Synthesis of ferulic acid derivatives and their inhibition of cholinesterase inhibitory activity
10.11665/j.issn.1000-5048.20220406
- VernacularTitle:阿魏酸衍生物的合成及其抗胆碱酯酶活性
- Author:
Li GUAN
1
;
Xuchao SONG
;
Xiaoku WANG
;
Ning ZHAO
;
Weize LI
;
Yang WANG
Author Information
1. 西安医学院药学院
- Publication Type:Journal Article
- Keywords:
ferulic acid;
derivatives;
synthesis;
Alzheimer's disease;
cholinesterase inhibitor;
Ellman method
- From:
Journal of China Pharmaceutical University
2022;53(4):433-440
- CountryChina
- Language:Chinese
-
Abstract:
Ferulic acid (FA), a natural product of phenylpropanoids containing phenolic hydroxyl groups, has a wide range of pharmacological activities and some therapeutic effect on Alzheimer's disease (AD).Using FA as the raw material, the ferulic acid carbamate aniline derivatives were first synthesized by 4-step esterification reaction, splicing carbamate active functional groups, hydrolysis reaction and amide condensation.These FA derivatives were evaluated for in vitro cholinesterase inhibition activity by the Ellman method.A total of 15 novel FA derivatives were designed and synthesized, and their structures were confirmed by 1H NMR, 13C NMR and ESI-MS.Cholinesterase activity tests showed that compounds 5c, 5f, 5j, 5g, 5m possessed good acetylcholinesterase inhibition activity.Except for 5l, 5m, almost all compounds have inhibition activity on butyrylcholinesterase, which is much higher than that on acetylcholinesterase.In conclusion, compounds 5c, 5f, 5j and 5g can be used as potential anti-AD inhibitors targeting cholinesterase..
