合成四氢姜黄素结构表征及体外抗氧化性
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(1. 广东轻工职业技术学院轻化工技术学院,广东 广州 510300;2. 南海油脂工业〔赤湾〕有限公司,广东 深圳 518000;3. 暨南大学食品科学与工程系,广东 广州 510632)

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杜淑霞(1969—),女,广东轻工职业技术学院教授,硕士。E-mail:1137867116@qq.com

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广州市科技计划项目(编号:201903010070)


Characterization of synthetic tetrahydrocurcumin and its antioxidant activity in vitro
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(1. College of Light Chemical Technology, Guangdong Industry Polytechnic, Guangzhou, Guangdong 510300, China; 2. Southseas Oils & Fats Industrial 〔Chiwan〕 Limited, Shenzhen, Guangdong 518000, China; 3. Department of Food Science and Engineering, Jinan University, Guangzhou, Guangdong 510632, China)

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    摘要:

    目的:探索更有效的四氢姜黄素制备方法。方法:以香兰素、乙酰丙酮为起始原料,通过克莱森缩合反应得到姜黄素,再经钯催化氢化反应制备四氢姜黄素。利用紫外—可见分光光度(UV-VIS)、红外光谱(IR)以及核磁共振(1H-NMR,13C-NMR)对其结构进行了确证;采用DPPH自由基清除能力、ABTS自由基清除能力、总抗氧化能力等方法评价其抗氧化活性。结果:试验方法合成总产率为45.70%,终产物纯度为97.68%;合成的四氢姜黄素清除DPPH自由基的能力明显高于二丁基羟基甲苯,清除ABTS自由基的能力明显高于维生素C,总抗氧化能力和铁离子还原能力均明显高于二丁基羟基甲苯和维生素C。结论:与现有制备方法相比,该法效率较高,具有潜在的价格优势;四氢姜黄素的抗氧化能力主要体现在清除自由基和化学还原方面,有良好的应用前景。

    Abstract:

    Objective: This study focuses on exploring a more effective method of tetrahydrocurcumin synthesis. Methods: With vanillin and acethylacetone as starting materials, curcumin was prepared by Claisen condensation reaction under the condition of alkali, and then a hydrogenation reaction was conducted with palladium catalysis to obtain tetrahydrocurcumin. Its structural identification was confirmed by Ultraviolet and Visible Spectrophotometry (UV-VIS), Infrared Spectroscopy (IR) and Nuclear Magnetic Resonance Spectroscopy (1H-NMR, 13C-NMR). The antioxidant activity was evaluated by DPPH radical scavenging capacity, ABTS radical scavenging capacity and total antioxidant capacity. Results: The results showed that the total yield of this synthesis was 45.70%, and the purity was 97.68%. on the DPPH radical scavenging activity \[IC50=(74.33±0.003) mg/L\] of tetrahydrocurcumin was significantly higher than that of BHT; its ABTS radical scavenging activity \[IC50=(17.15±0.004) mg/L\] was significantly higher than that of VC, and the total antioxidant capacity and ferric reducing ability were stronger than BHT and VC. Conclusion: Compared with existing preparation methods, this method is more efficient which inclining a potential price advantage. The antioxidant capacity of tetrahydrocurcumin is mainly embodied in free radical scavenging and chemical reduction, showing a potential application prospect.

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杜淑霞,单旺,徐丽,等.合成四氢姜黄素结构表征及体外抗氧化性[J].食品与机械,2021,(9):168-172.
DUShuxia, SHANWang, XULi, et al. Characterization of synthetic tetrahydrocurcumin and its antioxidant activity in vitro[J]. Food & Machinery,2021,(9):168-172.

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  • 收稿日期:2021-01-20
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  • 在线发布日期: 2023-02-15
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