Synthesis of a new serie of quinoline-carboxamides based on methylated aminoesters: NMR characterization and antimicrobial activity

Ten new quinoline-carboxamides have been synthesized using the coupling reaction between  2-oxo-1,2-dihydroquinoline-4-carboxylic acid as a substrate and five different amino ester at room temperature with basic media (triethylamine). The products were obtained with a good yield ranging from 60 to 8...

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Bibliographic Details
Published in:Mediterranean journal of chemistry 2019-11, Vol.9 (4), p.326-336
Main Authors: Moussaoui, Oussama, El Hadrami, El Mestafa, Benjalloune Touimi, Ghita, Bennani, Bahia, Ben Tama, Abdeslem, Chakroune, Said, Boukir, Abdellatif
Format: Article
Language:English
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Summary:Ten new quinoline-carboxamides have been synthesized using the coupling reaction between  2-oxo-1,2-dihydroquinoline-4-carboxylic acid as a substrate and five different amino ester at room temperature with basic media (triethylamine). The products were obtained with a good yield ranging from 60 to 80 % and were structurally characterized by 1H and 13C NMR spectroscopy and mass spectrometry. The antibacterial activities of the synthesized compounds have been evaluated against 9 strains of bacteria and compared to references (erythromycin, ofloxacin, ticarcillin, oxacillin, ampicillin, norfloxacin, ceftazidim, cefotaxim). The results showed that the majority of carboxamides-quinoline ester groups present a larger inhibition diameters than those of the antibiotics references. The highest antibacterial activity in vitro against the Enterococcus feacalis has been revealed for compound 1a (methyl 2-oxo-1.2-dihydroquinoline-4-yl-L-alaninate).
ISSN:2028-3997
2028-3997
DOI:10.13171/mjc941911231077sc