Synthesis, antiviral and cytotoxic investigation of 2-phenyl-3-substituted quinazolin-4(3H)-ones

Eur Rev Med Pharmacol Sci. 2011 Jun;15(6):673-81.

Abstract

Objectives: A series of 3(benzylideneamino)-2-phenyl quinazoline-4(3H)-ones was synthesized by reaction of 3-amino-2-phenyl-3H-quinazoline-4-one with various carbonyl compounds.

Materials and methods: Chemical structures of the synthesized compounds were confirmed by IR, 1H-NMR and mass spectral analysis. Title compounds were investigated for cytotoxicity and antiviral activity against herpes simplex virus-1 (KOS), herpes simplex virus-2 (G), vaccinia virus, vesicular stomatitis virus, herpes simplex virus-1 TK-KOS ACVr, para influenza-3 virus, reovirus-1, Sindbis virus, Coxsackie virus B4, Punta Toro virus, feline corona virus (FIPV), feline herpes virus, respiratory syncytial virus, influenza A H1 N1 subtype, influenza A H3N2 subtype, influenza B and vesicular stomatitis virus.

Results and conclusion: Compound 3d was found inhibit viral replication of para influenza-3virus, reovirus-1, Sindbis virus, Coxsackie virus B4, Punta Toro virus in Vero cell cultures.

MeSH terms

  • Animals
  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / pharmacology*
  • Antiviral Agents / toxicity
  • Cats
  • Cell Line
  • Chlorocebus aethiops
  • Dogs
  • HeLa Cells
  • Humans
  • Quinazolinones / chemical synthesis
  • Quinazolinones / pharmacology*
  • Quinazolinones / toxicity
  • Structure-Activity Relationship
  • Vero Cells
  • Virus Diseases / drug therapy*
  • Virus Diseases / virology
  • Virus Replication / drug effects

Substances

  • Antiviral Agents
  • Quinazolinones