Synthesis and antiprotozoal activity of 4-arylcoumarins

Jean-Thomas Pierson; Aurélien Dumètre; Sébastien Hutter; Florence Delmas; Michèle Laget; Jean-Pierre Finet; Nadine Azas; Sébastien Combes

doi:10.1016/j.ejmech.2009.10.022

Synthesis and antiprotozoal activity of 4-arylcoumarins

Eur J Med Chem. 2010 Mar;45(3):864-9. doi: 10.1016/j.ejmech.2009.10.022. Epub 2009 Oct 23.

Authors

Jean-Thomas Pierson¹, Aurélien Dumètre, Sébastien Hutter, Florence Delmas, Michèle Laget, Jean-Pierre Finet, Nadine Azas, Sébastien Combes

Affiliation

¹ Faculté des Sciences de Saint-Jérôme, UMR-CNRS 6264, Laboratoire Chimie Provence, Universités Aix-Marseille I, II and III, 13397 Marseille Cedex 20, France.

PMID: 19914747
DOI: 10.1016/j.ejmech.2009.10.022

Abstract

A large series of 4-arylcoumarins was synthesized by Suzuki-Miyaura cross-coupling reaction and evaluated for antiprotozoal activity against Plasmodium falciparum and Leishmania donovani. Several compounds were found to strongly inhibit the proliferation of human cell line and/or parasites. The 4-(3,4-dimethoxyphenyl)-6,7-dimethoxycoumarin exhibit a potent activity on L. donovani amastigotes with a selectivity index (SI=265) twice than amphotericin B (SI=140).

MeSH terms

4-Hydroxycoumarins / chemical synthesis
4-Hydroxycoumarins / chemistry*
4-Hydroxycoumarins / pharmacology*
Amphotericin B / pharmacology
Antiprotozoal Agents / chemical synthesis
Antiprotozoal Agents / pharmacology*
Cell Line
Cell Proliferation / drug effects
Coumarins / chemical synthesis
Coumarins / chemistry
Coumarins / pharmacology
Humans
Inhibitory Concentration 50
Leishmania donovani / drug effects*
Molecular Structure
Palladium / chemistry
Plasmodium falciparum / drug effects*

Substances

4-(3,4-dimethoxyphenyl)-6,7-dimethoxycoumarin
4-Hydroxycoumarins
Antiprotozoal Agents
Coumarins
Palladium
Amphotericin B