A novel semisynthetic flavonoid 7-O-galloyltaxifolin upregulates heme oxygenase-1 in RAW264.7 cells via MAPK/Nrf2 pathway.
作者： Jiří Vrba , Radek Gažák , Marek Kuzma , Barbora Papoušková , Jan Vacek
DOI: 10.1021/JM3013344
关键词: Taxifolin 、 Phosphorylation 、 Heme oxygenase 、 Kinase 、 Heme 、 MAPK/ERK pathway 、 Chemistry 、 p38 mitogen-activated protein kinases 、 Quercetin 、 Biochemistry
摘要: Quercetin and gallic acid are natural activators of the transcription factor Nrf2, which regulates expression many cytoprotective enzymes including heme oxygenase-1 (HO-1). We developed procedures for synthesis monogalloyl esters quercetin taxifolin (dihydroquercetin), namely, 3-O-galloylquercetin 7-O-galloyltaxifolin, examined their effect on Nrf2 pathway in RAW264.7 cells. Unlike free acid, derivatives isoquercitrin (quercetin-3-O-β-d-glucoside) had no HO-1. In contrast, 7-O-galloyltaxifolin increased both mRNA protein levels HO-1 at concentrations 25 μM above. The induction by was primarily associated with production reactive oxygen species phosphorylation mitogen-activated kinases (MAPKs), p38 MAPKs ERKs, followed nuclear accumulation downregulation Keap1, a negative regulator Nrf2. conclude that upregulates via activation MAPK/Nrf2 signaling pathway.
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