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Design, in silico, one-pot synthesis, and biological evaluations of novel bis-urea analogs

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Abstract

The structure of urea has received special attention due to its biological activity. A new and efficient one-pot three-component reaction for the synthesis of bis-urea compounds from a variety of substituted diamino derivatives and isocyanate derivatives at room temperature with suitable yield is reported. Seven novel bis-urea derivatives were designed, synthesized, isolated, purified, and characterized (3a–g) with a variety of aromatic and aliphatic linkers. All compounds were evaluated for their cytotoxic and antibacterial properties. Most of the synthesized compounds exhibited reasonable activity compared to the positive control group.

Graphic abstract

Development of a novel one-pot three-component reaction (3-CR) for the preparation of bis-urea scaffolds based on in silico studies was done. Evaluations of cytotoxic and antibacterial activities of all compounds were done. Most of the compounds exhibited good activities.

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Acknowledgements

The authors are grateful to the Research Council of the University of Guilan for financial support of this research work.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Sciences, University of Guilan, PO Box 41335-1914, Rasht, Islamic Republic of Iran

    Sajede Shoja & Nosrat Ollah Mahmoodi

  2. Department of Biology, Faculty of Sciences, University of Guilan, PO Box 41335-1914, Rasht, Islamic Republic of Iran

    Hossein Ghafouri & Mehdi Rassa

  3. Cellular and Molecular Research Center, School of Medicine, Guilan University of Medical Sciences, Rasht, Islamic Republic of Iran

    Alireza Sharafshah

  4. Medicinal Plants Research Center, Yasuj University of Medical Sciences, Yasuj, Islamic Republic of Iran

    Esmaeel Panahi Kokhdan

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  1. Sajede Shoja
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  2. Nosrat Ollah Mahmoodi
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  3. Hossein Ghafouri
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  4. Mehdi Rassa
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  5. Alireza Sharafshah
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Correspondence to Nosrat Ollah Mahmoodi.

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Shoja, S., Mahmoodi, N.O., Ghafouri, H. et al. Design, in silico, one-pot synthesis, and biological evaluations of novel bis-urea analogs. Res Chem Intermed 46, 3327–3339 (2020). https://doi.org/10.1007/s11164-020-04134-7

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  • DOI: https://doi.org/10.1007/s11164-020-04134-7

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