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 language | English |
|---|---|
| Pages (from-to) | 50-53 |
| Number of pages | 4 |
| Journal | Journal of Clinical Biochemistry and Nutrition |
| Volume | 42 |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - 2008 Jan |
| Externally published | Yes |
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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 journal › Article
}
TY - JOUR
T1 - Inhibitory effects of conjugated epicatechin metabolites on peroxynitrite-mediated nitrotyrosine formation
AU - Natsume, Midori
AU - Osakabe, Naomi
AU - Yasuda, Akiko
AU - Osawa, Toshihiko
AU - Terao, Junji
PY - 2008/1
Y1 - 2008/1
N2 - 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.
AB - 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.
KW - (-)-epicatechin
KW - Glucuronide
KW - Metabolites
KW - Nitrotyrosine
KW - Peroxynitrite
UR - http://www.scopus.com/inward/record.url?scp=39149092347&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=39149092347&partnerID=8YFLogxK
U2 - 10.3164/jcbn.2008008
DO - 10.3164/jcbn.2008008
M3 - Article
VL - 42
SP - 50
EP - 53
JO - Journal of Clinical Biochemistry and Nutrition
JF - Journal of Clinical Biochemistry and Nutrition
SN - 0912-0009
IS - 1
ER -