In vitro activity of a new antifungal azolyl-substituted indole against Aspergillus fumigatus

J Enzyme Inhib Med Chem. 2002 Dec;17(6):425-9. doi: 10.1080/1475636021000005686.

Abstract

A new 2-(alpha-azolylbenzyl)indole derivative exhibited high in vitro activity against 10 strains of Aspergillus fumigatus. This active compound, MT18n, had MIC of 2 microg/mL and is slightly less active than itraconazole and amphotericin B. The mechanism of action of this compound was evaluated through scanning electron microscopy, ergosterol biosynthesis inhibition and phospholipase A2-like activity inhibition studies. Scanning electron microscopy allowed observation of the membrane perturbations caused by MT18n and inference of a critical role of MT18n in membrane synthesis inhibition. Like other azole derivatives MT18n inhibits ergosterol biosynthesis, with a minimal inhibitory concentration of 6 microM. On the other hand, MT18n (10 microM) decreased the secreted phospholipase A2-like activity of Aspergillus fumigatus, an enzyme involved in the invasion process of the host. These results show the high in vitro activity of MT18n against Aspergillus fumigatus and suggest that this compound disturbs the membrane structure via ergosterol biosynthesis inhibition and exhibits phospholipase activity inhibition.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amphotericin B / pharmacology
  • Antifungal Agents / chemistry*
  • Antifungal Agents / pharmacology*
  • Aspergillus fumigatus / drug effects*
  • Aspergillus fumigatus / enzymology
  • Aspergillus fumigatus / metabolism
  • Ergosterol / antagonists & inhibitors
  • Ergosterol / biosynthesis
  • Hyphae / drug effects
  • Hyphae / ultrastructure
  • Indoles / chemistry*
  • Indoles / pharmacology*
  • Itraconazole / pharmacology
  • Microbial Sensitivity Tests
  • Microscopy, Electron, Scanning
  • Phospholipases A / metabolism
  • Phospholipases A2

Substances

  • Antifungal Agents
  • Indoles
  • Itraconazole
  • Amphotericin B
  • Phospholipases A
  • Phospholipases A2
  • Ergosterol