Design, synthesis, antimicrobial, and DNA gyrase inhibitory properties of fluoroquinolone–dichloroacetic acid hybrids

Israa A. Seliem, Siva S. Panda, Adel S. Girgis, Yosra I. Nagy, Riham F. George, Walid Fayad, Nehmedo G. Fawzy, Tarek S. Ibrahim, Amany M.M. Al-Mahmoudy, Rajeev Sakhuja, Zakaria K.M. Abdel-samii

Research output: Contribution to journalArticle

2 Scopus citations

Abstract

A series of new fluoroquinolone conjugates 8a–g and 9a–f were synthesized via benzotriazole-mediated synthetic approach with good yield and purity. Some of the synthesized analogs exhibited significant antibacterial properties against Escherichia coli and Staphylococcus aureus with potency higher than that of the parent drugs through in vitro standard bioassay procedure (conjugates 8c and 8d reveal antimicrobial properties with potency 1.9, 61.9, 20.7 and 2.4, 37.1, 8.3 folds relative to the parent antibiotic 6 against E. coli, S. aureus, and Enterococcus faecalis, respectively). The observed experimental data were supported by enzymatic DNA gyrase inhibitory property. Developed BMLR-QSAR model validates the observed experimental data and recognizes the parameters responsible for the enhanced antibacterial properties.

Original languageEnglish (US)
Pages (from-to)248-259
Number of pages12
JournalChemical Biology and Drug Design
Volume95
Issue number2
DOIs
StatePublished - Feb 1 2020

Keywords

  • DNA gyrase
  • antibacterial
  • dichloroacetic acid
  • fluoroquinolone
  • hybrid conjugates

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Pharmacology
  • Drug Discovery
  • Organic Chemistry

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  • Cite this

    Seliem, I. A., Panda, S. S., Girgis, A. S., Nagy, Y. I., George, R. F., Fayad, W., Fawzy, N. G., Ibrahim, T. S., Al-Mahmoudy, A. M. M., Sakhuja, R., & Abdel-samii, Z. K. M. (2020). Design, synthesis, antimicrobial, and DNA gyrase inhibitory properties of fluoroquinolone–dichloroacetic acid hybrids. Chemical Biology and Drug Design, 95(2), 248-259. https://doi.org/10.1111/cbdd.13638