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

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

6 Citations (Scopus)

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.

Original language	English
Pages (from-to)	1415-1417
Number of pages	3
Journal	Bioscience, Biotechnology and Biochemistry
Volume	61
Issue number	8
DOIs	https://doi.org/10.1271/bbb.61.1415
Publication status	Published - Jan 1997
Externally published	Yes

Keywords

(–)-indolactam-V
Conformation
Indolactone-V
Protein kinase C
Teleocidin
Tumor promoter

ASJC Scopus subject areas

Biotechnology
Analytical Chemistry
Biochemistry
Applied Microbiology and Biotechnology
Molecular Biology
Organic Chemistry

Access to Document

10.1271/bbb.61.1415

Fingerprint Dive into the research topics of 'Synthesis and Biological Activities of Indolactone-V, the Lactone Analogue of the Tumor Promoter (–)-Indolactam-V'. Together they form a unique fingerprint.

Cite this

@article{a5e645237f674b248e6e387b6857ae9c,

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",

month = jan,

doi = "10.1271/bbb.61.1415",

language = "English",

volume = "61",

pages = "1415--1417",

journal = "Bioscience, Biotechnology and Biochemistry",

issn = "0916-8451",

publisher = "Japan Society for Bioscience Biotechnology and Agrochemistry",

number = "8",

}

TY - JOUR

T1 - Synthesis and Biological Activities of Indolactone-V, the Lactone Analogue of the Tumor Promoter (–)-Indolactam-V

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.

PY - 1997/1

Y1 - 1997/1

N2 - 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.

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

UR - http://www.scopus.com/inward/record.url?scp=0031201509&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0031201509&partnerID=8YFLogxK

U2 - 10.1271/bbb.61.1415

DO - 10.1271/bbb.61.1415

M3 - Article

C2 - 9301127

AN - SCOPUS:0031201509

VL - 61

SP - 1415

EP - 1417

JO - Bioscience, Biotechnology and Biochemistry

JF - Bioscience, Biotechnology and Biochemistry

SN - 0916-8451

IS - 8

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Cite this