Are 5'-O-carbamate-2',3'-dideoxythiacytidine new anti-HIV and anti-HBV nucleoside drugs or prodrugs?

Bioorg Med Chem Lett. 2003 Aug 4;13(15):2459-63. doi: 10.1016/s0960-894x(03)00496-7.

Abstract

In contrast to 5'-O-carbonate 3TC derivatives (23, 24), which are clearly 3TC prodrugs, the corresponding 3TC carbamates (15-21 and 25), found to be very stable compounds with respect to enzymatic hydrolysis (cellular lysates and culture cell media) and still active on both HIV-1 and HBV infected cells, may not be 3TC prodrugs. The antiviral properties as well as the mechanism of action of 3TC analogues have been studied and evaluated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-HIV Agents / metabolism
  • Anti-HIV Agents / pharmacology*
  • Antiviral Agents / metabolism
  • Antiviral Agents / pharmacology*
  • Cell Line
  • Culture Media
  • Deoxycytidine / analogs & derivatives
  • Deoxycytidine / metabolism
  • Deoxycytidine / pharmacology*
  • HIV-1 / drug effects
  • Hepatitis B virus / drug effects*
  • Humans
  • Prodrugs / metabolism
  • Prodrugs / pharmacology*

Substances

  • 5'-O-carbamate-2',3'-dideoxythiacytidine
  • Anti-HIV Agents
  • Antiviral Agents
  • Culture Media
  • Prodrugs
  • Deoxycytidine