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Microwave-Assisted Synthesis of β-Cyanoketones under Bucherer–Bergs Conditions and Their Antimicrobial Evaluation and In Silico Studies

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Abstract

The microwave-assisted synthesis of β-cyanoketones from chalcones under Bucherer–Bergs reaction conditions was described. The structure of the synthesized compounds was elucidated by FTIR-ATR, 1H and 13C NMR, MS/CI, and elemental analyses. All compounds were evaluated for their in vitro antibacterial against three Gram-positive and four Gram-negative bacterial strains. Moreover, their in vitro toxicity was evaluated by the Artemia salina assay, and the most active antibacterial agents were analyzed in silico.

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CONFLICT OF INTEREST

The authors declare no conflict of interest.

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ACKNOWLEDGMENTS

M.A. Leyva Acuña is grateful to Consejo Nacional de Ciencia y Tecnología (CONACYT) for the graduate studies scholarship. We would like to thank Dr. V.C. Osuna Galindo, Centro de Investigación en Materiales Avanzados, S.C. (Chihuahua, Mexico) for the elemental analyses.

Funding

This project was partially funded by the National Council of Science and Technology of Mexico (CONACYT) under Grant no. A1-S-24537 and “Programa de Fomento y Apoyo a Proyectos de Investigación” (PROFAPI) of the Autonomous University of Sinaloa under Grant no. PROFAPI2015/185.

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Authors and Affiliations

  1. Programa de Posgrado Integral en Biotecnología, Facultad de Ciencias Químico-Biológicas, Universidad Autónoma de Sinaloa, 80010, Culiacán, Sinaloa, Mexico

    M. A. Leyva-Acuña, F. Delgado-Vargas, G. Lopez-Angulo & J. Montes-Avila

  2. Programa de Posgrado en Ciencias Biomédicas, Facultad de Ciencias Químico-Biológicas, Universidad Autónoma de Sinaloa, 80010, Culiacán, Sinaloa, Mexico

    F. Delgado-Vargas & J. Montes-Avila

  3. Facultad de Ciencias Químico-Biológicas, Universidad Autónoma de Sinaloa, 80010, Culiacán, Sinaloa, Mexico

    Y. P. Ahumada-Santos & S. Durán-Pérez

  4. Instituto Nacional de México, Centro de Graduados e Investigación en Química, 22000, Tijuana, Baja California, Mexico

    I. A. Rivero

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  1. M. A. Leyva-Acuña
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  2. F. Delgado-Vargas
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  3. G. Lopez-Angulo
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  7. J. Montes-Avila
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Correspondence to J. Montes-Avila.

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Leyva-Acuña, M.A., Delgado-Vargas, F., Lopez-Angulo, G. et al. Microwave-Assisted Synthesis of β-Cyanoketones under Bucherer–Bergs Conditions and Their Antimicrobial Evaluation and In Silico Studies. Russ J Org Chem 59, 1598–1609 (2023). https://doi.org/10.1134/S107042802309018X

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