N-((1,3-Diphenyl-1H-pyrazol-4-yl)methyl)anilines: A novel class of anti-RSV agents

  • Bioorg Med Chem Lett. 2015 Jun 1;25(11):2401-4. doi: 10.1016/j.bmcl.2015.04.006.
Rossella Fioravanti  1 ,  Nicoletta Desideri  2 ,  Mariangela Biava  2 ,  Paolo Droghini  2 ,  Elena Maria Atzori  2 ,  Cristina Ibba  3 ,  Gabriella Collu  3 ,  Giuseppina Sanna  3 ,  Ilenia Delogu  3 ,  Roberta Loddo  4
Affiliations
  • 1. Dipartimento di Chimica e Tecnologie del Farmaco, Università 'La Sapienza', P.le Aldo Moro, 5, 00185 Rome, Italy. Electronic address: [email protected].
  • 2. Dipartimento di Chimica e Tecnologie del Farmaco, Università 'La Sapienza', P.le Aldo Moro, 5, 00185 Rome, Italy.
  • 3. Dipartimento di Scienze Biomediche, Università di Cagliari, 09042 Monserrato, Cagliari, Italy.
  • 4. Dipartimento di Scienze Biomediche, Università di Cagliari, 09042 Monserrato, Cagliari, Italy. Electronic address: [email protected].
PMID: 25913116 DOI: 10.1016/j.bmcl.2015.04.006
Abstract

A series of N-((1,3-diphenyl-1H-pyrazol-4-yl)methyl)anilines were synthesized and evaluated in vitro for cytotoxicity and Antiviral activity against a large panel of viruses. Most of the tested compounds interfered with RSV replication in the micromolar concentrations (EC50s ranging from 5 μM to 28 μM). SAR studies suggested that the presence of a trifluoromethyl group in R(1) abolished the anti-RSV activity and enhanced the cytotoxicity while the best results in term of both anti-RSV activity and selectivity were obtained by the introduction in R(1) of a chlorine or a bromine atom.

Keywords
Aniline derivatives; Anti-RSV activity; Antiviral activity; Pyrazole derivatives; RNA and DNA viruses.