Inhibitory effects of conjugated epicatechin metabolites on peroxynitrite-mediated nitrotyrosine formation

Midori Natsume, Naomi Osakabe, Akiko Yasuda, Toshihiko Osawa, Junji Terao

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Previously, we identified four metabolites of (-)-epicatechin in blood and urine: (-)-epicatechin-3′-O-glucuronide (E3′G), 4′-O-methyl-(- )-epicatechin-3′-O-glucuronide (4′ME3′G), (-)-epicatechin-7-O- glucuronide (E7G), and 3′-O-methyl-(-)-epicatechin-7-O-glucuronide (3′ME7G) (Natsume et al. Free Radical Biol. Med. 34, 840-849, 2003). The aim of the current study was to compare the antioxidative activities of these metabolites with that of their parent compound. After oral administration of (-)-epicatechin, E3′G and 4′ME3′G were isolated from human urine, and E7G and 3′ME7G isolated from rat urine. We found that these compounds inhibited peroxynitrite-mediated tyrosine nitration, in the following order of potency: E3′G > (-)-epicatechin > E7G = 3′ME7G. = 4′ME3′G. These results demonstrate that the metabolites of (-)-epicatechin retain antioxidative activity on peroxynitrite-induced oxidative damages to some extent.

Original languageEnglish
Pages (from-to)50-53
Number of pages4
JournalJournal of Clinical Biochemistry and Nutrition
Volume42
Issue number1
DOIs
Publication statusPublished - 2008 Jan
Externally publishedYes

Fingerprint

Peroxynitrous Acid
Catechin
epicatechin
Metabolites
metabolites
Glucuronides
urine
3-nitrotyrosine
Nitration
antioxidant activity
Free Radicals
Tyrosine
epicatechin-3'-O-glucuronide
Rats
Blood

Keywords

  • (-)-epicatechin
  • Glucuronide
  • Metabolites
  • Nitrotyrosine
  • Peroxynitrite

ASJC Scopus subject areas

  • Medicine (miscellaneous)
  • Food Science

Cite this

Inhibitory effects of conjugated epicatechin metabolites on peroxynitrite-mediated nitrotyrosine formation. / Natsume, Midori; Osakabe, Naomi; Yasuda, Akiko; Osawa, Toshihiko; Terao, Junji.

In: Journal of Clinical Biochemistry and Nutrition, Vol. 42, No. 1, 01.2008, p. 50-53.

Research output: Contribution to journalArticle

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