Synthesis and antifungal activities of novel 1,3-beta-D-glucan synthase inhibitors. Part 1

Bioorg Med Chem Lett. 2001 Feb 12;11(3):395-8. doi: 10.1016/s0960-894x(00)00678-8.

Abstract

Highly potent 1,3-beta-D-glucan synthase inhibitors 10, 11 and 13 have been identified by the chemical modification of the fungicidal macrocyclic lipopeptidolactone, RO-09-3655 (1), isolated from the cultured broth of Deuteromycotinia spp. D-Ornithine derivative (10) showed improved antifungal activity in the systemic candidiasis model in mice and reduced hepatotoxicity in vitro, as compared with 1.

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*
  • Candida albicans / drug effects
  • Candidiasis / complications
  • Candidiasis / drug therapy
  • Combinatorial Chemistry Techniques
  • Disease Models, Animal
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Glucosyltransferases / antagonists & inhibitors*
  • Inclusion Bodies / drug effects
  • Inclusion Bodies / microbiology
  • Inhibitory Concentration 50
  • Lactones / chemical synthesis
  • Lactones / chemistry
  • Lactones / pharmacology
  • Liver / drug effects
  • Liver / microbiology
  • Liver / pathology
  • Membrane Proteins*
  • Mice
  • Microbial Sensitivity Tests
  • Peptides
  • Schizosaccharomyces pombe Proteins*
  • Structure-Activity Relationship
  • Survival Rate
  • Therapeutic Equivalency

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Enzyme Inhibitors
  • Lactones
  • Membrane Proteins
  • Peptides
  • Schizosaccharomyces pombe Proteins
  • Glucosyltransferases
  • 1,3-beta-glucan synthase