Synthesis, selective anti-Helicobacter pylori activity, and cytotoxicity of novel N-substituted-2-oxo-2H-1-benzopyran-3-carboxamides

• Published in: Bioorganic & medicinal chemistry letters Vol. 20; no. 16; pp. 4922 - 4926
• Main Authors: CHIMENTI, Franco, BIZZARRI, Bruna, SISTO, Francesca, BOLASCO, Adriana, SECCI, Daniela, CHIMENTI, Paola, GRANESE, Arianna, CARRADORI, Simone, RIVANERA, Daniela, ZICARI, Alessandra, MADDALENA SCALTRITO, M
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier 15.08.2010
• Subjects: Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - toxicity; Anti-Inflammatory Agents - chemical synthesis; Anti-Inflammatory Agents - chemistry; Anti-Inflammatory Agents - toxicity; Antibacterial activity; Antibacterial agents; Antibiotics. Antiinfectious agents. Antiparasitic agents; Biological and medical sciences; Cell Line; Coumarins - chemical synthesis; Coumarins - chemistry; Coumarins - toxicity; Drug Resistance, Bacterial; Helicobacter pylori; Helicobacter pylori - drug effects; Helicobacter pylori - isolation & purification; Humans; Interleukin-8 - metabolism; Medical sciences; Metronidazole - pharmacology; Microbial Sensitivity Tests; Pharmacology. Drug treatments; Structure-Activity Relationship; Nitro compound; Antimicrobial activity; Coumarine derivatives; Spirillaceae; Cytotoxicity; Selectivity; Oxygen heterocycle; Benzoic acid derivatives; Ester; Helicobacter pylori; Structure activity relation; Carboxylic acid; Chlorine Organic compounds; Bicyclic compound; Bacteria; Bromine Organic compounds; Aromatic compound; Chemical synthesis; Spirillales; Benzene derivatives; Lactone; In vitro; Coumarin; Phenols; Carboxamide; Antibacterial agent
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2010.06.048

N-substituted-3-carboxamido-coumarin derivatives were prepared and evaluated for selective antibacterial activity against 20 isolates of Helicobacter pylori clinical strains, including five metronidazole resistant ones. Some of them possessed the best activity against H. pylori metronidazole resistant strains with MIC values lower than the drug reference (metronidazole). Furthermore, anti-inflammatory activity through the inhibition of the IL-8 production was investigated.