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Biotransformation of 4,5-O-dicaffeoylquinic Acid Methyl Ester by Human Intestinal Flora and Evaluation on Their Inhibition of NO Production and Antioxidant Activity of the Products

Biotransformation of 4,5-O-dicaffeoylquinic Acid Methyl Ester by Human Intestinal Flora and Evaluation on Their Inhibition of NO Production and Antioxidant Activity of the Products

Xiu-Wei Yang, Nan Wang, Wei Li, Wei Xu, Shuai Wu

Food Chem Toxicol. 2013 May;55:297-303.

PMID: 23291324

Abstract:

4,5-O-Dicaffeoylquinic acid methyl ester (1) was anaerobically incubated with human intestinal flora and four biotransformation products (2-5) were obtained. Their structures were elucidated as 3,4-O-dicaffeoylquinic acid methyl ester (2), 3-hydroxyphenylpropionic acid (3), trans-caffeic acid (4) and 3,4-dihydroxyphenylpropionic acid (5) on the basis of their spectroscopic data. Using high-performance liquid chromatography equipped with a diode array detector, chromatographic separation of 1-5 was performed on an analytical C18 column. The time course of the biotransformation was studied to probe into the biotransformation mechanism of 1 by human intestinal flora. In addition, the inhibitory activity of the parent compound 1 and its four main biotransformation products 2-5 on the inhibition of nitric oxide production induced by lipopolysaccharide in macrophage cell line RAW 264.7 and their DPPH free radical-scavenging activity in cell-free bioassay system were estimated.

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