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Synthesis and anti-inflammatory activities of mono-carbonyl analogues of curcumin.


ABSTRACT: Curcumin has been extensively studied for its anti-inflammatory activities. However, its potential beneficial effects on various disease preventions and treatments are limited by its unstable structure. The beta-diketone moiety renders curcumin to be rapidly metabolized by aldo-keto reductase in liver. In the present study, a series of curcumin analogues with more stable chemical structures were synthesized and several compounds showed an enhanced ability to inhibit lipopolysaccharide (LPS)-induced TNF-alpha and IL-6 synthesis in macrophages.

SUBMITTER: Liang G 

PROVIDER: S-EPMC2268908 | biostudies-literature | 2008 Feb

REPOSITORIES: biostudies-literature

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Synthesis and anti-inflammatory activities of mono-carbonyl analogues of curcumin.

Liang Guang G   Li Xiaokun X   Chen Li L   Yang Shulin S   Wu Xudong X   Studer Elaine E   Gurley Emily E   Hylemon Phillip B PB   Ye Faqing F   Li Yueru Y   Zhou Huiping H  

Bioorganic & medicinal chemistry letters 20080101 4


Curcumin has been extensively studied for its anti-inflammatory activities. However, its potential beneficial effects on various disease preventions and treatments are limited by its unstable structure. The beta-diketone moiety renders curcumin to be rapidly metabolized by aldo-keto reductase in liver. In the present study, a series of curcumin analogues with more stable chemical structures were synthesized and several compounds showed an enhanced ability to inhibit lipopolysaccharide (LPS)-indu  ...[more]

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