title: Synthesis of acyl derivatives of salicin, salirepin, and arbutin.
abstract: The total synthesis of two natural phenolglycosides of the family Salicaceae, namely: populoside and 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3-methoxy-4-hydroxy) cinnamoate and nine not found yet in plants acyl derivatives of phenoglycosides: 2-(β-d-glucopyranosyloxy)-benzylcinnamoate, 2-(β-d-glucopyranosyloxy)-benzyl (4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-benzyl (3-methoxy-4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3,4-dihydroxy) cinnamoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzylcinnamoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3-methoxy-4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-benzoyloxy benzylbenzoate and 4-(β-d-glucopyranosyloxy)-phenylbenzoate, starting from readily available phenols and glucose was developed for the first time.
authors.affiliation: Department of Biotechnology and Organic Chemistry, National Research Tomsk Polytechnic University, 30 Lenin Avenue, Tomsk 634050, Russia. Electronic address: eline_m@mail.ru.
authors.forename: Elena V
authors.initials: EV
authors.lastname: Stepanova
authors.affiliation: Department of Biotechnology and Organic Chemistry, National Research Tomsk Polytechnic University, 30 Lenin Avenue, Tomsk 634050, Russia.
authors.forename: Maxim L
authors.initials: ML
authors.lastname: Belyanin
authors.affiliation: Department of Biotechnology and Organic Chemistry, National Research Tomsk Polytechnic University, 30 Lenin Avenue, Tomsk 634050, Russia.
authors.forename: Victor D
authors.initials: VD
authors.lastname: Filimonov
mesh_terms: D001104:Arbutin / Q000138:chemical synthesis*; D001592:Benzyl Alcohols / Q000138:chemical synthesis*; D001593:Benzyl Compounds / Q000737:chemistry; D002934:Cinnamates / Q000737:chemistry; D005947:Glucose / Q000737:chemistry; D005960:Glucosides / Q000138:chemical synthesis*; D006873:Hydroquinones / Q000138:chemical synthesis*; D010636:Phenols / Q000737:chemistry
chemical_list: D001592:Benzyl Alcohols; D001593:Benzyl Compounds; D002934:Cinnamates; D005960:Glucosides; D006873:Hydroquinones; D010636:Phenols; C525285:salirepin; C005696:salicin; D001104:Arbutin; D005947:Glucose
keywords: Benzoylarbutin; Phenolic acyl glycosides; Populoside; Salicin derivatives; Salirepin derivatives