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Synthesis, spectroscopic characterization, X-ray structure, and in vivo neurotropic activity of new 1,5-benzodiazepin-2-ones

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Abstract

The paper reports the synthesis and in vivo pharmacological studies of a series of N-alkyl-1,5-benzodiazepine-2-ones. In this work, 19 novel benzodiazepine derivatives have been prepared and characterized by spectroscopic methods including 2D nuclear magnetic resonance techniques. Crystal structure of 1-benzyl-8-methyl-4-phenyl-1H-benzo[b][1,4]diazepin-2(3H)-one has also been determined by X-ray diffraction. Prediction of activity spectra for substances prediction and docking studies onto human serum albumin were conducted. Two compounds under these investigation showed high antihypoxic, tranquilizing, and anticonvulsant activity in vivo.

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Acknowledgments

This work was financially supported by the grant of the President of Ukraine for young scientists, GP/F49/080 (supervisor Dr. Vitaliy Palchikov). The authors are indebted to Dr. Oleksandr Zhurakovskyi (University of Bristol, UK) for the thorough revision of the manuscript.

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Authors and Affiliations

  1. Department of Chemistry, Oles Honchar Dnipropetrovsk National University, Dnipropetrovsk, Ukraine

    Alexandr A. Gaponov, Serhii V. Tretiakov & Vitaliy A. Palchikov

  2. Dnipropetrovsk Medical Academy, Dnipropetrovsk, Ukraine

    Elena T. Zlenko

  3. Institute for Single Crystals NAS of Ukraine, Kharkov, Ukraine

    Svetlana V. Shishkina & Oleg V. Shishkin

  4. Zaporizhzhya State Medical University, Zaporizhzhya, Ukraine

    Oleksii M. Antypenko

  5. Peoples’ Friendship University of Russia, Moscow, Russian Federation

    Vitaliy A. Palchikov

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  1. Alexandr A. Gaponov
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  2. Elena T. Zlenko
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  3. Svetlana V. Shishkina
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  4. Oleg V. Shishkin
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  6. Serhii V. Tretiakov
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Correspondence to Vitaliy A. Palchikov.

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Elena T. Zlenko and Oleg V. Shishkin: Deceased

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Gaponov, A.A., Zlenko, E.T., Shishkina, S.V. et al. Synthesis, spectroscopic characterization, X-ray structure, and in vivo neurotropic activity of new 1,5-benzodiazepin-2-ones. Med Chem Res 25, 1768–1780 (2016). https://doi.org/10.1007/s00044-016-1605-z

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  • DOI: https://doi.org/10.1007/s00044-016-1605-z

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