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Design, synthesis and evaluation of phthalide alkyl tertiary amine derivatives as promising acetylcholinesterase inhibitors with high potency and selectivity against Alzheimer's disease.

Abstract：

:A series of phthalide alkyl tertiary amine derivatives were designed, synthesized and evaluated as potential multi-target agents against Alzheimer's disease (AD). The results indicated that almost all the compounds displayed significant AChE inhibitory and selective activities. Besides, most of the derivatives exhibited increased self-induced Aβ1-42 aggregation inhibitory activity compared to the lead compound dl-NBP, and some compounds also exerted good antioxidant activity. Specifically, compound I-8 showed the highest inhibitory potency toward AChE (IC50 = 2.66 nM), which was significantly better than Donepezil (IC50 = 26.4 nM). Moreover, molecular docking studies revealed that compound I-8 could bind to both the catalytic active site and peripheral anionic site of AChE. Furthermore, compound I-8 displayed excellent BBB permeability in vitro. Importantly, the step-down passive avoidance test indicated that I-8 significantly reversed scopolamine-induced memory deficit in mice. Collectively, these results suggested that I-8 might be a potent and selective AChE inhibitor for further anti-AD drug development.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Luo L,Song Q,Li Y,Cao Z,Qiang X,Tan Z,Deng Y

doi

10.1016/j.bmc.2020.115400

subject

Has Abstract

pub_date

2020-04-15 00:00:00

pages

115400

issue

8

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(20)30205-4

journal_volume

28

pub_type

杂志文章

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