The synthesis and antifungal activity of N-alkylated analogs of echinocandin B

J Antibiot (Tokyo). 1997 Jul;50(7):562-6. doi: 10.7164/antibiotics.50.562.

Abstract

The synthesis and biological activity of a series of N-alkylated derivatives of echinocandin B are described and compared with the N-acylated analogs. The linear, rigid geometry of the side chain that was essential to improve the antifungal potency of the N-acylated series gave similar in vitro results with the N-alkylated derivatives. However the slight structural variation forfeited all in vivo activity.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / chemistry*
  • Antifungal Agents / pharmacology*
  • Candidiasis / drug therapy*
  • Chromatography, High Pressure Liquid
  • Echinocandins
  • Fungal Proteins*
  • Humans
  • Mass Spectrometry
  • Mice
  • Microbial Sensitivity Tests
  • Peptides*
  • Peptides, Cyclic*

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Echinocandins
  • Fungal Proteins
  • Peptides
  • Peptides, Cyclic
  • echinocandin B