Synthesis and electrochemical and biological studies of novel coumarin-chalcone hybrid compounds.

Synthesis and electrochemical and biological studies of novel coumarin-chalcone hybrid compounds.
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DOI:
10.1021/jm400546y
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发表时间:
2013-07
影响因子:
7.3
通讯作者:
F. Pérez-Cruz;S. Vazquez-Rodriguez;M. Matos;Alejandra Herrera-Morales;F. Villamena;Amlan Das;B. Gopalakrishnan;C. Olea‐Azar;L. Santana;E. Uriarte
F. Pérez-Cruz;S. Vazquez-Rodriguez;M. Matos;Alejandra Herrera-Morales;F. Villamena;Amlan Das;B. Gopalakrishnan;C. Olea‐Azar;L. Santana;E. Uriarte
中科院分区:
医学1区
文献类型:
--
作者:
F. Pérez-Cruz;S. Vazquez-Rodriguez;M. Matos;Alejandra Herrera-Morales;F. Villamena;Amlan Das;B. Gopalakrishnan;C. Olea‐Azar;L. Santana;E. Uriarte

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采用一种简单有效的方法合成了一系列新型羟基香豆素-查耳酮杂合化合物2a-i。采用循环伏安法和ESR波谱法对目标化合物的氧化机理进行了电化学表征。抗氧化能力和反应性分别通过ORAC和ESR测定。通过生物学实验评价ROS/RNS对BAEC的细胞毒性和细胞保护能力。结果显示,所有测试的化合物都呈现出远高于其他众所周知的抗氧化剂化合物如槲皮素和儿茶素的ORAC值。化合物2 e显示出最高的ORAC值(14.1),并且还呈现出低氧化电位、良好的对羟基自由基的清除能力、低细胞毒性和高细胞保护活性。
A series of novel hydroxy-coumarin-chalcone hybrid compounds 2a-i has been synthesized by employing a simple and efficient methodology. An electrochemical characterization using cyclic voltammetry and ESR spectroscopy were carried out to characterize the oxidation mechanism for the target compounds. The antioxidant capacity and reactivity were determined by ORAC and ESR assays, respectively. Biological assays were assessed to evaluate the cytotoxicity and cytoprotection capacity against ROS/RNS on BAEC. The results revealed that all tested compounds present ORAC values that are much higher than other well-known antioxidant compounds such as quercetin and catechin. Compound 2e showed the highest ORAC value (14.1) and also presented a low oxidation potential, good scavenging capacity against hydroxyl radicals, low cytotoxicity, and high cytoprotective activity.