ケミカルバイオロジー研究グループ(終了)

Epiderstatin

Structure
NPEdia Epiderstatin
Producing organism
Streptomyces pulveraceus subsp. epiderstagenes
Biological activity
anti-bacteriophage activity
Abstract
Inhibitors of mitogenic activity induced by epidermal growth factor (EGF) were screened from culture broths of soil microorganisms. A strain of actinomycetes has been found to produce a new glutarimide antibiotic named epiderstatin which inhibits the incorporation of [3H]thymidine into quiescent animal cells stimulated by EGF. Taxonomic studies have revealed that the producing strain belongs to a subspecies of Streptomyces pulveraceus, thus the name, Streptomyces pulveraceus subsp. epiderstagenes was given to this strain. The molecular formula (C15H20N2O4) and UV profile (λmax 295 nm) of the antibiotic are distinct from other known antibiotics. It inhibited the incorporation of [3H]thymidine into quiescent cells stronger than into growing cells.
References
isolation and structural determination
  • Osada H, Sonoda T, Kusakabe H, Isono K.: Epiderstatin, a new inhibitor of the mitogenic activity induced by epidermal growth factor. I. Taxonomy, fermentation, isolation and characterization.
    J Antibiot, 42(11): 1599-1606 (1989) PMID: 2584144
  • Sonoda T, Osada H, Uramoto M, Uzawa J, Isono K.: Epiderstatin, a new inhibitor of the mitogenic activity induced by epidermal growth factor. II. Structure elucidation.
    J Antibiot, 42(11): 1607-1609 (1989) PMID: 2486307
  • Sonoda T, Kobayashi K, Ubukata M, Osada H, Isono K.: Absolute configuration of epiderstatin, a new glutarimide antibiotic produced by Streptomyces pulveraceus.
    J Antibiot, 45(12): 1963-1965 (1992) PMID: 1490889
  • biological activity
  • Osada H, Sasaki M, Sonoda T, Isono K.: Epiderstatin induces the flat reversion of NRK cells transformed by temperature-sensitive Rous sarcoma virus.
    Biosci Biotechnol Biochem, 56(11): 1801-1806 (1992) PMID: 1369411 [ doi: 10.1271/bbb.56.1801 ]
  • Osada H, Kikuchi K, Makishima F, Isono K.: Inhibitory action of epiderstatin on EGF-stimulated growth of mouse epidermal. BALB/MK cells without direct effect on protein kinase activities.
    Oncol Res, 6(1): 11-17 (1994) PMID: 7919547
  • synthesis
  • Ubukata M, Rani BR, Cui CB, Osada H.: Preparation of optically active epiderstatin and its stereoisomers--epiderstatin is not a real inhibitor of the mitogenic activity induced by epidermal growth factor.
    J Antibiot, 48(10): 1176-1178 (1995) PMID: 7490230
  • Additional information