基于光谱分析的姜黄素碱性自氧化及其产物的抗氧化活性

发布时间：2018-06-20 05:29

本文选题：姜黄素 + 自氧化反应　；参考：《高等学校化学学报》2017年09期

【摘要】：在室温及弱碱性条件下进行姜黄素自氧化反应,应用柱色谱分离、紫外吸收光谱(UV)、红外光谱(IR)、核磁共振波谱(NMR)和质谱(MS)等分析技术,分离并鉴定了主要自氧化产物的化学结构.针对反应进程,采用高效液相色谱-二极管阵列检测器(HPLC-DAD)分析技术,从底物消除和产物生成2个方面进行了定性及定量研究.以抗坏血酸作阳性对照,采用1,1-二苯基-2-三硝基苯肼自由基(DPPH·)、羟自由基(·OH)和超氧阴离子自由基(O_2~(-·))体系,定量比较了产物和姜黄素的体外抗氧化活性.结果表明,姜黄素在室温及弱碱性条件下的降解消除以自氧化反应为主,姜黄素消除过程和自氧化产物生成过程均符合一级动力学特征.自氧化产物具有双环乙酰丙酮的骨架结构,并显示有DPPH·,·OH和O_2~(-·)等自由基清除活性,但作用强度均显著低于姜黄素,因此在姜黄素应用过程中应严格控制pH条件,避免发生自氧化反应.
[Abstract]:Curcumin autoxidation reaction was carried out at room temperature and weak alkalinity. The chemical structures of the main autooxidation products were isolated and identified by column chromatography, UV absorption spectrum, IR, NMR and MS. High performance liquid chromatography-diode array detector (HPLC-DAD) was used to analyze the reaction process. The qualitative and quantitative studies were carried out from two aspects: substrate elimination and product generation. Using ascorbic acid as the positive control, the antioxidant activity of the product and curcumin in vitro were compared quantitatively by using the system of 1 diphenyl-2-trinitrophenylhydrazine free radical (DPPH), hydroxyl radical (OH) and superoxide anion radical. The results showed that the degradation and elimination of curcumin at room temperature and weak alkalinity was dominated by autooxidation, and the process of curcumin elimination and the formation of autooxidation products were in accordance with the first-order kinetic characteristics. The self-oxidized product has the skeleton structure of dicyclic acetylacetone, and the scavenging activity of DPPH, OH and O _ 2P _ (-), but the action intensity is significantly lower than that of curcumin. Therefore, pH conditions should be strictly controlled in the process of curcumin application. Avoid self-oxidation reaction.
【作者单位】：烟台大学化学与化工学院;烟台大学药学院;烟台大学分子药理和药物评价教育部重点实验室;烟台大学新型制剂与生物技术药物研究山东省高校协同创新中心;苏州雷纳药物研发有限公司;
【基金】：国家十二五“重大新药创制”科技重大专项课题(批准号:2014ZX09301306-006) 烟台大学2017年研究生科技创新基金(批准号:YDYB1725)资助~~
【分类号】：O657.3;R284

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