Study on Synthesis and Antioxidant Activities in Vitro of Curcumin Pyrazole Derivative
10.13359/j.cnki.gzxbtcm.2024.09.032
- VernacularTitle:姜黄素吡唑衍生物合成及体外抗氧化作用研究
- Author:
Hua-Jun ZHANG
1
;
Can-Ming LI
;
Qin-Xue SUI
;
Mei-Qi ZHAN
;
Jing GONG
;
Li-Ping ZHU
;
Tao WANG
Author Information
1. 广州中医药大学中药学院,广东广州 510006
- Keywords:
curcumin;
pyrazole derivative;
benzylhydrazine;
antioxidation;
biosynthesis
- From:
Journal of Guangzhou University of Traditional Chinese Medicine
2024;41(9):2452-2456
- CountryChina
- Language:Chinese
-
Abstract:
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(1H-NMR,13C-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.
