Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment‐Independent 3D QSAR Models

  • Aleksandra R. Božić
    Faculty of Technology and Metallurgy University of Belgrade Karnegijeva 4 Belgrade Serbia
  • Snežana K. Bjelogrlić
    National Cancer Research Center of Serbia Pasterova 14 Belgrade Serbia
  • Irena T. Novaković
    Institute of Chemistry Technology and Metallurgy University of Belgrade Njegoševa 12 Belgrade Serbia
  • Nenad R. Filipović
    Faculty of Agriculture University of Belgrade Nemanjina 6 Belgrade Serbia
  • Predrag M. Petrović
    Innovation Center of the Faculty of Technology and Metallurgy University of Belgrade Karnegijeva 4 Belgrade Serbia
  • Aleksandar D. Marinković
    Faculty of Technology and Metallurgy University of Belgrade Karnegijeva 4 Belgrade Serbia
  • Tamara R. Todorović
    Faculty of Chemistry University of Belgrade Studentski trg 12–16 Belgrade Serbia
  • Ilija N. Cvijetić
    Innovation Center of the Faculty of Chemistry University of Belgrade Studentski trg, 12–16 Belgrade Serbia

書誌事項

公開日
2018-02-20
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/slct.201702691
公開者
Wiley

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説明

<jats:title>Abstract</jats:title> <jats:p> Due to the rise of microbial strains resistant to conventional therapies, there is an urgent need for finding the new antimicrobial chemotypes. Heterocyclic compounds such as thiocarbohydrazones (TCHs) are able to interact with many metalloenzymes essential for microbes, while sulfur atom increases lipophilicity which is generally positively correlated with potency. In this paper, we report antibacterial and antifungal activity of twenty‐two TCHs toward eight bacterial and three fungal strains. Furthermore, three alignment independent 3D QSAR models based on descriptors derived from molecular interaction fields (MIFs) are developed in order to rationalize structure‐activity relationships for activities of TCHs toward <jats:italic>S. aureus</jats:italic> , <jats:italic>P. aeruginosa</jats:italic> and <jats:italic>C. albicans</jats:italic> . Several structural fragments important for biological activity are recognized in each model, and structural modifications which could lead to increased potency are suggested. Designed structures will be synthesized accordingly and tested toward the same microbial strains in order to obtain more potent derivatives. </jats:p>

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