Matsuda Hisashi, Wang Tao, Managi Hiromi, Yoshikawa Masayuki
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, 2Kyoto 607-8412, Japan.
Bioorg Med Chem. 2003 Dec 1;11(24):5317-23. doi: 10.1016/j.bmc.2003.09.045.
To clarify the structural requirements of flavonoids for formation of advanced glycation end-products (AGEs), various flavonoids were examined. The results suggested the following structural requirements of flavonoids for the inhibition of AGEs formation: (1). as the hydroxyl groups at the 3'-, 4'-, 5-, and 7-positions increased in number, the inhibitory activities became stronger; (2). the activities of flavones were stronger than those of corresponding flavonols, flavanones, and isoflavones; (3). methylation or glucosylation of the 4'-hydroxyl group of flavones, flavonols, and flavanones reduced activity; (4). methylation or glycosylation of the 3-hydroxyl group of flavonols tended to increase activity; (5). glycosylation of the 7-hydroxyl group of flavones and isoflavones reduced activity. In addition, various flavonoids with strong AGEs formation inhibitory activity tended to exhibit strong scavenging activity for 1,1-diphenyl-2-picrylhydrazyl and superoxide anion radicals, with several exceptions.
为阐明黄酮类化合物形成晚期糖基化终产物（AGEs）的结构要求，对多种黄酮类化合物进行了研究。结果表明黄酮类化合物抑制AGEs形成的结构要求如下：（1）随着3'、4'、5和7位羟基数量增加，抑制活性增强；（2）黄酮的活性强于相应的黄酮醇、黄烷酮和异黄酮；（3）黄酮、黄酮醇和黄烷酮4'-羟基的甲基化或糖基化会降低活性；（4）黄酮醇3-羟基的甲基化或糖基化往往会增加活性；（5）黄酮和异黄酮7-羟基的糖基化会降低活性。此外，多种具有较强AGEs形成抑制活性的黄酮类化合物往往对1,1-二苯基-2-苦基肼和超氧阴离子自由基表现出较强的清除活性，但有几个例外。
