Antineoplastic agents. Part 409: Isolation and structure of montanastatin from a terrestrial actinomycete

George Pettit, Rui Tan, Noeleen Melody, Joshua M. Kielty, Robin Pettit, Delbert L. Herald, Bruce E. Tucker, Louis P. Mallavia, Dennis L. Doubek, Jean M. Schmidt

Research output: Contribution to journalArticle

21 Scopus citations

Abstract

A Montana soil actinomycete, Streptomyces anulatus, produced (1x10-2% yield) a new cancer cell growth inhibitory cyclooctadepsipeptide named montanastatin (1) accompanied by the potent anticancer antibiotic valinomycin (2) in very high (5.1%) yields. Valinomycin but not montanastatin inhibited growth of a number of pathogenic bacteria and fungi. Interpretation of high-field (500MHz) NMR and high-resolution FAB mass spectral data allowed assignment of the structure cyclo-(d-Val-l-Lac-l-Val-d-Hiv) to montanastatin. Valinomycin (2) was also isolated from actinomycetes cultured from a tree branch and animal feces collected in Malaysia. Streptomyces exfoliatus, isolated from the tree branch, was found to contain valinomycin in 1.6% yield, while the fecal isolate, S. anulatus, gave valinomycin in 0.9% yield. Copyright (C) 1999 Elsevier Science Ltd.

Original languageEnglish (US)
Pages (from-to)895-899
Number of pages5
JournalBioorganic and Medicinal Chemistry
Volume7
Issue number5
DOIs
StatePublished - May 1999

Keywords

  • Actinomycete
  • Anticancer
  • Antimicrobial
  • Montanastatin
  • Valinomycin

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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    Pettit, G., Tan, R., Melody, N., Kielty, J. M., Pettit, R., Herald, D. L., Tucker, B. E., Mallavia, L. P., Doubek, D. L., & Schmidt, J. M. (1999). Antineoplastic agents. Part 409: Isolation and structure of montanastatin from a terrestrial actinomycete. Bioorganic and Medicinal Chemistry, 7(5), 895-899. https://doi.org/10.1016/S0968-0896(99)00024-3