ELUCIDATION OF THE STRUCTURE OF OLIVORETIN A AND D (TELEOCIDIN B)

Shinichiro Sakai; Norio Aimi; Keiichi Yamaguchi; Yukio Hitotsuyanagi; Chitoshi Watanabe; Kazuteru Yokose; Yasumasa Koyama; Koichi Shudo; Akiko Itai

doi:10.1248/cpb.32.354

Shinichiro Sakai, Norio Aimi, Keiichi Yamaguchi, Yukio Hitotsuyanagi, Chitoshi Watanabe, Kazuteru Yokose, Yasumasa Koyama, Koichi Shudo, Akiko Itai

Author information

Shinichiro Sakai
Norio Aimi
Keiichi Yamaguchi
Yukio Hitotsuyanagi
Chitoshi Watanabe
Kazuteru Yokose
Yasumasa Koyama
Koichi Shudo
Akiko Itai
Author's Organization：
Faculty of Pharmaceutical Sciences, Chiba University
Faculty of Pharmaceutical Sciences, Chiba University
Faculty of Pharmaceutical Sciences, Chiba University
Faculty of Pharmaceutical Sciences, Chiba University
Faculty of Pharmaceutical Sciences, Chiba University
Faculty of Pharmaceutical Sciences, Chiba University
School of Pharmaceutical Sciences, Toho University
Faculty of Pharmaceutical Sciences, University of Tokyo
Faculty of Pharmaceutical Sciences, University of Tokyo

Keywords: X-ray analysis

JOURNAL FREE ACCESS

1984 Volume 32 Issue 1 Pages 354-357

DOI https://doi.org/10.1248/cpb.32.354

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Abstract

The known metabolites, indole-3-aldehyde, indole-3-carboxylic acid, cyclo-Leu-Val, cyclo-Pro-Leu and phenyl acetamide were isolated from Streptoverticillium olivoreticuli together with pimprinin derivatives. Four more complex natural products having strong vesicatory toxicity, olivoretin A, B, C and D, were also isolated and based on the chemical correlation with D, A was proved to be O-methyl olivoretin D. By X-ray analysis the structure of olivoretin D, having strong epigenetic activities, was found to have exactly the same structure as teleocidin B.

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