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KMID : 0043320070300030290
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Archives of Pharmacal Research
2007 Volume.30 No. 3 p.290 ~ p.298
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Structure Activity Relationship of Antioxidative Property of Flavonoids and Inhibitory Effect on Matrix Metalloproteinase Activity in UVA-Irradiated Human Dermal Fibroblast
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Sim Gwan-Sub
Lee Beom-Cheon
Cho Ho-Seung
Lee Jae-Woong
Kim Jin-Hwa
Lee Dong-Hwan
Kim Jin-Hee
Pyo Hyeong-Bae
Moon Dong-Cheul
Oh Ki-Wan
Yoon Yeo-Pyo
Hong Jin-Tae
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Abstract
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Collagenase, a matrix metalloproteinases (MMPs), is a key regulator in the photoaging process of skin due to the reactive oxygen species generated after exposure to ultraviolet A (UVA). Flavonoid compounds have been demonstrated to possess antioxidant properties, and could be useful in the prevention of photoaging. In this study, to investigate the structure-activity relationship of flavonoid compounds on their antioxidant property and inhibitory effects against the MMP activity, the effects of several flavonoids; myricetin, quercetin, kaempferol, luteolin, apigenin and chrysin, on the reactive oxygen species scavengering activity and inhibitory effect against the MMP activity were examined in vitro and in human dermal fibroblasts induced by UVA. The relative order of antioxidative efficacy, as determined using the 1, 1- diphenyl-2-picrylhydrazyl (DPPH) method and the xanthine/xanthine oxidase system, was as follows; flavones: luteolin > apigenin > chrysin, flavonols: myricetin > quercetin > kaempferol, and correlated with the respective number of OH group on their B-ring. In good correlation with the antioxidant properties, the flavonoids inhibited the collagenase activities, in a dose-dependent manner, and the MMP expression. These results suggested the UVA induced antioxidative activity and inhibitory effects of flavonoids on the collagenase in human dermal fibroblasts depends on the number of OH group in the flavonoid structure, and those with a higher number of OH group may be more useful in the prevention of UV stressed skin aging.
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KEYWORD
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Flavonoids, Antioxidant, MMP, Structure activity relationship, Human skin fibroblast
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