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AntiviralAnaloguesApproachesActivityNucleotideBiological propertiesShow
Antiviral2
  • The two guanine antiviral carbocyclic nucleosides, the anti-HIV agent abacavir and the anti-hepatitis B agent entecavir, are reverse-transcriptase inhibitors. (wikipedia.org)
  • Antiviral Carbocyclic Purine nucleosides (-)Carbovir Abacavir Entecavir Carbocyclic 2′-ara-fluoro-guanosine Lobucavir Entecavir, a guanosine analog, was reported in 1997 as a potent and selective inhibitor for the hepatitis B virus, and approved by the FDA in March 2005 for oral treatment of hepatitis B infection. (wikipedia.org)
Analogues2
  • Carbocyclic nucleosides (also referred to as carbanucleosides) are nucleoside analogues in which a methylene group has replaced the oxygen atom of the furanose ring. (wikipedia.org)
  • These difficulties were overcome by investigating prodrug analogues of (-) carbovir which lead to the 6-cyclopropylamino-2-aminopurine nucleoside abacavir, which was approved in 1998 by the FDA for the treatment of HIV infection. (wikipedia.org)
Approaches2
  • There are two approaches used in the synthesis of carbocyclic nucleosides. (wikipedia.org)
  • Linear approaches to chiral carbocyclic nucleosides 2 rely on the construction of the heterocyclic base onto a suitable protected chiral cyclopentylamine (1 → 2). (wikipedia.org)
Activity4
  • Carbocyclic (E)-5-(2-bromovinyl)-2-deoxyuridine( (+) C-BVDU) GR95168 possesses activity against herpes simplex virus type l (HSV-1) and varicella zoster virus (VZV, chicken pox and shingles) in-vitro and in-vivo. (wikipedia.org)
  • Abacavir, was developed from racemic (±)-carbovir which was reported in 1988 by Robert Vince as the first carbocyclic nucleoside analogue to show potent activity against HIV with low cytotoxicity. (wikipedia.org)
  • The fluorocarbocyclic nucleoside carbocyclic 2′-ara-fluoro-guanosine was reported in 1988 as the first example of a carbocyclic analogue of an unnatural nucleoside to exhibit greater anti-herpes activity against the herpesviruses HSV-1 and HSV-2 in-vitro than its furanose parent. (wikipedia.org)
  • 1988: Review of Glaxo's synthesis of fluorocarbocyclic nucleosides 1988: (±)-Carbovir first reported with potent anti-HIV activity and low cytotoxicity 1992: First comprehensive review of the synthesis of chiral carbocyclic nucleosides. (wikipedia.org)
Nucleotide1
  • Synthesis of 8-hydroxy and 8-mercapto derivatives of acyclic adenine nucleoside and nucleotide analogs. (cas.cz)
Biological properties1
  • They retain many of the biological properties of the original nucleosides with respect to recognition by various enzymes and receptors. (wikipedia.org)
Show1
  • Abacavir, was developed from racemic (±)-carbovir which was reported in 1988 by Robert Vince as the first carbocyclic nucleoside analogue to show potent activity against HIV with low cytotoxicity. (wikipedia.org)