Potent and selective inhibition of HIV-1 replication in vitro by a novel series of TIBO derivatives

Nature. 1990 Feb 1;343(6257):470-4. doi: 10.1038/343470a0.

Abstract

In the search for compounds active against human immunodeficiency virus (HIV), we have found that members of a novel series of tetrahydro-imidazo[4,5,1-jk][1,4]-benzodiazepine-2(1H)-one and -thione (TIBO) derivatives inhibit the replication of HIV-1, the main aetiological agent of AIDS, but not of HIV-2, or of any other DNA or RNA viruses. In five cell systems, HIV-1 is inhibited by TIBO derivatives in nanomolar amounts, which are 10(4)-10(5) times lower than the cytotoxic concentration. The unprecedented specificity of these compounds may be due to an interaction with a reverse transcriptase-associated process. By contrast, AZT (3'-azido-2',3'-dideoxythymidine), which is used for the treatment of AIDS, and DDC (2',3'-dideoxycytidine) and DDI (2',3'-dideoxyinosine), whose clinical application is being assessed, inhibit both HIV-1 and HIV-2 at concentrations that, depending on the cell systems, are 2 to 4 orders of magnitude below their cytotoxic concentration. TIBO-derivatives are new chemicals unrelated to any other antiviral agents. We believe that they are the most specific and potent inhibitors of HIV-1 replication studied so far.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiviral Agents*
  • Benzodiazepines / chemical synthesis
  • Benzodiazepines / pharmacology*
  • CD4-Positive T-Lymphocytes / microbiology
  • Cell Line
  • Cytopathogenic Effect, Viral / drug effects
  • Didanosine / pharmacology
  • Dogs
  • HIV-1 / physiology*
  • HIV-2 / physiology
  • Humans
  • Imidazoles / chemical synthesis
  • Imidazoles / pharmacology*
  • Lymphocytes / microbiology
  • Molecular Conformation
  • Molecular Structure
  • Reverse Transcriptase Inhibitors
  • Virus Replication / drug effects*
  • Zidovudine / pharmacology

Substances

  • Antiviral Agents
  • Imidazoles
  • Reverse Transcriptase Inhibitors
  • R 82150
  • Benzodiazepines
  • Zidovudine
  • Didanosine