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Microwave-assisted synthesis of novel 4H-chromene derivatives bearing 2-aryloxyquinoline and their antimicrobial activity assessment

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Abstract

A new series of 4H-chromene derivatives 6a–x bearing 2-aryloxyquinoline nucleus have been synthesized under microwave irradiation by reaction of 2-aryloxyquinoline-3-carbaldehyde 3a–l, malononitrile 4, and compounds (Cyclohexanedione, Dimidone) 5a–b in the presence of NaOH as the basic catalyst. All the compounds were screened against three Gram-positive bacteria (Streptococcus pneumoniae, Clostridium tetani, Bacillus subtilis), three Gram-negative bacteria (Salmonella typhi, Vibrio cholerae, Escherichia coli) and two fungi (Aspergillus fumigatus, Candida albicans) using the broth microdilution MIC (Minimum Inhibitory Concentration) method. Upon study of the antimicrobial screening, it has been observed that a majority of the compounds were found to be active against C. tetani and B. subtilis as well as against C. albicans as compared to the standard drugs.

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Acknowledgments

We are thankful to the Department of Chemistry, Sardar Patel University, for providing research facilities. We are also thankful to the Vaibhav Analytical Laboratory, Ahmedabad, for the FT-IR; the Sophisticated Instrumentation Centre for Applied Research and Training (SICART), Vallabh Vidyanagar, for elemental analysis; Oxygen Healthcare Research Pvt. Ltd., Ahmadabad, for providing mass spectrometry facilities; and Microcare Laboratory, Surat, for antimicrobial screening of the compounds reported herein. One of the authors is grateful to UGC, New Delhi, for a Research Fellowship in Sciences for Meritorious Students.

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  1. Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar, Gujarat, 388120, India

    Chetan B. Sangani, Nimesh M. Shah, Manish P. Patel & Ranjan G. Patel

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  1. Chetan B. Sangani
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  2. Nimesh M. Shah
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  3. Manish P. Patel
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  4. Ranjan G. Patel
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Correspondence to Ranjan G. Patel.

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Sangani, C.B., Shah, N.M., Patel, M.P. et al. Microwave-assisted synthesis of novel 4H-chromene derivatives bearing 2-aryloxyquinoline and their antimicrobial activity assessment. Med Chem Res 22, 3831–3842 (2013). https://doi.org/10.1007/s00044-012-0381-7

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  • DOI: https://doi.org/10.1007/s00044-012-0381-7

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