Synthesis, antifungal, haemolytic and cytotoxic activities of a series of bis(alkylpyridinium)alkanes

Bioorg Med Chem. 2009 Sep 1;17(17):6329-39. doi: 10.1016/j.bmc.2009.07.037. Epub 2009 Jul 23.

Abstract

A series of bis(alkylpyridinium)alkanes with a twelve carbon spacer between the positive charges was synthesised and their antifungal activity has been investigated. Compounds with 2-pentyl, 4-pentyl, 4-hexyl, 4-octyl, 4-propylbenzene, 3,4-dipentyl, 4-(5'-nonyl) and 3-methyl,4-pentyl head groups were the most potent antifungal agents with MICs in the range of 1.4-2.7 microM against reference strains of both Cryptococcus neoformans and Candida albicans.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / toxicity
  • Candida albicans / drug effects
  • Cryptococcus neoformans / drug effects
  • Hemolysis
  • Lysophospholipase / antagonists & inhibitors
  • Lysophospholipase / metabolism
  • Microbial Sensitivity Tests
  • Phospholipase A2 Inhibitors
  • Phospholipases A2 / metabolism
  • Pyridinium Compounds / chemical synthesis*
  • Pyridinium Compounds / chemistry
  • Pyridinium Compounds / toxicity
  • Swine

Substances

  • Antifungal Agents
  • Phospholipase A2 Inhibitors
  • Pyridinium Compounds
  • Phospholipases A2
  • Lysophospholipase