Home
Resources
Publications
New 4-N-phenylaminoquinoline Derivatives as Antioxidant, Metal Chelating and Cholinesterase Inhibitors for Alzheimer's Disease

New 4-N-phenylaminoquinoline Derivatives as Antioxidant, Metal Chelating and Cholinesterase Inhibitors for Alzheimer's Disease

Rong Cai, Li-Ning Wang, Jing-Jing Fan, Shang-Qi Geng, Yu-Ming Liu

Bioorg Chem. 2019 Dec;93:103328.

PMID: 31600664

Abstract:

A series of new 4-N-phenylaminoquinoline derivatives were designed, synthesized, and their anticholinesterase activities, 1,1-Diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity, metal-chelating ability were tested. Among them, compounds 11j, 11k and 11l had comparable inhibition activities to reference drug galantamine both in AChE and in BChE. Especially, compound 11j revealed the most potent inhibition to eeAChE and eqBChE with IC50 values of 1.20 μM and 18.52 μM, respectively. Furthermore, both kinetic analysis of AChE inhibition and molecular docking study indicated that compound 11j was mixed-type inhibitor, binding simultaneously to the catalytic anionic site (CAS) and the peripheral anionic site (PAS) of AChE, and propidium iodide displacement assay showed significant displacement of propidium iodide with compound 11k (25.80%) from PAS of eeAChE. More importantly, compound 11l displayed excellent DPPH radical scavenging activity (84% at 1 mg/mL), and its EC50 value was 0.328 μM. In addition, compounds 11a, 11j, 11k and 11l exhibited obvious biometal chelating abilities toward Al3+, Fe2+, Cu2+ and Zn2+ ions. Taken together, 4-N-phenylaminoquinoline derivatives targeting multiple pathogenetic factors deserve further investigation for treatment of AD.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP25535164-B	Propidium Iodide - CAS 25535-16-4		25535-16-4	Price
AP69353215	Galanthamine, Hydrobromide - CAS 69353-21-5		69353-21-5	Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: