Myrtenyl-bispidine containing azole: synthesis and antifungal activity

Li-Zhulanov N. S., Ponomarev K. Y., Sarı S., Gülmez Kıvanç D., Arıkan Akdağlı S., Krasnov V. I., ...More

Mendeleev Communications, vol.34, no.1, pp.119-121, 2024 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 34 Issue: 1
  • Publication Date: 2024
  • Doi Number: 10.1016/j.mencom.2024.01.036
  • Journal Name: Mendeleev Communications
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, Communication Abstracts, Metadex
  • Page Numbers: pp.119-121
  • Keywords: azoles, bispidine, Candida spp., hybrids, monoterpenes, myrtenol
  • Hacettepe University Affiliated: Yes

Abstract

A new monoterpene–azole hybrid containing myrtenyl- bispidine moiety, 2-(2,4-difluorophenyl)-1-(7-{[(1R,5S)-6,6- dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl}-1,5-dimethyl- 3,7-diazabicyclo[3.3.1]non-3-yl)-3-(1H-1,2,4-triazol-1-yl)- propan-2-ol was prepared in six steps with 55% overall yield. The compound was tested against a number of Candida spp. fungi and found to be active against Candida albicans. Molecular docking suggested possible inhibition of lanosterol 14α-demethylase (CYP51), a membrane enzyme targeted by azole antifungals.