Synthesis, molecular docking studies, and antimicrobial evaluation of new structurally diverse ureas

Bioorg Chem. 2019 Jun:87:302-311. doi: 10.1016/j.bioorg.2019.03.024. Epub 2019 Mar 19.

Abstract

A series of new urea derivatives (3a-p) have been synthesized from readily available isocyanates and amines in good to high yields. All synthesized compounds were fully characterized using 1H NMR, 13C NMR, IR, and mass spectrometry. Additionally, the structure of the compound (3n) was confirmed by single-crystal X-ray diffraction. Furthermore, all compounds were evaluated for antimicrobial activity against five bacteria and two fungi. Last but not the least, molecular docking studies with Candida albicans dihydropteroate synthetase were performed and the results are presented herein.

Keywords: Antimicrobial; Molecular docking; Single-crystal X-ray diffraction; Synthesis and characterization; Urea derivatives.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Bacteria / drug effects*
  • Bacteria / growth & development
  • Candida albicans / drug effects*
  • Candida albicans / growth & development
  • Cryptococcus neoformans / drug effects*
  • Dose-Response Relationship, Drug
  • Microbial Sensitivity Tests
  • Molecular Docking Simulation
  • Molecular Structure
  • Structure-Activity Relationship
  • Urea / analogs & derivatives
  • Urea / chemistry
  • Urea / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Urea