- Synthesis and anti-cholinesterase activity of new 7-hydroxycoumarin derivatives.
Synthesis and anti-cholinesterase activity of new 7-hydroxycoumarin derivatives.
European journal of medicinal chemistry (2014-06-19)
Masoumeh Alipour, Mehdi Khoobi, Alireza Moradi, Hamid Nadri, Farshad Homayouni Moghadam, Saeed Emami, Zeinab Hasanpour, Alireza Foroumadi, Abbas Shafiee
PMID24941128
ABSTRACT
A series of 7-hydroxycoumarin derivatives connected by an amidic linker to the different amines were designed and synthesized as cholinesterase inhibitors. Most compounds showed remarkable inhibitory activity against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). Among them, N-(1-benzylpiperidin-4-yl)acetamide derivative 4r with IC50 value of 1.6 μM was the most potent compound against AChE. The selectivity index of compound 4r for anti-AChE activity was about 26. Moreover, the compound 4r significantly protected PC12 neurons against H2O2-induced cell death at low concentrations. The docking study of compound 4r with AChE enzyme showed that both CAS and PAS are occupied by the ligand.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
5,5′-Dithiobis(2-nitrobenzoic acid), ≥98%, BioReagent, suitable for determination of sulfhydryl groups
Sigma-Aldrich
Sodium bicarbonate, puriss., meets analytical specification of Ph. Eur., BP, USP, FCC, E500, 99.0-100.5%, powder
Sigma-Aldrich
Sodium bicarbonate, powder, BioReagent, Molecular Biology, suitable for cell culture, suitable for insect cell culture
Sigma-Aldrich
Potassium phosphate monobasic, buffer substance, anhydrous, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., 99.5-100.5%
Supelco
Monobasic Potassium Phosphate, Pharmaceutical Secondary Standard; Certified Reference Material
Sigma-Aldrich
Potassium hydroxide, puriss., meets analytical specification of Ph. Eur., BP, 85-100.5%, pellets