Activity of coumarin-oxadiazole-appended phenol in inhibiting DNA oxidation and scavenging radical

作者：Gong, Xiao-Rui; Xi, Gao-Lei; Liu, Zai-Qun^*

来源：Tetrahedron Letters, 2015, 56(45): 6257-6261.

DOI：10.1016/j.tetlet.2015.09.105

• Coumarin
• Oxadiazole
• Antioxidant
• Oxidation of DNA
• Free radical

Fourteen coumarin-oxadiazole-appended phenols were synthesized, while halogen atom, methoxyl, and hydroxyl groups acted as the functional groups for testing the ability to trap 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical (ABTS(+center dot)) and to inhibit the oxidation of DNA caused by 2,2'-azobis(2-amidinopropane hydrochloride) (AAPH) and Cu2+/glutathione (GSH). The coumarin-oxadiazole-appended phenols containing the hydroxyl group were able to inhibit AAPH-induced oxidation of DNA and to quench ABTS(+center dot), and the antioxidant effectiveness depended upon the number of hydroxyl groups. Moreover, the coumarin-oxadiazole-appended phenols used herein were able to inhibit Cu2+/GSH-induced oxidation of DNA, and the inhibitory effect generated by bromide was similar to that of the hydroxyl group. In particular, the antioxidant effectiveness of para-bromide at the benzene ring even approached to that of Trolox.

• 出版日期2015-11-4
• 单位吉林大学