title: Chemo-enzymatic synthesis of 3-deoxy-beta-D-ribofuranosyl purines and study of their biological properties.
abstract: 9-(3-Deoxy-beta-D-erythro-pentofuranosyl)-2,6-diaminopurine (2) was synthesized by an enzymatic transglycosylation of 2,6-diaminopurine using 3'-deoxycytidine (1) as a donor of the sugar moiety. Nucleoside 2 was transformed to 3'-deoxy guanosine (3), 9-(3-deoxy-beta-D-erythro-pentofuranosyl)-2-amino-6-oxopurine (3'-deoxyisoguanosine; 4), and 9-(3-deoxy-beta-D-erythro-pentofuranosyl)-2-fluoroadenine (5). Compounds 2-5 were evaluated for their anti-HIV activity.
authors.affiliation: Institute of Microbiology, National Academy of Sciences, Minsk, Belarus.
authors.forename: Vladimir N
authors.initials: VN
authors.lastname: Barai
authors.forename: Anatoli I
authors.initials: AI
authors.lastname: Zinchenko
authors.forename: Ludmilla A
authors.initials: LA
authors.lastname: Eroshevskaya
authors.forename: Elena V
authors.initials: EV
authors.lastname: Zhernosek
authors.forename: Jan
authors.initials: J
authors.lastname: Balzarini
authors.forename: Erik
authors.initials: E
authors.lastname: De Clercq
authors.forename: Igor A
authors.initials: IA
authors.lastname: Mikhailopulo
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000494:pharmacology; D003853:Deoxyribonucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015195:Drug Design; D006031:Glycosylation; D007202:Indicators and Reagents; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011683:Purine-Nucleoside Phosphorylase
chemical_list: D000998:Antiviral Agents; D003853:Deoxyribonucleosides; D007202:Indicators and Reagents; D011684:Purine Nucleosides; D011683:Purine-Nucleoside Phosphorylase