Antiprotealide is a natural product

J Nat Prod. 2009 Feb 27;72(2):295-7. doi: 10.1021/np800578e.

Abstract

Large-scale fermentation of the marine actinomycete Salinispora tropica for production of salinosporamide A (NPI-0052; 1) clinical trials materials provided crude extracts containing minor secondary metabolites, including salinosporamide B (2) and a new congener, 3. Spectroscopic characterization revealed that 3 is identical to antiprotealide, a molecular hybrid of 20S proteasome inhibitors 1 and omuralide (4) not previously described as a natural product. Analysis of crude extracts from shake flask cultures of three wild-type S. tropica strains confirmed the production of antiprotealide at 1.1, 0.8, and 3.0 mg/L. Thus, antiprotealide is a natural product metabolite of S. tropica.

MeSH terms

  • Actinobacteria / chemistry*
  • Animals
  • Biological Products / chemistry*
  • Biological Products / isolation & purification*
  • Biological Products / pharmacology
  • Drug Screening Assays, Antitumor
  • Humans
  • Inhibitory Concentration 50
  • Lactams / chemistry*
  • Lactams / isolation & purification*
  • Lactams / pharmacology
  • Lactones / chemistry*
  • Lactones / isolation & purification*
  • Lactones / pharmacology
  • Marine Biology
  • Molecular Structure
  • Proteasome Endopeptidase Complex
  • Pyrroles / chemistry*
  • Pyrroles / isolation & purification*
  • Pyrroles / pharmacology
  • Rabbits

Substances

  • Biological Products
  • Lactams
  • Lactones
  • Pyrroles
  • antiprotealide
  • omuralide
  • marizomib
  • Proteasome Endopeptidase Complex