Himastatin, a new antitumor antibiotic from Streptomyces hygroscopicus. III. Structural elucidation

J Antibiot (Tokyo). 1996 Mar;49(3):299-311. doi: 10.7164/antibiotics.49.299.


The structure of the antitumor antibiotic himastatin was determined using a combination of spectroscopic and chemical degradation techniques. Himastatin is a unique dimeric cyclohexadepsipeptide joined through a biphenyl linkage between two oxidized tryptophan units. The gross structure of the dimer was established through degradative ozonolysis. Himastatin consists of D-valine, D-threonine, L-leucine, L-alpha-hydroxyisovaleric acid, (3R,5R)-5-hydroxypiperazic acid, and (2R,3aR,8aR)-3a-hydroxyhexahydropyrrolo[2,3b]indole 2-carboxylic acid subunits.

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Antibiotics, Antineoplastic / biosynthesis
  • Antibiotics, Antineoplastic / chemistry*
  • Antibiotics, Antineoplastic / pharmacology
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Molecular Structure
  • Peptides, Cyclic / biosynthesis
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / pharmacology
  • Spectrometry, Mass, Fast Atom Bombardment
  • Spectrophotometry, Ultraviolet
  • Stereoisomerism
  • Streptomyces / metabolism
  • Tumor Cells, Cultured


  • Antibiotics, Antineoplastic
  • Peptides, Cyclic
  • himastatin