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Introduction of amino moiety enhances the inhibitory potency of 1-tetralone chalcone derivatives against LPS-stimulated reactive oxygen species production in RAW 264.7 macrophages.

Abstract：

:The design and synthesis of a series of thirty-two halogenated 1-tetralone or 6-amino-1-tetralone chalcone derivatives was achieved by the Claisen-Schmidt condensation reaction and were evaluated for their inhibitory effects against ROS production in LPS-stimulated RAW 264.7 macrophages. It was observed that the introduction of amino moiety into 1-tetralone skeleton greatly increased the inhibitory potency compared to corresponding 1-tetralone chalcones. Among the synthesized compounds, compound 18 which consists of 6-amino-1-tetralone skeleton together with o-fluorobenzylidene showed the most potent ROS inhibitory effect with IC50 value of 0.25 ± 0.13 µM. SAR analysis revealed that amino moiety at the 6th position of 1-tetralone chalcones have an important role for exerting the greater ROS inhibitory potency in LPS-stimulated RAW 264.7 macrophages than those exhibited by 1-tetralone chalcones alone.

journal_name

Bioorg Chem

journal_title

Bioorganic chemistry

authors

Katila P,Shrestha A,Shrestha A,Shrestha R,Park PH,Lee ES

doi

10.1016/j.bioorg.2019.03.055

subject

Has Abstract

pub_date

2019-06-01 00:00:00

pages

495-505

eissn

0045-2068

issn

1090-2120

pii

S0045-2068(19)30125-7

journal_volume

87

pub_type

杂志文章

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