期刊
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
卷 68, 期 -, 页码 385-393出版社
ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.ejmech.2013.06.059
关键词
Coumarin; Dihydropyrazole; Antioxidant; Oxidation of DNA; Free radical
资金
- Jilin Provincial Science and Technology Department, China [20130206075GX]
A cascade operation was designed to synthesize nine coumarin-substituted dihydropyrazoles with only one or two phenolic hydroxyl groups contained. Antioxidant abilities of the obtained compounds were evaluated by inhibiting 2,2'-azobis(2-amidinopropanehydrochloride) (AAPH)-, Cu2+/glutathione (GSH)-, and center dot OH-induced oxidation of DNA. It was found that less phenolic hydroxyl groups can enhance the abilities of coumarin-substituted dihydropyrazoles to protect DNA against the oxidation. Moreover, these coumarin-substituted dihydropyrazoles were employed to scavenge 2,2'-azinobis(3-ethylbenzothiazoline-6sulfonate) cationic radical (ABTS(+.)), 2,2'-dipheny1-1-picrylhydrazyl radical (DPPH), and galvinoxyl radical, respectively. It was found that double phenolic hydroxyl groups were more beneficial for enhancing the abilities of coumarin-substituted dihydropyrazoles to quench the aforementioned radicals. Therefore, dihydropyrazole linked with coumarin exhibited powerful antioxidant effectiveness even in the case of less phenolic hydroxyl groups involved. (C) 2013 Elsevier Masson SAS. All rights reserved.
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