儿茶酚香豆素清除自由基能力测定及作用机制探索  被引量:3

Free Radical Scavenging Capability of Catechol Coumarins and Mechanism

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作  者:陆俊霞 李珂珂[3] 王平[2] 崔攀[2] 陈丽荣[1] 弓晓杰[3] 

机构地区:[1]大连大学环境与化学工程学院,辽宁大连116622 [2]中国科学院大连化学物理研究所药用资源开发实验室,辽宁大连116023 [3]大连大学医学院,辽宁大连116622

出  处:《中国现代中药》2016年第5期573-578,共6页Modern Chinese Medicine

基  金:国家自然科学基金(81172949);辽宁省优秀人才支持计划(LR2013058);辽宁省自然科学基金计划(2015020657);辽宁省科技厅科学技术计划(2014204007);大连市科技局科技计划(2014E12SF071)

摘  要:目的:测定儿茶酚香豆素清除自由基的能力,并研究其作用机制。方法:测定系列不同浓度的4-取代、8-含氮氢键受体和单甲基化儿茶酚香豆素衍生物对DPPH、ABTS·+自由基的清除率,绘制浓度-清除率曲线,结合文献报道的酚类化合物清除自由基的作用机制,研究儿茶酚类香豆素清除自由基的作用机制。结果:所有被测儿茶酚香豆素化合物都具有良好的抗氧化活性,其对ABTS·+自由基的清除能力强于对DPPH的清除能力。当引入含氮氢键受体,形成分子内氢键后,其对DPPH自由基的清除能力减弱,而对ABTS·+的清除能力没有明显变化。当儿茶酚香豆素被单甲基化后,其清除自由基的活性明显下降。结论:儿茶酚类香豆素清除DPPH自由基的作用机制和酚羟基的氢原子转移有关,而清除ABTS·+的作用方式可能是质子丢失,电子转移。Objective: To evaluate free radical scavenging capacity of catechol coumarin, and further explore the mechanism of the reaction between catechol coumarins and free radical. Methods : DPPH, ABTS·^+ scavenging activity of a series of coumarins including substituent group at position 4, 8 and monomethylation products were assayed, then the curve of logc-scvenging activity was drawn. Finally, the free radical scavenging mechanism of catechol compounds was explored according to the literature. Results: All of compounds investigated possessed excellent antioxidant activity, and the ability to get rid of ABTS·^+ was stronger than that of DPPH. The ability of getting rid of DPPH was reduced by introducing nitrogen-containning groups, which acting as hydrogen bond acceptors for formation of intramolecular hydrogen bonds, while no significant changes in ABTS·^+ were found. However, the antioxidant activity decreased significantly, even to inactivation, for monomethylation of catechol coumarins. Conclusion: The mechanism complies with Hydrogen Atom Transfer (HAT) for scavenging DPPH, while sequential proton loss electron transfer may be more appropriate for ABTS·^+.

关 键 词:儿茶酚香豆素 自由基 作用机制 

分 类 号:R979.6[医药卫生—药品]

 

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