3-Phenylcoumarins as inhibitors of HIV-1 replication

Molecules. 2012 Aug 2;17(8):9245-57. doi: 10.3390/molecules17089245.


We have synthesized fourteen 3-phenylcoumarin derivatives and evaluated their anti-HIV activity. Antiviral activity was assessed on MT-2 cells infected with viral clones carrying the luciferase gene as reporter. Inhibition of HIV transcription and Tat function were tested on cells stably transfected with the HIV-LTR and Tat protein. Six compounds displayed NF-κB inhibition, four resulted Tat antagonists and three of them showed both activities. Three compounds inhibited HIV replication with IC₅₀ values < 25 µM. The antiviral effect of the 4-hydroxycoumarin derivative 19 correlates with its specific inhibition of Tat functions, while compound 8, 3-(2-chlorophenyl)coumarin, seems to act through a mechanism unrelated to the molecular targets considered in this research.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-HIV Agents / chemical synthesis
  • Anti-HIV Agents / pharmacology*
  • Cell Line
  • Coumarins / chemical synthesis
  • Coumarins / pharmacology*
  • Genes, Reporter
  • HIV-1 / drug effects*
  • HIV-1 / physiology
  • HeLa Cells
  • Humans
  • Inhibitory Concentration 50
  • Luciferases / biosynthesis
  • Luciferases / genetics
  • NF-kappa B / antagonists & inhibitors
  • Transcription, Genetic / drug effects
  • Tumor Necrosis Factor-alpha / pharmacology
  • Virus Replication / drug effects*
  • tat Gene Products, Human Immunodeficiency Virus / antagonists & inhibitors


  • Anti-HIV Agents
  • Coumarins
  • NF-kappa B
  • Tumor Necrosis Factor-alpha
  • tat Gene Products, Human Immunodeficiency Virus
  • 4-phenylcoumarin
  • Luciferases