Antibacterial and antifungal agents. XV. Synthesis and antifungal activity of structural analogues of bifonazole and ketoconazole

Arch Pharm (Weinheim). 1992 Nov;325(11):687-94. doi: 10.1002/ardp.19923251102.

Abstract

The synthesis and antifungal activities of the cis- and trans-1-acetyl-4-[4-[[2-(1,1'-biphenyl-4-yl)-2-(1H-imidazol-1-ylmethy l)- 1,3-dioxolan-4-yl]-methoxy]phenyl)piperazines 3 and 4 are reported. Stereochemical assignments to diastereomeric pairs of cis/trans isomers were made on the basis of 1H- and 13C-NMR data. Among test derivatives the best activity was shown by the benzoyl esters of the cis- and trans-[2-(1,1'-biphenyl-4-yl)-2-(1H-imidazol-1-ylmethyl)-1,3-di oxolan-4- yl]methanols 9 and 10.

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / pharmacology
  • Candida / drug effects
  • Imidazoles / chemical synthesis*
  • Imidazoles / pharmacology
  • Ketoconazole / analogs & derivatives*
  • Ketoconazole / chemical synthesis*
  • Ketoconazole / pharmacology
  • Microbial Sensitivity Tests

Substances

  • Antifungal Agents
  • Imidazoles
  • bifonazole
  • Ketoconazole