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从红酒中分离原花青素及其对体外黑色素合成的抑制作用。

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

机构信息

Suntory Global Innovation Center Ltd. Research Institute, 8-1-1 Seikadai, Seika-cho, Soraku-gun, Kyoto 619-0284, Japan.

Bioorganic Research Institute, Suntory Foundation for Life Sciences, 8-1-1 Seikadai, Seika-cho, Soraku-gun, Kyoto 619-0284, Japan.

出版信息

Food Chem. 2018 May 15;248:61-69. doi: 10.1016/j.foodchem.2017.12.024. Epub 2017 Dec 8.

DOI:10.1016/j.foodchem.2017.12.024
PMID:29329871
Abstract

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-(4β → 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.

摘要

利用体外测定法,从葡萄属葡萄(Vitis vinifera)中提取的红葡萄酒被鉴定为具有美白作用的效应物。对葡萄酒中的原花青素低聚物(OPC)进行了酪氨酸酶活性和黑色素生成评估。在具有高寡聚原花青素(OPC)含量的部分中观察到了强烈的酪氨酸酶抑制活性。在 OPC 二聚体中,观察到以上等单元为(+)-儿茶素的 OPC 对酪氨酸酶具有强烈的抑制作用。以上等单元为(-)-表儿茶素的 OPC 具有黑色素生成抑制作用。此外,以上等和中单元通过 4 → 8 键连接的 OPC 三聚体比具有 4 → 6 键连接的三聚体具有更强的作用。有趣的是,葡萄中特有的(-)-表儿茶素-(4β → 8)-(-)-表儿茶素 3-O-没食子酸酯对酪氨酸酶和黑色素生成均具有很强的抑制作用。我们的数据提供了有关此类活性化合物的结构信息。这些结果表明,含有 OPC 的红葡萄酒具有很强的黑色素生成抑制作用,并且可能具有美白效果。

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