TMC-86A, B and TMC-96, new proteasome inhibitors from Streptomyces sp. TC 1084 and Saccharothrix sp. TC 1094. I. Taxonomy, fermentation, isolation, and biological activities

J Antibiot (Tokyo). 1999 Dec;52(12):1069-76. doi: 10.7164/antibiotics.52.1069.

Abstract

TMC-86A, B and TMC-96, new 20S proteasome inhibitors with an epoxy-beta-aminoketone moiety, were isolated from the fermentation broth of Streptomyces sp. TC 1084 and Saccharothrix sp. TC 1094, respectively. TMC-86A, B and TMC-96 inhibited the chymotrypsin-like and peptidylglutamyl-peptide hydrolyzing activities of 20S proteasome with the following IC50 values: TMC-86A, 5.1 microM and 3.7microM; TMC-86B, 1.1 microM and 31 microM; TMC-96, 2.9 microM and 3.5 microM, respectively. TMC-86A, B and TMC-96 exhibited the weak inhibitory activity against the trypsin-like activity of 20S proteasome with IC50 values of 51 microM, 250 microM, and 36 microM, respectively. They did not inhibit m-calpain, cathepsin L, and trypsin at 100 microM, suggesting their high specificity for proteasome. Taxonomy of the producing strains is also described.

MeSH terms

  • Actinomycetales / metabolism*
  • Animals
  • Cysteine Endopeptidases / drug effects*
  • Dipeptides / isolation & purification*
  • Dipeptides / pharmacology
  • Fermentation
  • Humans
  • Mice
  • Multienzyme Complexes / drug effects*
  • Protease Inhibitors / isolation & purification*
  • Protease Inhibitors / pharmacology
  • Proteasome Endopeptidase Complex
  • Streptomyces / classification
  • Streptomyces / metabolism*

Substances

  • Dipeptides
  • Multienzyme Complexes
  • Protease Inhibitors
  • TMC 86A
  • TMC 86B
  • TMC 96
  • Cysteine Endopeptidases
  • Proteasome Endopeptidase Complex