Synthesis and antioxidant activity of vitamin C analogs and vitamin E analogs

活性氧簇(ROS)和自由基诱导氧化应激，在癌症等人类疾病的发生和发展中发挥重要作用。因此，抗氧化剂有望成为一种良好的药物先导化合物。在这项研究中，我们开发了以维生素C和E.1为基础的优秀抗氧化剂。维生素E类似物我们设计合成了苯环与维生素E骨架融合的苯并[h]色曼化合物(BC)，并用ESR自旋捕捉法测定了超氧阴离子和羟基自由基的猝灭活性。两种活性均高于维生素E的水溶性类似物曲洛克斯。合成了维生素C类似物还原酸(RA)，它的2，3-烯二醇部分与五元碳环上的羰基共轭。RA抑制黄嘌呤氧化酶活性，而抗坏血酸则不抑制。RA抑制自由基，并减少活性氧的产生。RA被认为是比抗坏血酸更有效的抗氧化剂。黄嘌呤氧化物酶产生尿酸，尿酸在山羊体内起着至关重要的作用。因此，黄嘌呤氧化酶抑制剂可以作为山羊的一种药物。RA被认为是一种很有前途的山羊氧化应激抑制剂和药物。我们的数据表明，BC和RA是设计癌症等药理有效化合物的新的起始结构。

Reactive oxygen species (ROS) and free radicals induce oxidative stress and play the important role in developing and/or progression of human diseases such as cancer. So, antioxidants are expected to be a good lead compounds for medicines. In this study, we developed excellent antioxidants based vitamin C and E.1. Vitamin E analogsWe designed and synthesized benzo[h]chroman compounds (BC) which had benzene ring fused with vitamin E skelton and examined superoxide and OH radical quenching activity by ESR spin-trapping methods. Both activities were higher than that of trolox, which is vitamin E water-soluble analog.2. Vitamin C analogsReductic acid (RA) which has a 2,3-enediol moiety conjugated with a carbonyl group in a five-membered carbon ring was synthesized. RA inhibited xanthine oxidase activity, while ascorbic acid did not.RA quenched free radicals and also decreases active oxygen production. RA is thought to be a more potent inhibitor of active oxygen toxicity than ascorbic acid.Xanthine oxidase produces uric acid, which plays a crucial role in goat. Therefore, xanthine oxidase inhibitor works as a medicine for goat. RA is thought to be a promising inhibitor for oxidative stress and remedy for goat.Our data showed that BC and RA serves as a new starting structure for the design of pharmacologically effective compounds such as cancer.