Synthesis and potent anti-HIV activity of L-2',3'-didehydro-2',3'-dideoxy-2'-fluoro-4'-thiocytidine.
[reaction: see text] L-2'-Fluoro-4'-thio-2',3'-unsaturated cytidine 11 was synthesized from (R)-2-fluorobutenolide 2, which was prepared from 2,3-O-isopropylidene-L-glyceraldehyde 1. The synthesized compound 11 shows potent antiviral activity against HIV-1.
Choi
Yongseok
Y
Department of Pharmaceutical and Biomedical Sciences, College of Pharmacy, The University of Georgia, Athens, Georgia 30602, USA.
Choo
Hyunah
H
Chong
Youhoon
Y
Lee
Sookwang
S
Olgen
Sureyya
S
Schinazi
Raymond F
RF
Chu
Chung K
CK
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002460:Cell Line / Q000187:drug effects; D003562:Cytidine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*; D015224:Dideoxynucleosides / Q000138:chemical synthesis / Q000494:pharmacology; D015497:HIV-1 / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D007963:Leukocytes, Mononuclear / Q000187:drug effects; D013872:Thionucleosides / Q000138:chemical synthesis / Q000494:pharmacology
D019380:Anti-HIV Agents; D015224:Dideoxynucleosides; C449043:L-2',3'-didehydro-2',3'-dideoxy-2'-fluoro-4'-thiocytidine; D013872:Thionucleosides; D003562:Cytidine