Apicularens A and B, new cytostatic macrolides from Chondromyces species (myxobacteria): production, physico-chemical and biological properties

J Antibiot (Tokyo). 1998 Dec;51(12):1075-80. doi: 10.7164/antibiotics.51.1075.

Abstract

A novel macrolide, apicularen A, was produced by several species of the genus Chondromyces. Initially it was discovered by bioassay-guided RP-HPLC-fractionation of culture extracts of Chondromyces robustus, strain Cm a13. Apicularen A showed no antimicrobial activity, but was highly cytotoxic for cultivated human and animal cells, with IC50 values ranging between 0.1 and 3 ng/ml. A cometabolite of apicularen A, the N-acetylglucosamine glycoside apicularen B, was distinctly less cytotoxic with IC50 values between 0.2 and 1.2 microg/ml, and showed weak activity against a few Gram-positive bacteria. Apicularen A is chemically closely related to the salicylihalamides A and B from the marine sponge Haliclona sp.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / biosynthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antibiotics, Antineoplastic / biosynthesis
  • Antibiotics, Antineoplastic / chemistry
  • Antibiotics, Antineoplastic / pharmacology*
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry
  • Bridged Bicyclo Compounds, Heterocyclic / metabolism
  • Bridged Bicyclo Compounds, Heterocyclic / pharmacology*
  • Chemical Phenomena
  • Chemistry, Physical
  • Drug Screening Assays, Antitumor
  • Gram-Positive Bacteria / drug effects
  • Humans
  • Macrolides*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Myxococcales / metabolism*
  • Porifera / chemistry
  • Tumor Cells, Cultured

Substances

  • Anti-Bacterial Agents
  • Antibiotics, Antineoplastic
  • Bridged Bicyclo Compounds, Heterocyclic
  • Macrolides
  • apicularen A
  • apicularen B