Synthesis and antimicrobial activity of 1,8-naphthalimide derivatives of nalidixic acid
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2019-01-01
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Abstract
Various naphthalimides are synthesized and their biological activity is studied. The target compounds are prepared by the interaction of different substituted 2-amino-1H-benzo[de]isoquinoline-1,3(2H)-diones with nalidixic acid (1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid). The structures of all synthesized products are verified via their physicochemical parameters, an elemental analysis, IR, 1H and 13C NMR spectroscopy. The antimicrobial activity of the compounds obtained is determined against Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis, Gram-negative bacteria Essherichia coli, Pseudomonas aeruginosa and Salmonella abony, the yeasts Candida albicans and Saccharomyces cerevisiae and the molds Penicillium chrysogenum and Aspergillus niger. It is found that N-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide, N-(6-1H-indol-3-yl-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide and N-(6-piperidin-1-yl-1,3-dioxo-1H-benzo[de] isoquinolin-2(3H)-yl)-1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide are active against the Gram-positive and Gram-negative bacteria tested.