Isolation of proanthocyanidins from red wine, and their inhibitory effects on melanin synthesis in vitro

Isolation of proanthocyanidins from red wine, and their inhibitory effects on melanin synthesis in vitro
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DOI:
10.1016/j.foodchem.2017.12.024
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发表时间:
2018-05-15
期刊:
影响因子:
8.8
通讯作者:
Fukui, Yuko
Fukui, Yuko
中科院分区:
农林科学1区
文献类型:
--
作者:
Fujimaki, Takahiro;Mori, Shoko;Fukui, Yuko

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采用体外实验方法,对葡萄属葡萄酿制的红葡萄酒进行了皮肤增白效应的鉴定。葡萄酒中的OPCs被评估为酪氨酸酶活性和黑素生成。在低聚原花青素(OPC)含量高的组分中观察到强的酪氨酸酶抑制活性。在OPC二聚体中,观察到含有(+)-儿茶素作为上层单元的OPC对酪氨酸酶具有强烈的抑制作用。用具有(-)-表儿茶素作为上层单元的OPC观察黑素生成抑制作用。此外,与具有4 -> 6键的三聚体相比,OPC三聚体(用4 -> 8键连接的上部和中部单元)显示出更强的效果。有趣的是,(-)-表儿茶素-(4 β-> 8)-(-)-表儿茶素3-O-没食子酸酯,这是葡萄的独特组分,对酪氨酸酶和黑素生成具有有效的抑制作用。我们的数据提供了这些活性化合物的结构信息。这些结果表明,含有OPC的红葡萄酒具有高的黑素生成抑制作用,并且被认为具有皮肤美白作用。
The red wines made from Vitis vinifera were identified as skin-whitening effectors by using in vitro assays. OPCs in the wine were evaluated for tyrosinase activity and melanogenesis. Strong tyrosinase inhibitory activity was observed in fractions with high oligomeric proanthocyanidin (OPC) content. Among OPC dimers, a strong inhibitory effect on tyrosinase was observed with OPCs which contain (+)-catechin as an upper unit. Melanogenesis inhibitory effect was observed with OPCs which have (-)-epicatechin as upper units. Also, OPC trimers, upper and middle units joined with 4 -> 8 bonds, showed stronger effects compared to trimers with 4 -> 6 linkages. Interestingly, (-)-epicatechin-(4 beta -> 8)-(-)-epicatechin 3-O-gallate, which is a unique component of grapes has potent inhibitory effects on both tyrosinase and melanogenesis. Our data provide structural information about such active compounds. These results suggest that red wines containing OPC, have high melanogenesis inhibitory effect and are supposed to have skin-whitening effect.