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Antineoplastic agents. Part 409: Isolation and structure of montanastatin from a terrestrial actinomycete[1]1 Dedicated to the memory of Professor Sir Derek H. R. Barton (1918–1998), a great chemist and friend.1

Authors
Journal
Bioorganic & Medicinal Chemistry
0968-0896
Publisher
Elsevier
Publication Date
Volume
7
Issue
5
Identifiers
DOI: 10.1016/s0968-0896(99)00024-3
Keywords
  • Montanastatin
  • Valinomycin
  • Actinomycete
  • Anticancer
  • Antimicrobial

Abstract

Abstract A Montana soil actinomycete, Streptomyces anulatus, produced (1×10 −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 (500 MHz) 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.

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