摘要
以常春藤皂苷元为起始原料,依次将28-羧基甲基化,23-羟甲基乙酰化得常春藤皂苷元-23-O-乙酰基-28-羧甲酯(2);然后将2的3-羟基进行糖化学结构修饰,合成了3种新型的常春藤糖苷衍生物(3~5),其结构经~1H NMR,^(13)C NMR和MS(ESI)表征。采用MTT法研究了2~5的体外抗人膀胱癌细胞(T-24)活性。结果表明:浓度为1×10^(-6)mol·L^(-1)时,3~5的抑制活性均高于2,抑制率分别为(14.40±2.29)%,(11.92±3.30)%和(11.92±3.30)%。
Hederagenin-23-O-acetyl-28-carboxymethyl ester(2)was obtained by methylation of 28-caboxyl and then acetylation of 23-methylol,using hederagenin as the starting material.Three novel hederagenin glucoside derivatives(3~5)were synthesized by glycosylation modification of 2 on 3-hydroxyl.The structures were characterized by 1 H NMR,13 C NMR and MS(ESI).The In vitro anti-human bladder cancer cells(T-24)activities of the compounds were determined by MTT method.The results showed that the inhibitory rate of 3~5 was higher than 2 at concentration of 1×10-6 mol·L-1,with inhibition rate of(14.40±2.29)%,(11.92±3.30)%and(11.923±3.30)%,respectively.
作者
王欢
孙航宇
洪开文
张勇民
董登祥
WANG Huan;SUN Hang-yu;HONG Kai-wen;ZHANG Yong-min;DONG Deng-xiang(College of Pharmacy,Guiyang University of Chinese Medicine,Guiyang 550001,China;Applied Medical Department,Vocational and Technical College of Anshun,Anshun 561000,China;CNRS UMR 8232,UniversitéParisⅥ,4 Place Jussieu,75005,France)
出处
《合成化学》
CAS
CSCD
北大核心
2018年第4期240-244,共5页
Chinese Journal of Synthetic Chemistry
基金
黔科合院士站[(2014)4013]
关键词
常春藤皂苷元
糖基化
结构修饰
合成
抗人膀胱癌活性
hederagenin
glycosylation
structural modification
synthesis
anti-human bladder cancer activity
