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首页> 外文期刊>Journal of Agricultural and Food Chemistry >Structural characterization of the metabolites of hydroxytyrosol, the principal phenolic component in olive oil, in rats
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Structural characterization of the metabolites of hydroxytyrosol, the principal phenolic component in olive oil, in rats

机译:大鼠肝中主要酚类成分羟基酪醇代谢产物的结构表征

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摘要

Hydroxytyrosol is quantitatively and qualitatively the principal phenolic antioxidant in olive oil. Recently it was shown that hydroxytyrosol and five metabolites were excreted in urine when hydroxytyrosol was dosed intravenously or orally in an olive oil solution to rats. The conclusive identification of three metabolites of hydroxytyrosol by MS/MS as a monosulfate conjugate, a 3-O-glucuronide conjugate, and 4-hydroxy-3-methoxyphenylacetic acid (homovanillic acid) has been established in this investigation. The structural configurations of the glucuronide conjugate and 4-hydroxy-3-methoxyphenyl acetic acid were confirmed by H-1 NMR. The radical scavenging potencies of homovanillic acid, homovanillic alcohol, hydroxytyrosol, and the metabolites were examined with the radical 2,2-diphenyl-1-picrylhydrazyl. These studies showed them to be potent antioxidants with SC50 values of 14.8 and 11.4 muM for homovanillic acid and homovanillic alcohol, respectively. The 3-O-glucuronide conjugate was more potent than hydroxytyrosol, with an SC50 of 2.3 in comparison to 11.0 muM, and the monosulfate conjugate was almost devoid of radical scavenging activity.
机译:羟基酪醇在定量和质量上是橄榄油中的主要酚类抗氧化剂。最近显示,当将羟基酪醇在橄榄油溶液中静脉内或口服给予大鼠时,羟基酪醇和五种代谢物会从尿中排泄。在本研究中,已确定了通过MS / MS对羟基酪醇的三种代谢物进行最终鉴定,分别是单硫酸盐结合物,3-O-葡萄糖醛酸化物结合物和4-羟基-3-甲氧基苯基乙酸(高香草醛酸)。葡糖醛酸苷缀合物和4-羟基-3-甲氧基苯基乙酸的结构构型通过H-1 NMR确认。用自由基2,2-二苯基-1-吡啶并肼基检查了高香草酸,高香草醇,羟基酪醇和代谢产物的自由基清除能力。这些研究表明,它们是有效的抗氧化剂,高香草酸和高香草醇的SC50值分别为14.8和11.4μM。 3-O-葡糖醛酸苷共轭物比羟基酪醇更有效,SC50为2.3相比11.0μM,单硫酸盐共轭物几乎没有自由基清除活性。

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