Polyoxypeptin isolated from Streptomyces: A bioactive cyclic depsipeptide containing the novel amino acid 3-hydroxy-3-methylproline

Kazuo Umezawa, Kumi Nakazawa, Toshio Uemura, Yoko Ikeda, Shinichi Kondo, Hiroshi Naganawa, Naoko Kinoshita, Hideki Hashizume, Masa Hamada, Tomio Takeuchi, Shigeru Ohba

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Abstract

Polyoxypeptin, a potent inducer of apoptosis in human pancreatic carcinoma cells, was isolated from an ethyl acetate extract of a Streptomyces culture broth. Structural determination by 2D-NMR and X-ray crystallographic analysis revealed that it is a novel cyclic hexadepsipeptide containing five hydroxylated amino acids. The unusual and hitherto unreported amino acid 3-hydroxy-3-methylproline was one of them.

Original languageEnglish
Pages (from-to)1389-1392
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number11
DOIs
Publication statusPublished - 1998 Mar 12

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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    Umezawa, K., Nakazawa, K., Uemura, T., Ikeda, Y., Kondo, S., Naganawa, H., Kinoshita, N., Hashizume, H., Hamada, M., Takeuchi, T., & Ohba, S. (1998). Polyoxypeptin isolated from Streptomyces: A bioactive cyclic depsipeptide containing the novel amino acid 3-hydroxy-3-methylproline. Tetrahedron Letters, 39(11), 1389-1392. https://doi.org/10.1016/S0040-4039(98)00031-8