Amplification of antioxidant activity of catechin by polycondensation with acetaldehyde

Amplification of antioxidant activity of catechin by polycondensation with acetaldehyde
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DOI:
10.1021/bm0342436
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发表时间:
2004-01-01
期刊:
影响因子:
6.2
通讯作者:
Kobayashi, S
Kobayashi, S
中科院分区:
化学2区
文献类型:
--
作者:
Chung, JE;Kurisawa, M;Kobayashi, S

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儿茶素具有许多生物学和药理学作用,归因于抗氧化作用。以儿茶素重复单元为基础,对不同分子量的聚儿茶素的抗氧化活性和酶抑制活性进行了评价,并与单体儿茶素进行了比较。与单体儿茶素相比,聚儿茶素在儿茶素单元水平上表现出极大的超氧阴离子清除活性、黄嘌呤氧化酶(XO)抑制活性以及对2,2 '-偶氮二(2-脒基丙烷)二盐酸盐(AAPH)作为自由基产生剂引发的人低密度脂蛋白氧化的抑制作用,这些活性与其分子量成正比。聚合物的还原能力低于单体儿茶素,且随分子量的增加而降低。该聚合物还保护内皮细胞免受AAPH诱导的氧化损伤,在儿茶素单元基础上表达的效果比单体的效果更大。这些结果表明,聚(儿茶素)是更有效的抗氧化剂和酶抑制剂。
Catechin exhibits numerous biological and pharmacological effects attributed to antioxidant action. The synthetic poly(catechin)s condensed through acetaldehyde with different molecular weights were assessed in terms of antioxidant activity and enzyme inhibitory activity on the basis of a catechin repeating unit and compared with monomeric catechin. The poly(catechin)s showed great amplification of superoxide scavenging activity, xanthine oxidase (XO) inhibitory activity, and inhibition effects on human low-density lipoprotein oxidation initiated by 2,2'-azobis(2-amidinopropane)dihydrochloride (AAPH) as a radical generator on the catechin unit level, compared to monomeric catechin: these activities were proportional to their molecular weights. The reducing power of the polymer was lower than that of monomeric catechin, which decreased with increasing the molecular weight. The polymer also protected endothelial cells from oxidative injury induced by AAPH, with a greater effect expressed on a catechin unit basis than that of the monomer. These results demonstrate that the poly(catechin)s are more potent antioxidant agents and enzyme inhibitors.