【目的】基于构-效关系，针对二酮位点与苄基肼构建姜黄素吡唑衍生物，并通过探究其抗氧化活性，为姜黄素类抗氧 化衍生物的研发提供实验依据。 【方法】以姜黄素和苄基肼为起始原料合成姜黄素-N-取代吡唑衍生物，利用红外光谱 （IR） 、 核磁共振 （1 HNMR，13 CNMR） 和液-质联用对该衍生物结构进行确证；检测姜黄素及其吡唑衍生物的2， 2-联苯基-1-苦基肼 （DPPH） 自由基清除能力、2， 2’ -联氮-双- （3-乙基苯并噻唑啉-6-磺酸） 二铵盐 （ABTS） 自由基清除能力，评价该衍生物体外 抗氧化活性。 【结果】成功合成姜黄素吡唑衍生物，姜黄素及其吡唑衍生物分别在4.6 ~ 73.6、6.25 ~ 100 μg·mL-1 范围内均呈 良好的自由基清除效应，并具有明显量-效关系。DPPH法测定的姜黄素及其吡唑衍生物的半数抑制浓度 （IC50 ） 值分别是 14.24、40.37 μg·mL-1 ，而ABTS法测定的姜黄素及其吡唑衍生物的IC50值分别是36.65、19.26 μg·mL-1 。 【结论】姜黄素母体二 酮通过吡唑环的替换，抗氧化活性仍旧保留，姜黄素吡唑衍生物作为一种潜在的抗氧化剂值得进一步研究。

Objective To construct curcumin pyrazole derivative by the reaction of diketone of curcumin and benzylhydrazine based on the above structure-activity relationship， and to explore its antioxidant activity to provide experimental basis for the development of curcumin antioxidant derivative. Methods Curcumin-N- substituted pyrazole derivative was synthesized from curcumin and benzylhydrazine. The structures of the derivative were confirmed by infrared spectroscopy（IR），nuclear magnetic resonance spectroscopy（1 H-NMR，13 C-NMR） and LC-MS. The antioxidant activity in vitro of the derivative was evaluated by determination of curcumin and its pyrazole derivative scavenging ability for 2， 2-diphenyl-1-picrylhydrazyl （DPPH） free radical and 2， 2’ -azino- bis-3-ethylbenzothiazoline-6-sulfonic acid（ABTS） free radical. Results Curcumin pyrazole derivative was successfully synthesized. Curcumin and its pyrazole derivative showed good free radical scavenging effects in the range of 4.6-73.6， 6.25-100 μg·mL-1 ， respectively， with a significant dose-effect relationship. The half- maximal inhibition （IC50） values of curcumin and its pyrazole derivatives determined by DPPH method were 14.24， 40.37 μg·mL-1 ，respectively，while the IC50 values of curcumin and its pyrazole derivatives determined by ABTS method were 36.65，19.26 μg·mL-1 ，respectively. Conclusion The antioxidant activity of β-dione of curcumin was retained through the substitution of the pyrazole ring，and the curcumin pyrazole derivative deserves further investigation as a potential antioxidant.

R914.5

广州中医药大学“双一流”与高水平建设项目 （编号：2021xk87，[2022]97号）