Synthesis and in vitro selective anti-Helicobacter pylori activity of N-substituted-2-oxo-2H-1-benzopyran-3-carboxamides

Franco Chimenti; Bruna Bizzarri; Adriana Bolasco; Daniela Secci; Paola Chimenti; Simone Carradori; Arianna Granese; Daniela Rivanera; Daniela Lilli; M Maddalena Scaltrito; M Immacolata Brenciaglia

doi:10.1016/j.ejmech.2005.11.001

Synthesis and in vitro selective anti-Helicobacter pylori activity of N-substituted-2-oxo-2H-1-benzopyran-3-carboxamides

Eur J Med Chem. 2006 Feb;41(2):208-12. doi: 10.1016/j.ejmech.2005.11.001. Epub 2006 Jan 10.

Authors

Franco Chimenti¹, Bruna Bizzarri, Adriana Bolasco, Daniela Secci, Paola Chimenti, Simone Carradori, Arianna Granese, Daniela Rivanera, Daniela Lilli, M Maddalena Scaltrito, M Immacolata Brenciaglia

Affiliation

¹ Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università La Sapienza, Piazzale Aldo Moro 5, 00185 Rome, Italy.

PMID: 16377035
DOI: 10.1016/j.ejmech.2005.11.001

Abstract

In order to develop new anti-Helicobacter pylori agents, five new and three already known N-substituted-2-oxo-2H-1-benzopyran-3-carboxamides (coumarin-3-carboxamides) were prepared and evaluated for their antibacterial activity. All synthesized compounds showed little or no activity against different species of Gram-positive and Gram-negative bacteria of clinical relevance and against various strains of pathogenic fungi. Among the prepared compounds those with a 4-acyl-phenyl group showed the best activity against H. pylori metronidazole resistant strains in the 0.25-1 microg/ml MIC range, indicating the presence of an acyl function as an important feature for activity.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / pharmacology*
Coumarins / chemical synthesis*
Coumarins / pharmacology
Drug Resistance, Bacterial
Helicobacter pylori / drug effects*
Humans
Microbial Sensitivity Tests

Substances

Anti-Bacterial Agents
Coumarins