Syntheses and antifungal activities of novel 3-amido bearing pseudomycin analogues

Bioorg Med Chem Lett. 2001 Apr 9;11(7):903-7. doi: 10.1016/s0960-894x(01)00101-9.

Abstract

As a result of our core SAR effort, we discovered a large number of 3-amido pseudomycin B (PSB) analogues (e.g., 4e LY448212 and 5b LY448731) that retain good in vitro and in vivo (IP) activities against Candida and Cryptococcus without inherent tail vein irritation. Several dimethylamino termini bearing 3-amides (e.g., 5b) also exhibited improved potency against Aspergillus in vitro. When evaluated in a two-week rat toxicology study, it was found that all animals receiving 4e (up to 75 mg/kg) were found to be normal. On the basis of these observations, we are convinced that it is possible to broaden the antifungal spectrum and improve the safety profile of pseudomycin analogues at the same time.

MeSH terms

  • Amides / chemical synthesis*
  • Amides / pharmacology
  • Animals
  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / pharmacology*
  • Antifungal Agents / toxicity
  • Aspergillosis / drug therapy
  • Aspergillus / drug effects*
  • Candida / drug effects*
  • Candidiasis / drug therapy
  • Cryptococcus / drug effects*
  • Male
  • Mice
  • Microbial Sensitivity Tests
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / pharmacology*
  • Peptides, Cyclic / toxicity
  • Rats
  • Structure-Activity Relationship
  • Toxicity Tests

Substances

  • Amides
  • Antifungal Agents
  • Peptides, Cyclic
  • pseudomycin B