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

doi:10.1007/s40242-015-5191-2

高等学校化学研究 ›› 2015, Vol. 31 ›› Issue (4): 526-533.doi: 10.1007/s40242-015-5191-2

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

LIU Zhihui¹, WANG Yingnan², SUN Jingbo², YANG Yang², LIU Qingwen², LIU Zaiqun², SONG Zhiguang²

1. Hospital of Stomatology, Jilin University, Changchun 130021, P. R. China;
2. Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun 130012, P. R. China

收稿日期:2015-05-11 修回日期:2015-06-04 出版日期:2015-08-01 发布日期:2015-06-16
通讯作者: SONG Zhiguang E-mail:szg@jlu.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China(No.90813003).

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

LIU Zhihui¹, WANG Yingnan², SUN Jingbo², YANG Yang², LIU Qingwen², LIU Zaiqun², SONG Zhiguang²

1. Hospital of Stomatology, Jilin University, Changchun 130021, P. R. China;
2. Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun 130012, P. R. China

Received:2015-05-11 Revised:2015-06-04 Online:2015-08-01 Published:2015-06-16
Contact: SONG Zhiguang E-mail:szg@jlu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(No.90813003).

摘要/Abstract

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 enhance the antioxidant activities of compounds.

关键词: 3-Triazolo-coumarin, Coumarin, Free radical, Oxidation, Antioxidant, DNA

Abstract:

Key words: 3-Triazolo-coumarin, Coumarin, Free radical, Oxidation, Antioxidant, DNA

LIU Zhihui, WANG Yingnan, SUN Jingbo, YANG Yang, LIU Qingwen, LIU Zaiqun, SONG Zhiguang. Design and Synthesis of 3-Triazolo-coumarins and Their Applications in Scavenging Radicals and Protecting DNA[J]. 高等学校化学研究, 2015, 31(4): 526-533.

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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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