Epiderstatin

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Structure

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 (λ_max 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)

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)

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)

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) [ 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)

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)