Synthesis and biological evaluation of functionalized coumarins as acetylcholinesterase inhibitors

Qiong Shen; Quan Peng; Jialiang Shao; Xufeng Liu; Zhishu Huang; Xianzhang Pu; Lin Ma; Yue-Ming Li; Albert S C Chan; Lianquan Gu

doi:10.1016/j.ejmech.2005.07.014

Synthesis and biological evaluation of functionalized coumarins as acetylcholinesterase inhibitors

Eur J Med Chem. 2005 Dec;40(12):1307-15. doi: 10.1016/j.ejmech.2005.07.014. Epub 2005 Sep 21.

Authors

Qiong Shen¹, Quan Peng, Jialiang Shao, Xufeng Liu, Zhishu Huang, Xianzhang Pu, Lin Ma, Yue-Ming Li, Albert S C Chan, Lianquan Gu

Affiliation

¹ School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, China.

PMID: 16182411
DOI: 10.1016/j.ejmech.2005.07.014

Abstract

Three series of functionalized coumarin compounds were designed and prepared as cholinesterase (AChE and BuChE) inhibitors. The biological profile against AChE and BuChE of the prepared compounds was determined. Compound 7b exhibited a mixed-type of AChE inhibitor with IC50 value for the AChE inhibition of 0.19+/-0.01 microM and a high selectivity for AChE/BuChE, and compound 6b acted as non-competitive AChE inhibitor with IC50 value of 0.43+/-0.02 microM. Structure-activity relationships (SARs) of prepared compounds were discussed.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetylcholinesterase / chemistry
Acetylcholinesterase / drug effects*
Butyrylcholinesterase / chemistry
Butyrylcholinesterase / drug effects
Catalysis
Cholinesterase Inhibitors / chemical synthesis*
Cholinesterase Inhibitors / chemistry
Cholinesterase Inhibitors / pharmacology*
Coumarins / chemical synthesis*
Coumarins / chemistry
Coumarins / pharmacology*
Drug Evaluation, Preclinical
Hydrolysis
Kinetics
Molecular Structure
Structure-Activity Relationship

Substances

Cholinesterase Inhibitors
Coumarins
Acetylcholinesterase
Butyrylcholinesterase