Synthesis and studies of new 2-(coumarin-4-yloxy)-4,6-(substituted)-S-triazine derivatives as potential anti-HIV agents

Arch Pharm (Weinheim). 2009 May;342(5):281-90. doi: 10.1002/ardp.200800149.

Abstract

Novel 2-(coumarin-4-yloxy)-4,6-(substituted)-s-triazine derivatives i. e., diaryltriazine (DATA) are reported as novel non-nucleoside reverse transcriptase inhibitors (NNRTIs), were synthesized and their activities against human immunodeficiency virus HIV-1 (III-B), HIV-2 (ROD), and the double RT mutant HIV-1 (K103N and Y181C) were assessed. Modifications at positions 4 and 6 of the coumarinyl-triazine scaffold generated interesting derivatives displaying good to moderate anti-HIV activity against selected HIV strains as compared to nevirapine and efavirenz. The synthesized compounds were characterized by FTIR, (1)H-NMR, and mass spectral data together with elemental analysis.

MeSH terms

  • 4-Hydroxycoumarins / chemical synthesis*
  • 4-Hydroxycoumarins / chemistry
  • 4-Hydroxycoumarins / pharmacology
  • Anti-HIV Agents / chemical synthesis*
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / pharmacology
  • Cell Line
  • Drug Evaluation, Preclinical
  • HIV Reverse Transcriptase / antagonists & inhibitors*
  • HIV-1 / drug effects
  • HIV-1 / enzymology
  • HIV-2 / drug effects
  • HIV-2 / enzymology
  • Humans
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Reverse Transcriptase Inhibitors / chemical synthesis*
  • Reverse Transcriptase Inhibitors / chemistry
  • Reverse Transcriptase Inhibitors / pharmacology
  • Spectroscopy, Fourier Transform Infrared
  • Structure-Activity Relationship
  • Triazines / chemical synthesis*
  • Triazines / chemistry
  • Triazines / pharmacology

Substances

  • 4-Hydroxycoumarins
  • Anti-HIV Agents
  • Reverse Transcriptase Inhibitors
  • Triazines
  • HIV Reverse Transcriptase
  • 4-hydroxycoumarin