文章摘要
张晓平.吡嗪-噁唑联芳类化合物的合成及其抗氧化性能[J].精细化工,2020,37(7):0
吡嗪-噁唑联芳类化合物的合成及其抗氧化性能
Synthesis and Antioxidant Properties of Pyrazine-oxazole Bi-heteroaryl Compounds
投稿时间:2020-01-20  修订日期:2020-03-04
DOI:
中文关键词: 吡嗪-噁唑  氧化偶联  抗氧化  DNA  自由基
英文关键词: pyrazine-oxazole  oxidative cross-dehydrogenative coupling  antioxidant  DNA  free radicals
基金项目:国家自然科学基金(21801064)
作者单位E-mail
张晓平 河南农业大学 xiaoping078@163.com 
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中文摘要:
      为了从吡嗪和噁唑类化合物中寻找新的抗氧化剂,本文采用FeCl3催化吡嗪-N-氧化物和噁唑化合物发生氧化偶联反应,合成了3个吡嗪-噁唑联芳类化合物。采用1HNMR、13CNMR和MS对目标化合物的结构进行了表征;通过抑制自由基引发的DNA氧化反应及淬灭自由基反应体系对化合物的抗氧化活性和还原能力进行了测试。结果表明,3个目标化合物能够有效地抑制自由基引发的DNA氧化反应并捕获自由基,具有较强的自由基清除能力和还原能力,是一类潜在的抗氧化剂。其中,在抑制2,2'-偶氮二异丁基脒二盐酸盐(AAPH)引发的DNA氧化反应体系中,3个吡嗪-噁唑联芳类化合物的有效计量因子(n)分别为1.48、1.78和1.88; 在抑制HO?和还原型谷胱甘肽自由基(GS?)引发的DNA氧化反应体系中,3个化合物相对空白硫代巴比妥酸活性物质(TBARS)吸光度百分数分别为76.1%和68.3%、69.8%和64.1%及72.6%和67.4%;3个化合物均能够捕获2,2'-偶氮-双-(3-乙基苯并噁唑啉-6-磺酸)二铵盐自由基(ABTS ?)和二苯苦味酰肼自由基(DPPH?)。
英文摘要:
      In order to find novel pyrazine- and oxazole-based derivatives with potent antioxidant properties, three pyrazine-oxazole bi-heteroaryl compounds were obtained via FeCl3 promoted oxidative cross-dehydrogenative coupling reactions between pyrazine-N-oxides and 1,3-azoles. The structures of the compounds were confirmed by 1HNMR, 13CNMR and MS, and their antioxidant abilities were evaluated by inhibiting radicals induced oxidation of DNA and quenching radicals. The results showed that the three target compounds can effectively inhibit radicals induced oxidation of DNA and quench radicals, which indicated that they had strong radical scavenging properties and reduction ability and can be a potential antioxidant. The n values of the obtained compounds were 1.48, 1.78, and 1.88 in AAPH-induced oxidation of DNA. Moreover, the TBARS percentage of the target compounds in inhibiting HO? and GS? induced oxidation of DNA were 76.1% and 68.3%, 69.8% and 64.1%, 72.6% and 67.4%, respectively. Furthermore, the three compounds can scavenge ABTS ? and DPPH? radicals.
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