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Simulation results source for the identification of biological active compounds: synthesis, antimicrobial evaluation and SARs of three in one heterocyclic motifs

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Abstract

For comprehensive studies on drugs primarily in the form of biomimetic systems, electronic parameters are becoming essential tools in elucidating the structures of the investigated compounds. In this study we present the synthesis, characterization, and evaluation of biological potency of 4(a–g), 5(a–g), and 7(a–g) by conducting structure–activity relationship (SAR) studies. Further conducting density functional theory (DFT) simulation studies for entitled compounds 4(a–g), 5(a–g), and 7(a–g) allowed us to fully study the effect of the changes of electronic and molecular structures on their biological activity by demonstrating the role of frontier molecular orbitals, in particular LUMO. The electron withdrawing nitro group substituted compounds 5d and 7d have higher activity than all other active compounds. Thus, the results strongly suggest that the SARs are in good agreement with simulation studies.

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Acknowledgements

The authors G. Sravya and N. Bakthavatchala Reddy are thankful to Sri Padmavathi Mahila Viswavidyalayam, Tirupati for evaluating the antimicrobial activity and the authors GS, NBK, and GMR are thankful to Ural Federal University, Yekaterinburg, Russia for providing lab facilities.

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Authors and Affiliations

  1. Chemical Engineering Institute, Ural Federal University, Yekaterinburg, Russian Federation, 620002

    N. Bakthavatchala Reddy, Grigory V. Zyryanov, G. Mallikarjuna Reddy & G. Sravya

  2. Ural Division of the Russian Academy of Sciences, I. Ya. Postovskiy Institute of Organic Synthesis, 22S. Kovalevskoy Street, Yekaterinburg, Russian Federation, 620219

    Grigory V. Zyryanov

  3. Department of Chemistry, State University of Ponta Grossa, Ponta Grossa, PR, Brazil

    G. Mallikarjuna Reddy & J. R. Garcia

  4. Rajeev Gandhi Memorial College of Engineering and Technology (Autonomous), Nandyal, Andhra Pradesh, 518501, India

    A. Balakrishna

  5. Department of Physics, State University of Ponta Grossa, Ponta Grossa, PR, Brazil

    A. Camilo Jr

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  1. N. Bakthavatchala Reddy
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  2. Grigory V. Zyryanov
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  3. G. Mallikarjuna Reddy
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  4. A. Balakrishna
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  5. J. R. Garcia
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  6. A. Camilo Jr
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  7. G. Sravya
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Correspondence to G. Sravya.

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Reddy, N.B., Zyryanov, G.V., Reddy, G.M. et al. Simulation results source for the identification of biological active compounds: synthesis, antimicrobial evaluation and SARs of three in one heterocyclic motifs. Med Chem Res 27, 1956–1970 (2018). https://doi.org/10.1007/s00044-018-2206-9

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  • DOI: https://doi.org/10.1007/s00044-018-2206-9

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