Design and Synthesis of 3-Triazolo-coumarins and Their Applications in Scavenging Radicals and Protecting DNA  

Design and Synthesis of 3-Triazolo-coumarins and Their Applications in Scavenging Radicals and Protecting DNA

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作  者:LIU Zhihui WANG Yingnan SUN Jingbo YANG Yang LIU Qingwen LIU Zaiqun SONG Zhiguang 

机构地区:[1]Hospital of Stomatology, Jilin University, Changchun 130021, P R. China [2]Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun 130012, P 1L China

出  处:《Chemical Research in Chinese Universities》2015年第4期526-533,共8页高等学校化学研究(英文版)

基  金:Supported by the National Natural Science Foundation of China(No.90813003).

摘  要:In this study, we synthesized a series of 3-triazolo-coumarins and evaluated their antioxidant activities respectively by two methods: trapping 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical(ABTS++) and oxidation of DNA which was induced by Cu2+/glutathione(GSH), ·OH and 2,2'-azobis(2-amidinopropane hydrochloride)(AAPH). Among the nine 3-triazolo-coumarins, compounds 6c and 6f-6i were synthesized for the first time, which exhibited the capability of terminating radical propagation-chains in oxidation of DNA induced by AAPH. In this study, we found that phenethylamine moiety, hydroxyl and ortho-methoxy are the key groups to en- hance the antioxidant activities of compounds.In this study, we synthesized a series of 3-triazolo-coumarins and evaluated their antioxidant activities respectively by two methods: trapping 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical(ABTS++) and oxidation of DNA which was induced by Cu2+/glutathione(GSH), ·OH and 2,2'-azobis(2-amidinopropane hydrochloride)(AAPH). Among the nine 3-triazolo-coumarins, compounds 6c and 6f-6i were synthesized for the first time, which exhibited the capability of terminating radical propagation-chains in oxidation of DNA induced by AAPH. In this study, we found that phenethylamine moiety, hydroxyl and ortho-methoxy are the key groups to en- hance the antioxidant activities of compounds.

关 键 词:3-Triazolo-coumarin COUMARIN Free radical Oxidation ANTIOXIDANT DNA 

分 类 号:TS202.3[轻工技术与工程—食品科学] Q523[轻工技术与工程—食品科学与工程]

 

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