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Metabolic stability and inhibitory effect of O-methylated theaflavins on H2O2-induced oxidative damage in human HepG2 cells
Authors:Yoshihisa Tanaka  Masanobu Kirita  Yuko Abe  Satoshi Miyata  Motoyuki Tagashira  Tomomasa Kanda
Institution:1. Research Laboratories for Fundamental Technology of Food, Asahi Group Holdings, Limited, Moriya-shi, Japanyoshihisa.tanaka@asahigroup-holdings.com;3. Research Laboratories for Fundamental Technology of Food, Asahi Group Holdings, Limited, Moriya-shi, Japan
Abstract:Seven new O-methylated theaflavins (TFs) were synthesized by using O-methyltransferase from an edible mushroom. Using TFs and O-methylated TFs, metabolic stability in pooled human liver S9 fractions and inhibitory effect on H2O2-induced oxidative damage in human HepG2 cells were investigated. In O-methylation of theaflavin 3′-O-gallate (TF3′G), metabolic stability was potentiated by an increase in the number of introduced methyl groups. O-methylation of TF3,3′G did not affect metabolic stability, which was likely because of a remaining 3-O-galloyl group. The inhibitory effect on oxidative damage was assessed by measuring the viability of H2O2-damaged HepG2 cells treated with TFs and O-methylated TFs. TF3,3′G and O-methylated TFs increased cell viabilities significantly compared with DMSO, which was the compound vehicle (p?<?0.05), and improved to approximately 100%. Only TF3′G did not significantly increase cell viability. It was suggested that the inhibitory effect on H2O2-induced oxidative damage was potentiated by O-methylation or O-galloylation of TFs.
Keywords:black tea  polyphenol  O-methylated theaflavin  oxidative damage  metabolic stability
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