Effects of unripe apple polyphenols on the expression of matrix metalloproteinase-1 and type-1 procollagen in ultraviolet irradiated human skin fibroblasts

• Published in: Applied biological chemistry 2014, 57(4), , pp.449-455
• Main Authors: Park, Eui Kyun, Ahn, So Ra, Kim, Dong-Hee, Lee, Eun-Woo, Kwon, Hyun Ju, Kim, Byung Woo, Kim, Tae Hoon
• Format: Article
• Language: English
• Subjects: Applied Microbiology; Bioassays; Biological Techniques; Bioorganic Chemistry; Chemistry; Chemistry and Materials Science; Chlorogenic acid; Fibroblasts; Interstitial collagenase; Matrix metalloproteinase; Matrix metalloproteinases; Metalloproteinase; NMR; Nuclear magnetic resonance; Phenolic compounds; Phenols; Polyphenols; Procollagen; 농학
• ISSN: 1738-2203; 2468-0834; 2234-344X; 2468-0842
• DOI: 10.1007/s13765-014-4128-7

Bioassay-guided isolation of an aqueous ethanolic extract from the unripe fruits of Malus pumila cv. Fuji using matrix metalloproteinase-1 (MMP-1) inhibition and type-1 procollagen inducing assays led to isolation of eight phenolic compounds, reynoutrin (1) , quercitrin (2) , isoquercitrin (3) , phloridzin (4) , phloretin-2′- O -xyloglucoside (5) , 5- O - p -courmaroylquinic acid (6) , chlorogenic acid methyl ester (7) , and chlorogenic acid (8) . The structures were established on the basis of nuclear magnetic resonance and mass spectroscopic data interpretations. All isolates were evaluated for their inhibitory effects on MMP-1, and compounds 1 , 2 , and 6 exhibited potent inhibitory effects on MMP-1 with IC 50 values of 1.3±0.1, 1.4±0.1, and 3.2±0.6 μM, respectively. When evaluated for their effects on type I procollagen synthesis on human fibroblast cells, compounds 1 and 3 were respectively found to display potent activity for induction of type-1 procollagen by 78.5 and 78.6% at the tested concentration of 12.5 M.