Synthesis and anti-inflammatory evaluation of novel mono-carbonyl analogues of curcumin in LPS-stimulated RAW 264.7 macrophages

被引：50
作者：
Zhao, Chengguang
Cai, Yuepiao
He, Xuzhi
Li, Jianling
Zhang, Li
Wu, Jianzhang [2 ]
Zhao, Yunjie
Yang, Shulin [2 ]
Li, Xiaokun
Li, Wulan [3 ]
Liang, Guang [1 ,2 ]
机构：
[1] Wenzhou Med Coll, Bioorgan & Med Chem Res Ctr, Sch Pharm, Wenzhou 325035, Zhejiang, Peoples R China
[2] Nanjing Univ Sci & Technol, Coll Chem Engn, Nanjing 210094, Jiangsu, Peoples R China
[3] Hunan Normal Univ, Coll Math & Comp Sci, Changsha 410081, Hunan, Peoples R China
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2010年 / 45卷 / 12期
关键词：
Curcumin; Mono-carbonyl analogues; QSAR; TNF-alpha; IL-6; Anti-inflammation; NF-KAPPA-B; DIABETIC-PATIENTS; HEART-FAILURE; CANCER-CELLS; ALPHA; ATHEROSCLEROSIS; INHIBITION; EXPRESSION; STABILITY; SECRETION;
D O I：
10.1016/j.ejmech.2010.09.037
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Curcumin is a multifunctional natural product with regulatory effects on inflammation. However, a major limitation for the application of curcumin is its poor bioavailability. We previously demonstrated that the mono-carbonyl analogues of curcumin possessed improved pharmacokinetic profiles. In this study, 33 novel mono-carbonyl analogues of curcumin were synthesized and their inhibition against TNF-alpha and IL-6 release was evaluated in LPS-stimulated RAW 264.7 macrophages. Based on the screening data, quantitative structure activity relationship was conducted, indicating that electron-withdrawing groups in benzene ring are favourable to anti-inflammatory activities of B-class compounds. Furthermore, compounds AN1 and 1382 demonstrated anti-inflammatory abilities in a dose-dependent manner. These raise the possibility that these compounds might serve as potential agents for the treatment of inflammatory diseases. (C) 2010 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：5773 / 5780
页数：8
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