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Microwave-irradiated synthesis and antimicrobial activity of 2-phenyl-7-substitutedalkyl/arylaminoquinoline-4-carboxylic acid derivatives

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Abstract

This report focuses on the synthesis of 2-phenyl-7-substitutedquinoline-4-carboxylic acid derivatives through both conventional and microwave-irradiated methods. Intermediate 7-chloro-2-phenyl-quinoline-4-carboxylic acid was synthesized by condensation and cyclization of benzaldehyde, pyruvic acid, and m-chloroaniline in the presence of absolute ethanol and further substituted with aromatic, aliphatic, and alicyclic amines to obtain the desired 2-phenyl-7-substitutedaryl/alkylamino-quinoline-4-carboxylic acid derivatives under the influence of microwave irradiation, with output power ranging from 160 to 480 W, yield ranging from 90% to 95%, and a shorter reaction time than with the conventional method. All the synthesized compounds were screened for in vitro antimicrobial activity against six gram-positive and four gram-negative organisms. All synthesized compounds are active against a broad spectrum of microorganisms, with prominent results for Streptococcus pyrogenes and Pseudomonas aeruginosa. Compounds 7c and 7h showed a minimum inhibitory concentration of less than 10 μg.

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  1. Institute of Pharmacy, Nirma University of Science and Technology, S. G. Highway, Chharodi, Ahmedabad, 382 481, India

    Hardik G. Bhatt & Yadvendra K. Agrawal

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  1. Hardik G. Bhatt
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  2. Yadvendra K. Agrawal
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Correspondence to Hardik G. Bhatt.

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Bhatt, H.G., Agrawal, Y.K. Microwave-irradiated synthesis and antimicrobial activity of 2-phenyl-7-substitutedalkyl/arylaminoquinoline-4-carboxylic acid derivatives. Med Chem Res 19, 392–402 (2010). https://doi.org/10.1007/s00044-009-9198-4

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  • DOI: https://doi.org/10.1007/s00044-009-9198-4

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