Synthesis and optimization of novel allylated mono-carbonyl analogs of curcumin (MACs) act as potent anti-inflammatory agents against LPS-induced acute lung injury (ALI) in rats

被引：59
|
作者：
Zhu, Heping [1 ]
Xu, Tingting [1 ,2 ]
Qiu, Chenyu [1 ]
Wu, Beibei [1 ,2 ]
Zhang, Yali [1 ]
Chen, Lingfeng [1 ]
Xia, Qinqin [1 ]
Li, Chenglong [1 ]
Zhou, Bin [2 ]
Liu, Zhiguo [1 ]
Liang, Guang [1 ]
机构：
[1] Wenzhou Med Univ, Sch Pharmaceut Sci, Chem Biol Res Ctr, 1210 Univ Town, Wenzhou 325035, Zhejiang, Peoples R China
[2] Wenzhou Med Univ, Affiliated Hosp 2, Wenzhou 325035, Zhejiang, Peoples R China
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2016年 / 121卷
关键词：
Acute lung injury; Water solubility; Chemical stability; Drug design; Mono-carbonyl analogs of curcumin; MURINE MODEL; INTERLEUKIN-6; INFLAMMATION; CELLS;
D O I：
10.1016/j.ejmech.2016.05.041
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of novel symmetric and asymmetric allylated mono-carbonyl analogs of curcumin (MACs) were synthesized using an appropriate synthetic route and evaluated experimentally thru the LPS-induced expression of TNF-alpha and IL-6. Most of the obtained compounds exhibited improved water solubility as a hydrochloride salt compared to lead molecule 8f. The most active compound 7a was effective in reducing the Wet/Dry ratio in the lungs and protein concentration in bronchoalveolar lavage fluid. Meanwhile, 7a also inhibited mRNA expression of several inflammatory cytokines, including TNF-alpha, IL-6, IL-1 beta, and VCAM-1, in Beas-2B cells after Lipopolysaccharide (LPS) challenge. These results suggest that 7a could be therapeutically beneficial for use as an anti-inflammatory agent in the clinical treatment of acute lung injury (ALI). (C) 2016 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：181 / 193
页数：13
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