Biotransformation and pharmacokinetics of 4-(3,4-dihydroxybenzoyloxymethyl)phenyl-O-beta-D-glucopyranoside, an antioxidant isolated from Origanum vulgare.
4-(3,4-Dihydroxybenzoyloxymethyl)phenyl- O-beta-D-glucopyranoside (OV-16) is a polyphenolic glycoside isolated from oregano (Origanum vulgare L.), which is a popular Chinese herb and a common spice in Western diet. To understand the biotransformation and pharmacokinetics of OV-16, rats were orally administered OV-16 and oregano decoction. Blood samples were withdrawn at specific time points. The presence of OV-16 and its metabolites protocatechuic acid (PCA) and p-hydroxybenzyl alcohol (HBA) in serum were determined by HPLC method, whereas their conjugated metabolites were assayed indirectly through hydrolysis with beta-glucuronidase and sulfatase. Our results showed that when OV-16 was orally administered, free forms of OV-16, PCA, and HBA were not present in blood and the major metabolites were the glucuronides/sulfates of PCA and HBA sulfate. The serum metabolites of OV-16 exhibited free radical scavenging activity. When oregano decoction was given, the glucuronides and sulfates of PCA were the major metabolites in blood.
Lin
Shiuan-Pey
SP
Graduate Institute of Pharmaceutical Chemistry and School of Pharmacy, China Medical University, Taichung 40402, Taiwan.
Tsai
Shang-Yuan
SY
Lin
Yun-Lian
YL
Kuo
Sheng-Chu
SC
Hou
Yu-Chi
YC
Chao
Pei-Dawn Lee
PD
D000818:Animals; D000975:Antioxidants / Q000302:isolation & purification* / Q000493:pharmacokinetics*; D001592:Benzyl Alcohols / Q000097:blood; D002851:Chromatography, High Pressure Liquid; D020719:Glucuronides / Q000097:blood; D062385:Hydroxybenzoates / Q000097:blood; D008297:Male; D008757:Methylglucosides / Q000097:blood / Q000378:metabolism* / Q000493:pharmacokinetics*; D031341:Origanum / Q000737:chemistry*; D051381:Rats; D017207:Rats, Sprague-Dawley; D013431:Sulfates / Q000097:blood
C529825:4-(3,4-dihydroxybenzoyloxymethyl)phenyl-O-beta-D-glucopyranoside; D000975:Antioxidants; D001592:Benzyl Alcohols; D020719:Glucuronides; D062385:Hydroxybenzoates; D008757:Methylglucosides; D013431:Sulfates; C018966:4-hydroxybenzyl alcohol; C009091:protocatechuic acid