葛根素衍生物的设计合成及其对酪氨酸酶的激活作用研究
Design and Synthesis of Puerarin Derivatives and Their Activation Effects on Tyrosinase
朱号天 1宋科 2于华忠 2贺健 2刘诗马 2郭婕2
作者信息
- 1. 吉首大学林产化工工程湖南省重点实验室,湖南张家界 427000
- 2. 吉首大学林产化工工程湖南省重点实验室,湖南张家界 427000;吉首大学化学化工学院,湖南吉首 416000
- 折叠
摘要
以葛根素为原料,设计合成8个葛根素衍生物(PD1～PD8),通过质谱和核磁共振氢谱确定其化学结构,利用酪氨酸酶多巴速率氧化法测定各衍生物对酪氨酸酶的激活活性,并利用分子对接模拟探讨各衍生物与酪氨酸酶的结合情况,酶动力学分析确定激活类型.8个葛根素衍生物结构鉴定为:4'-甲氧基-葛根素(PD1)、4'-乙氧基-葛根素(PD2)、4'-丙氧基-葛根素(PD3)、7-O-乙酰基-葛根素(PD4)、7-O-三甲基乙酰基-葛根素(PD5)、7-甲氧基-葛根素(PD6)、7-O-乙氧羰基亚甲基-葛根素(PD7)、7,4'-O-二乙氧羰基亚甲基-葛根素(PD8).激活活性测定结果表明:PD6为混合型激活,PD6的半激活浓度EC50=0.416 mmol/L,高于葛根素(EC50=0.434 mmol/L).
Abstract
Eight puerarin derivatives(PD1-PD8)were designed and synthesized from puerarin,and their chemical structures were determined by mass spectrometry and nuclear magnetic resonance hydrogen spectroscopy.The activation activity of each derivative on tyrosinase was measured using the method of tyrosinase dopa rate oxidation.Molecular docking simulations were utilized to explore the binding mechanism of each derivative with tyrosinase.Enzyme kinetic analysis was performed to determine the type of activation.The structures of 8 puerarin derivatives were identified as:4'-methoxy-puerarin(PD1),4'-ethoxy-puerarin(PD2),4'-propoxyl-puerarin(PD3),7-O-acetyl-puerarin(PD4),7-O-trimethylacetyl-puerarin(PD5),7-methoxy-puerarin(PD6),7-O-ethoxycarbonylmethylene-puerarin(PD7),7,4'-O-diethoxycarbonylmethylene-puerarin(PD8).Enzyme kinetic results showed that PD6 were mixed activation types.The results of activation activity assay showed that PD6 was mixed activation,and the half activation concentration of PD6(EC50=0.416 mmol/L)was higher than that of puerarin(EC50=0.434 mmol/L).
关键词
葛根素衍生物/合成/酪氨酸酶激活剂/动力学分析Key words
puerarin derivatives/synthesis/tyrosinase activator/kinetic analysis引用本文复制引用
出版年
2024
国家科技期刊平台
NSTL
万方数据