Synthesis and evaluation of 3'-azido-2',3'-dideoxypurine nucleosides as inhibitors of human immunodeficiency virus.
Based on the promising drug resistance profile and potent anti-HIV activity of beta-d-3'-azido-2',3'-dideoxyguanosine, a series of purine modified nucleosides were synthesized by a chemical transglycosylation reaction and evaluated for their antiviral activity, cytotoxicity, and intracellular metabolism. Among the synthesized compounds, several show potent and selective anti-HIV activity in primary lymphocytes.
Zhang
Hong-Wang
HW
Center for AIDS Research, Laboratory of Biochemical Pharmacology, Department of Pediatrics, Emory University School of Medicine, and Veterans Affairs Medical Center, Atlanta, GA 30033, USA.
Coats
Steven J
SJ
Bondada
Lavanya
L
Amblard
Franck
F
Detorio
Mervi
M
Asif
Ghazia
G
Fromentin
Emilie
E
Solomon
Sarah
S
Obikhod
Aleksandr
A
Whitaker
Tony
T
Sluis-Cremer
Nicolas
N
Mellors
John W
JW
Schinazi
Raymond F
RF
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D015224:Dideoxynucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D006031:Glycosylation; D054303:HIV Reverse Transcriptase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D006801:Humans; D008214:Lymphocytes / Q000187:drug effects / Q000276:immunology
D019380:Anti-HIV Agents; D015224:Dideoxynucleosides; C051073:3'-azido-2',3'-dideoxyguanosine; D054303:HIV Reverse Transcriptase