Chemo-enzymatic synthesis of 3-deoxy-beta-D-ribofuranosyl purines and study of their biological properties.
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.
Barai
Vladimir N
VN
Institute of Microbiology, National Academy of Sciences, Minsk, Belarus.
Zinchenko
Anatoli I
AI
Eroshevskaya
Ludmilla A
LA
Zhernosek
Elena V
EV
Balzarini
Jan
J
De Clercq
Erik
E
Mikhailopulo
Igor A
IA
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
D000998:Antiviral Agents; D003853:Deoxyribonucleosides; D007202:Indicators and Reagents; D011684:Purine Nucleosides; D011683:Purine-Nucleoside Phosphorylase