Dancing with chemical formulae of antivirals: a personal account

Biochem Pharmacol. 2013 Sep 15;86(6):711-25. doi: 10.1016/j.bcp.2013.07.012. Epub 2013 Jul 19.

Abstract

A chemical structure is a joy forever, and this is how I perceived the chemical structures of a number of antiviral compounds with which I have been personally acquainted over the past 3 decades: (1) amino acid esters of acyclovir (i.e. valaciclovir); (2) 5-substituted 2'-deoxyuridines (i.e. brivudin); (3) 2',3'-dideoxynucleoside analogues (i.e. stavudine); (4) acyclic nucleoside phosphonates (ANPs) (i.e. cidofovir, adefovir); (5) tenofovir disoproxil fumarate (TDF) and drug combinations therewith; (6) tenofovir alafenamide (TAF, GS-7340), a new phosphonoamidate prodrug of tenofovir; (7) pro-prodrugs of PMEG (i.e. GS-9191 and GS-9219); (8) new ANPs: O-DAPy and 5-aza-C phosphonates; (9) non-nucleoside reverse transcriptase inhibitors (NNRTIs): HEPT and TIBO derivatives; and (10) bicyclam derivatives (i.e. AMD3100).

Keywords: 2′,3′-Dideoxynucleoside (ddN) analogues; Acyclic nucleoside phosphonates; Bicyclam (AMD3100) derivatives; Bromovinyldeoxyuridine; GS-9191, GS-9219, cPrPMEDAP, and PMEG; HEPT and TIBO derivatives; O-DAPy and 5-azaC phosphonate analogues; Tenofovir alafenamide (GS-7340); Tenofovir disoproxil fumarate (TDF); Valaciclovir.

Publication types

  • Review

MeSH terms

  • Antiviral Agents / chemistry*
  • Antiviral Agents / therapeutic use*
  • Humans
  • Virus Diseases / drug therapy*

Substances

  • Antiviral Agents