Microbial transformation of antibiotics. Clindamycin ribonucleotides

J Antibiot (Tokyo). 1977 Jun;30(6):474-87. doi: 10.7164/antibiotics.30.474.

Abstract

Addition of clindamycin to whole-cell cultures of Streptomyces coelicolor Müller resulted in the loss of in vitro activity against organisms sensitive to clindamycin. Incubation of such culture filtrates with crude alkaline phosphatase generated a biologically active material identified as clindamycin. Fermentation broths containing inactivated clindamycin yielded clindamycin 3-ribonucleotides and clindamycin 3-phosphate the structure of which was established by physicochemical and enzymatic means. Attempts to transform clindamycin to clindamycin 3-ribonucleotides by lysates or partially purified enzyme preparations from S. coelicolor have failed.

MeSH terms

  • Animals
  • Bacteria / drug effects
  • Biotransformation
  • Cell-Free System / metabolism
  • Chemical Phenomena
  • Chemistry
  • Chromatography, Ion Exchange
  • Chromatography, Thin Layer
  • Clindamycin / isolation & purification
  • Clindamycin / metabolism*
  • Clindamycin / pharmacology
  • Fermentation
  • Hydrolysis
  • Magnetic Resonance Spectroscopy
  • Mice
  • Organophosphorus Compounds / metabolism
  • Oxidation-Reduction
  • Ribonucleotides / metabolism
  • Streptomyces / metabolism*
  • Streptomyces / ultrastructure
  • Time Factors

Substances

  • Organophosphorus Compounds
  • Ribonucleotides
  • Clindamycin