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 Citations (Scopus)

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

Fingerprint

Valinomycin
Actinobacteria
Antineoplastic Agents
Streptomyces
Malaysia
Cell growth
Growth
Fungi
Feces
Bacteria
Animals
Soil
Nuclear magnetic resonance
montanastatin
Anti-Bacterial Agents
Soils
Neoplasms

Keywords

  • Actinomycete
  • Anticancer
  • Antimicrobial
  • Montanastatin
  • Valinomycin

ASJC Scopus subject areas

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

Cite this

Antineoplastic agents. Part 409 : Isolation and structure of montanastatin from a terrestrial actinomycete. / Pettit, George; Tan, Rui; Melody, Noeleen; Kielty, Joshua M.; Pettit, Robin; Herald, Delbert L.; Tucker, Bruce E.; Mallavia, Louis P.; Doubek, Dennis L.; Schmidt, Jean M.

In: Bioorganic and Medicinal Chemistry, Vol. 7, No. 5, 05.1999, p. 895-899.

Research output: Contribution to journalArticle

Pettit, G, Tan, R, Melody, N, Kielty, JM, Pettit, R, Herald, DL, Tucker, BE, Mallavia, LP, Doubek, DL & Schmidt, JM 1999, 'Antineoplastic agents. Part 409: Isolation and structure of montanastatin from a terrestrial actinomycete', Bioorganic and Medicinal Chemistry, vol. 7, no. 5, pp. 895-899. https://doi.org/10.1016/S0968-0896(99)00024-3
Pettit, George ; Tan, Rui ; Melody, Noeleen ; Kielty, Joshua M. ; Pettit, Robin ; Herald, Delbert L. ; Tucker, Bruce E. ; Mallavia, Louis P. ; Doubek, Dennis L. ; Schmidt, Jean M. / Antineoplastic agents. Part 409 : Isolation and structure of montanastatin from a terrestrial actinomycete. In: Bioorganic and Medicinal Chemistry. 1999 ; Vol. 7, No. 5. pp. 895-899.
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