Solvent-free Synthesis and Antibacterial Activity of 14-Aryl Substituted Dibenzoxanthene Derivatives

Authors

  • Elma Veljović Author
  • Selma Špirtović-Halilović Author
  • Emira Kahrović Author
  • Sunčica Roca Author
  • Irena Novaković Author
  • Amar Osmanović Author
  • Mirsada Salihović Author
  • Davor Alagić Author
  • Benjamin Hastor Author
  • Dženana Ljubunčić Author
  • Davorka Završnik Author

Abstract

Xanthene derivatives are important compounds because of their proven biological activities. Seven 14-aryl-14H-dibenzoxanthene derivatives were synthesized by reliable solvent-free synthesis procedure using iron (III) chloride hexahydrate as a catalyst. Three synthesized derivatives possess antibacterial activities against different bacteria. Compound 14-(2',5'-dimethoxyphenyl)-14H-dibenzo[a,j]xanthene(3) showed best activity against Escherichia coli and Staphylococcus aureus with MIC 0.616 mg/mL. Docking study for the most potent compound was carried out by taking amino terminal domain of enzyme I as a target for antibacterial activity against Escherichia coli and it was shown that binding energy of 3 was similar to amikacin's (around –4.2 kcal/mol) used as a referent drug, although bound on a different sites on enzyme.

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Published

2016-06-01