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

doi:10.1016/S0040-4039(98)00031-8

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

Department of Humanities and Social Sciences

Research output: Contribution to journal › Article › peer-review

58 Citations (Scopus)

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 language	English
Pages (from-to)	1389-1392
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	11
DOIs	https://doi.org/10.1016/S0040-4039(98)00031-8
Publication status	Published - 1998 Mar 12

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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

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.",

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

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T1 - Polyoxypeptin isolated from Streptomyces

T2 - A bioactive cyclic depsipeptide containing the novel amino acid 3-hydroxy-3-methylproline

AU - Umezawa, Kazuo

AU - Nakazawa, Kumi

AU - Uemura, Toshio

AU - Ikeda, Yoko

AU - Kondo, Shinichi

AU - Naganawa, Hiroshi

AU - Kinoshita, Naoko

AU - Hashizume, Hideki

AU - Hamada, Masa

AU - Takeuchi, Tomio

AU - Ohba, Shigeru

PY - 1998/3/12

Y1 - 1998/3/12

N2 - 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.

AB - 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.

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DO - 10.1016/S0040-4039(98)00031-8

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

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

Abstract

ASJC Scopus subject areas

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