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Diversification of edaravone via palladium-catalyzed hydrazine cross-coupling: Applications against protein misfolding and oligomerization of beta-amyloid.

Abstract：

:N-Aryl derivatives of edaravone were identified as potentially effective small molecule inhibitors of tau and beta-amyloid aggregation in the context of developing disease-modifying therapeutics for Alzheimer's disease (AD). Palladium-catalyzed hydrazine monoarylation protocols were then employed as an expedient means of preparing a focused library of 21 edaravone derivatives featuring varied N-aryl substitution, thereby enabling structure-activity relationship (SAR) studies. On the basis of data obtained from two functional biochemical assays examining the effect of edaravone derivatives on both fibril and oligomer formation, it was determined that derivatives featuring an N-biaryl motif were four-fold more potent than edaravone.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

MacLean MA,Diez-Cecilia E,Lavery CB,Reed MA,Wang Y,Weaver DF,Stradiotto M

doi

10.1016/j.bmcl.2015.11.022

subject

Has Abstract

pub_date

2016-01-01 00:00:00

pages

100-4

issue

1

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(15)30232-8

journal_volume

26

pub_type

杂志文章

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