Pneumocandins From Zalerion Arboricola. III. Structure Elucidation

J Antibiot (Tokyo). 1992 Dec;45(12):1875-85. doi: 10.7164/antibiotics.45.1875.

Abstract

Pneumocandin B0 (6) and six related lipopeptides are antifungal and anti-Pneumocystis carinii agents from mutants of Zalerion arboricola, whose structures were determined mainly on the basis of spectroscopic analysis. They belong, along with pneumocandin A0 (L-671,329) previously isolated from these laboratories, to the echinocandin class of antifungal agents. The product from base-catalyzed ring opening involving the hemiaminal position of the dihydroxyornithine residue of B0, has been clearly defined as 6b. Modifications were limited to the 3-hydroxy-4-methylproline, 3,4-dihydroxyhomotyrosine and 4,5-dihydroxyornithine residues of pneumocandin A0.

MeSH terms

  • Anti-Bacterial Agents*
  • Antifungal Agents / chemistry*
  • Antifungal Agents / pharmacology
  • Antiviral Agents / chemistry
  • Candida albicans / drug effects
  • Crystallography
  • Echinocandins
  • Magnetic Resonance Spectroscopy
  • Mitosporic Fungi / chemistry*
  • Peptides*
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / pharmacology
  • Pneumocystis / drug effects
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Antiviral Agents
  • Echinocandins
  • Peptides
  • Peptides, Cyclic
  • pneumocandin A(0)
  • pneumocandin B(0)