Synthesis and Biological Activities of Indolactone-V, the Lactone Analogue of the Tumor Promoter (–)-Indolactam-V

Yu Nakagawa; Kazuhiro Irie; Yoshimasa Nakamura; Hajime Ohigashi; Hideo Hayashi

doi:10.1271/bbb.61.1415

Synthesis and Biological Activities of Indolactone-V, the Lactone Analogue of the Tumor Promoter (–)-Indolactam-V

Yu Nakagawa, Kazuhiro Irie, Yoshimasa Nakamura, Hajime Ohigashi, Hideo Hayashi

研究成果 › 査読

6 被引用数 (Scopus)

抄録

The tumor promoter (–)-indolactam-V (1) exists in two stable conformers (twist and sofa) due to isomerization of the amide group. Indolactone-V (2), the lactone analogue of 1, has been synthesized to investigate the effects of the amide group on its conformation and biological activities. Indolactone-V (2) existed only as the inactive sofa-like conformer, indicating that the amide group of 1 plays a critical role in formation of the active twist conformation.

本文言語	English
ページ（範囲）	1415-1417
ページ数	3
ジャーナル	Bioscience, Biotechnology and Biochemistry
巻	61
号	8
DOI	https://doi.org/10.1271/bbb.61.1415
出版ステータス	Published - 1月 1997
外部発表	はい

ASJC Scopus subject areas

バイオテクノロジー
分析化学
生化学
応用微生物学とバイオテクノロジー
分子生物学
有機化学

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10.1271/bbb.61.1415

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引用スタイル

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title = "Synthesis and Biological Activities of Indolactone-V, the Lactone Analogue of the Tumor Promoter (–)-Indolactam-V",

abstract = "The tumor promoter (–)-indolactam-V (1) exists in two stable conformers (twist and sofa) due to isomerization of the amide group. Indolactone-V (2), the lactone analogue of 1, has been synthesized to investigate the effects of the amide group on its conformation and biological activities. Indolactone-V (2) existed only as the inactive sofa-like conformer, indicating that the amide group of 1 plays a critical role in formation of the active twist conformation.",

keywords = "(–)-indolactam-V, Conformation, Indolactone-V, Protein kinase C, Teleocidin, Tumor promoter",

author = "Yu Nakagawa and Kazuhiro Irie and Yoshimasa Nakamura and Hajime Ohigashi and Hideo Hayashi",

note = "Funding Information: Acknowledgments. This work was supported in part by a Grantin-Aid for Scientific Research (C) (No. 08660137) from the Ministry of Education, Science. and Culture of Japan.",

year = "1997",

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AU - Nakagawa, Yu

AU - Irie, Kazuhiro

AU - Nakamura, Yoshimasa

AU - Ohigashi, Hajime

AU - Hayashi, Hideo

N1 - Funding Information: Acknowledgments. This work was supported in part by a Grantin-Aid for Scientific Research (C) (No. 08660137) from the Ministry of Education, Science. and Culture of Japan.

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AB - The tumor promoter (–)-indolactam-V (1) exists in two stable conformers (twist and sofa) due to isomerization of the amide group. Indolactone-V (2), the lactone analogue of 1, has been synthesized to investigate the effects of the amide group on its conformation and biological activities. Indolactone-V (2) existed only as the inactive sofa-like conformer, indicating that the amide group of 1 plays a critical role in formation of the active twist conformation.

KW - (–)-indolactam-V

KW - Conformation

KW - Indolactone-V

KW - Protein kinase C

KW - Teleocidin

KW - Tumor promoter

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Synthesis and Biological Activities of Indolactone-V, the Lactone Analogue of the Tumor Promoter (–)-Indolactam-V

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