The 5'-triphosphates of the (-) and (+) enantiomers of cis-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolane-5-yl]cytosine equally inhibit human immunodeficiency virus type 1 reverse transcriptase.
The (-) enantiomer of cis-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolane-5-yl]cytosine is a potent inhibitor of human immunodeficiency virus type 1 in vitro. The 5'-triphosphates of the (-) and (+) enantiomers equally inhibited the production of full-length minus-strand DNA in an endogenous reverse transcriptase reaction, each competitively inhibited DNA synthesis, and each was used as a chain-terminating substrate.
Wilson
J E
JE
Division of Virology, Burroughs Wellcome Co., Research Triangle Park, North Carolina 27709.
Martin
J L
JL
Borroto-Esoda
K
K
Hopkins
S
S
Painter
G
G
Liotta
D C
DC
Furman
P A
PA
D000998:Antiviral Agents / Q000494:pharmacology*; D003570:Cytidine Triphosphate / Q000031:analogs & derivatives* / Q000494:pharmacology; D004279:DNA, Viral / Q000096:biosynthesis; D000068679:Emtricitabine / Q000031:analogs & derivatives; D054303:HIV Reverse Transcriptase; D015497:HIV-1 / Q000187:drug effects / Q000201:enzymology / Q000378:metabolism; D007700:Kinetics; D012367:RNA, Viral / Q000096:biosynthesis; D018894:Reverse Transcriptase Inhibitors; D013237:Stereoisomerism; D013876:Thiophenes; D016047:Zalcitabine / Q000031:analogs & derivatives / Q000494:pharmacology
D000998:Antiviral Agents; D004279:DNA, Viral; D012367:RNA, Viral; D018894:Reverse Transcriptase Inhibitors; D013876:Thiophenes; C083567:5-fluoro-1-(2-hydroxymethyl)-1,3-oxathiolane-5-yl-cytidine-5'-triphosphate; D003570:Cytidine Triphosphate; D016047:Zalcitabine; D054303:HIV Reverse Transcriptase; D000068679:Emtricitabine; C075889:Racivir