The amide hydrogen of (-)-indolactam-V and benzolactam-V8's plays a critical role in protein kinase C binding and tumor-promoting activities

Yu Nakagawa, Kazuhiro Irie, Yoshimasa Nakamura, Hajime Ohigashi

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

To investigate the role of the amide hydrogen of (-)-indolactam-V (1) and benzolactam-V8's on protein kinase C (PKC) binding and tumor promotion. 8-decylbenzolactone-V8 (6), a new lactone analogue of 8-decylbenzolactam-V8 (4), was synthesized from 2-nitrophenylpyruvic acid (7) in 11 steps. The PKC binding ability and tumor-promoting activities in vitro of 6 were much lower than those of 1 and 4, suggesting that the amide hydrogen of 1 and benzolactam-V8's plays a critical role in tumor promotion, However, it is noteworthy that 6 showed significant selectivity in the PKC isozyme surrogate binding.

Original languageEnglish
Pages (from-to)723-728
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume11
Issue number5
DOIs
Publication statusPublished - Mar 12 2001
Externally publishedYes

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Amides
Protein Kinase C
Tumors
Hydrogen
Neoplasms
Lactones
Isoenzymes
indolactam V
2-nitrophenylpyruvic acid
In Vitro Techniques

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

The amide hydrogen of (-)-indolactam-V and benzolactam-V8's plays a critical role in protein kinase C binding and tumor-promoting activities. / Nakagawa, Yu; Irie, Kazuhiro; Nakamura, Yoshimasa; Ohigashi, Hajime.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 11, No. 5, 12.03.2001, p. 723-728.

Research output: Contribution to journalArticle

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