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Design and synthesis of 3-triazolo-coumarins and their applications in scavenging radicals and protecting DNA

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Abstract

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.

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Authors and Affiliations

  1. Hospital of Stomatology, Jilin University, Changchun, 130021, P. R. China

    Zhihui Liu

  2. Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun, 130012, P. R. China

    Yingnan Wang, Jingbo Sun, Yang Yang, Qingwen Liu, Zaiqun Liu & Zhiguang Song

Authors
  1. Zhihui Liu
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  2. Yingnan Wang
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  3. Jingbo Sun
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  4. Yang Yang
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  5. Qingwen Liu
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  6. Zaiqun Liu
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  7. Zhiguang Song
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Corresponding author

Correspondence to Zhiguang Song.

Additional information

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

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Liu, Z., Wang, Y., Sun, J. et al. Design and synthesis of 3-triazolo-coumarins and their applications in scavenging radicals and protecting DNA. Chem. Res. Chin. Univ. 31, 526–533 (2015). https://doi.org/10.1007/s40242-015-5191-2

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  • DOI: https://doi.org/10.1007/s40242-015-5191-2

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