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Schiff’s base derivatives bearing 2-thiophenoxyquinoline nucleus as new antibacterial agents

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Abstract

A series of new Schiff’s base derivatives 4ax bearing 2-thiophenoxyquinoline nucleus have been designed and synthesized by reaction of 2-thiophenoxyquinoline-3-carbaldehydes 2ad with various benzohydrazides 3af in the presence of Ni(NO3)2·6H2O as a catalyst. In vitro antibacterial screening was carried out against two Gram-positive bacteria (Bacillus subtilis ATCC 6633 and Staphylococcus aureus ATCC 6538) and two Gram-negative bacteria (Escherichia coli ATCC 35218 and Pseudomonas aeruginosa ATCC 13525). Of the compounds studied, compound 4e showed chief activity (MIC = 3.13 μg/mL) against S. aureus, and compounds 4p, 4k, and 4w were found to possess effective antibacterial activity against employed strains compared with standards used. The structures of Schiff’s base derivatives were established by using various spectroscopic methods. A crystal structure of compound 4k has been determined by X-ray diffraction analysis.

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Acknowledgments

The study was financed by National Natural Science Foundation of China (No. J1103512).

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Correspondence to Jigar A. Makawana.

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Makawana, J.A., Sangani, C.B., Teraiya, S.B. et al. Schiff’s base derivatives bearing 2-thiophenoxyquinoline nucleus as new antibacterial agents. Med Chem Res 23, 471–479 (2014). https://doi.org/10.1007/s00044-013-0655-8

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  • DOI: https://doi.org/10.1007/s00044-013-0655-8

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