Aladapcin, a new microbial metabolite that enhances host resistance against bacterial infection. Production, isolation, physico-chemical properties and biological activities

J Antibiot (Tokyo). 1990 Jun;43(6):634-8. doi: 10.7164/antibiotics.43.634.

Abstract

We have constructed a new screening system for detecting microbial products that enhance host resistance against bacterial infection. It was found that a new compound with such activity is produced by a soil isolate classified as Nocardia sp. SANK 60484. The compound was isolated from the culture filtrate of the organism and named aladapcin after its amino acid composition. Aladapcin was obtained as an amphoteric white amorphous powder with the molecular formula, C13H25N5O5. It consists of 2 mol of D-alanine and 1 mol of meso-diaminopimelic acid. From the analysis of IR, 1H NMR and FAB-MS spectra, the structure was assigned to be a tripeptide. Aladapcin enhanced host resistance against an experimental Escherichia coli infection in mice at doses ranging between 1 and 100 micrograms/kg.

MeSH terms

  • Adjuvants, Immunologic / analysis
  • Adjuvants, Immunologic / biosynthesis*
  • Adjuvants, Immunologic / isolation & purification
  • Adjuvants, Immunologic / pharmacology
  • Animals
  • Dose-Response Relationship, Drug
  • Escherichia coli Infections / immunology*
  • Fermentation
  • Immunity, Active / drug effects
  • Magnetic Resonance Spectroscopy
  • Male
  • Mass Spectrometry
  • Mice
  • Mice, Inbred ICR
  • Molecular Structure
  • Nocardia / metabolism*
  • Oligopeptides / analysis
  • Oligopeptides / biosynthesis*
  • Oligopeptides / isolation & purification
  • Oligopeptides / pharmacology
  • Soil Microbiology
  • Spectrophotometry, Infrared

Substances

  • Adjuvants, Immunologic
  • Oligopeptides
  • aladapcin