from natural sources.
authors.affiliation: SONAS, UFR des Sciences Pharmaceutiques, 16, Bd Daviers, F-49100 Angers, France.
authors.forename: Annie Ngono
authors.initials: AN
authors.lastname: Ngane
authors.forename: Marie
authors.initials: M
authors.lastname: Lavault
authors.forename: Denis
authors.initials: D
authors.lastname: Séraphin
authors.forename: Anne
authors.initials: A
authors.lastname: Landreau
authors.forename: Pascal
authors.initials: P
authors.lastname: Richomme
mesh_terms: D000935:Antifungal Agents / Q000302:isolation & purification* / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects; D041221:Candida glabrata / Q000187:drug effects; D002845:Chromatography / Q000379:methods; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D019684:Magnoliopsida / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment / Q000379:methods; D013863:Thioglucosides / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000935:Antifungal Agents; D013863:Thioglucosides; C516158:methylsulfonylmethyl 1-thioglucopyranoside; C516159:methylsulfonylmethylthiomethyl 1-thioglucopyranoside; C516157:methylthiomethyl 1-thioglucopyranoside