Synthesis, antifungal activity, and docking study of some new 1,2,4-triazole analogs

Chem Biol Drug Des. 2011 Nov;78(5):800-9. doi: 10.1111/j.1747-0285.2011.01178.x. Epub 2011 Sep 26.

Abstract

Synthesis of new series of 1,2,4-triazole with 1,2,3-triazole and piperidine ring using ZrOCl(2) ·8H(2) O as a catalyst in ethanol has been described. The yields obtained are in the range of 80-85%. All the synthesized compounds (3a-3o) are novel and were evaluated for their in vitro antifungal activities using standard agar method. Docking study of the newly synthesized compounds was performed, and results showed that all new compounds have similar binding mode in the active site of fungal enzyme P450 cytochrome lanosterol 14α-demethylase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 14-alpha Demethylase Inhibitors / chemical synthesis
  • 14-alpha Demethylase Inhibitors / chemistry
  • 14-alpha Demethylase Inhibitors / pharmacology
  • Amino Acid Sequence
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Binding Sites
  • Computer Simulation
  • Fungi / drug effects*
  • Fungi / enzymology
  • Microbial Sensitivity Tests
  • Molecular Sequence Data
  • Protein Structure, Tertiary
  • Sequence Alignment
  • Sterol 14-Demethylase / chemistry
  • Sterol 14-Demethylase / metabolism
  • Triazoles / chemical synthesis
  • Triazoles / chemistry*
  • Triazoles / pharmacology*

Substances

  • 14-alpha Demethylase Inhibitors
  • Antifungal Agents
  • Triazoles
  • 1,2,4-triazole
  • Sterol 14-Demethylase