doi: 10.1021/ol0168059.
Synthesis and potent anti-HIV activity of L-3'-fluoro-2',3'-unsaturated cytidine
Affiliations
- PMID: 11784171
- DOI: 10.1021/ol0168059
Item in Clipboard
Synthesis and potent anti-HIV activity of L-3'-fluoro-2',3'-unsaturated cytidine
Org Lett.
.
Abstract
L-2',3'-Didehydro-2',3'-dideoxy-3'-fluorocytidine (L-3'-Fd4C), a novel potent anti-HIV agent (EC(50) 0.03 microM in PBM cells), has been synthesized from L-xylose in 14 steps. [reaction: see text]
Similar articles
-
Synthesis and potent anti-HIV activity of L-2',3'-didehydro-2',3'-dideoxy-2'-fluoro-4'-thiocytidine.Org Lett. 2002 Jan 24;4(2):305-7. doi: 10.1021/ol0171665. Org Lett. 2002. PMID: 11796076
-
l-2',3'-Didehydro-2',3'-dideoxy-3'-fluoronucleosides: synthesis, anti-HIV activity, chemical and enzymatic stability, and mechanism of resistance.J Med Chem. 2003 Jul 17;46(15):3245-56. doi: 10.1021/jm0300274. J Med Chem. 2003. PMID: 12852755
-
Comparative evaluation of L-Fd4C and related nucleoside analogs as promising antiviral agents.Curr Med Chem. 2002 May;9(9):899-912. doi: 10.2174/0929867024606696. Curr Med Chem. 2002. PMID: 11966452 Review.
-
Stereoselective synthesis and antiviral activity of D-2',3'-didehydro-2',3'-dideoxy-2'-fluoro-4'-thionucleosides.J Med Chem. 2002 Oct 24;45(22):4888-98. doi: 10.1021/jm020246+. J Med Chem. 2002. PMID: 12383014
-
Characterization of hepatitis B virus inhibition by novel 2'-fluoro-2',3'-unsaturated beta-D- and L-nucleosides.Antivir Chem Chemother. 2005;16(3):183-92. doi: 10.1177/095632020501600304. Antivir Chem Chemother. 2005. PMID: 16004081
Cited by
-
Fluorinated Nucleosides: Synthesis and Biological Implication.J Fluor Chem. 2008 Sep;129(9):743-766. doi: 10.1016/j.jfluchem.2008.06.007. J Fluor Chem. 2008. PMID: 19727318 Free PMC article. No abstract available.
-
Parameterization and Application of the General Amber Force Field to Model Fluoro Substituted Furanose Moieties and Nucleosides.Molecules. 2022 Apr 19;27(9):2616. doi: 10.3390/molecules27092616. Molecules. 2022. PMID: 35565967 Free PMC article.
-
Pharmacokinetics of the antiviral agent beta-L-3'-fluoro-2',3'-didehydro-2',3'-dideoxycytidine in rhesus monkeys.Antimicrob Agents Chemother. 2005 Feb;49(2):560-4. doi: 10.1128/AAC.49.2.560-564.2005. Antimicrob Agents Chemother. 2005. PMID: 15673733 Free PMC article.
Publication types
MeSH terms
Substances
Grants and funding
LinkOut - more resources
Full Text Sources
Other Literature Sources
Medical
