Synthesis and Evaluation of a Series of Novel Asymmetrical Curcumin Analogs for the Treatment of Inflammation
Curcumin has been reported to possess multiple bioactivities, such as antioxidant, anticancer, and anti-inflammatory properties, however the clinical application of curcumin has been significantly limited by its instability and poor metabolism. Modification of curcumin has led to discovery and devel...
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MDPI AG
2014-06-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/19/6/7287 |
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doaj-fe7c2561dce34545865b8f128276677f2020-11-25T00:32:51ZengMDPI AGMolecules1420-30492014-06-011967287730710.3390/molecules19067287molecules19067287Synthesis and Evaluation of a Series of Novel Asymmetrical Curcumin Analogs for the Treatment of InflammationYali Zhang0Leping Zhao1Jianzhang Wu2Xin Jiang3Lili Dong4Fengli Xu5Peng Zou6Yuanrong Dai7Xiaoou Shan8Shulin Yang9Guang Liang10School of Environmental and Biological Engineering, Nanjing University of Science and Technology, Nanjing 210094, Jiangsu, ChinaDepartment of Pharmacy at the Affiliated Yueqing Hospital, Wenzhou Medical University, Wenzhou 325699, Zhejiang, ChinaChemical Biology Research Center at School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou 325035, Zhejiang, ChinaChemical Biology Research Center at School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou 325035, Zhejiang, ChinaThe 2nd Affiliated Hospital, Wenzhou Medical University, Wenzhou 325035, Zhejiang, ChinaThe 2nd Affiliated Hospital, Wenzhou Medical University, Wenzhou 325035, Zhejiang, ChinaSchool of Environmental and Biological Engineering, Nanjing University of Science and Technology, Nanjing 210094, Jiangsu, ChinaThe 2nd Affiliated Hospital, Wenzhou Medical University, Wenzhou 325035, Zhejiang, ChinaThe 2nd Affiliated Hospital, Wenzhou Medical University, Wenzhou 325035, Zhejiang, ChinaSchool of Environmental and Biological Engineering, Nanjing University of Science and Technology, Nanjing 210094, Jiangsu, ChinaChemical Biology Research Center at School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou 325035, Zhejiang, ChinaCurcumin has been reported to possess multiple bioactivities, such as antioxidant, anticancer, and anti-inflammatory properties, however the clinical application of curcumin has been significantly limited by its instability and poor metabolism. Modification of curcumin has led to discovery and development of lots of novel therapeutic candidates. In recent years acute and chronic inflammation has been the focus of numerous studies in various diseases. Here, we synthesized a series of asymmetrical curcumin analogs with high in vitro chemical stability, and their anti-inflammatory activity was evaluated in LPS-stimulated macrophages. According to the bio-screening results and QSAR analysis, these analogs exhibited potent activities against LPS-induced TNF-α and IL-6 release. Among the analogs of the potent anti-inflammatory activity, compounds 3b8 and 3b9 exhibited significant protection and possess enhanced anti-inflammatory activity thereby attenuated the LPS-induced septic death in mice.http://www.mdpi.com/1420-3049/19/6/7287curcuminasymmetrical curcumin analogsanti-inflammationQSARcytokines |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Yali Zhang Leping Zhao Jianzhang Wu Xin Jiang Lili Dong Fengli Xu Peng Zou Yuanrong Dai Xiaoou Shan Shulin Yang Guang Liang |
| spellingShingle |
Yali Zhang Leping Zhao Jianzhang Wu Xin Jiang Lili Dong Fengli Xu Peng Zou Yuanrong Dai Xiaoou Shan Shulin Yang Guang Liang Synthesis and Evaluation of a Series of Novel Asymmetrical Curcumin Analogs for the Treatment of Inflammation Molecules curcumin asymmetrical curcumin analogs anti-inflammation QSAR cytokines |
| author_facet |
Yali Zhang Leping Zhao Jianzhang Wu Xin Jiang Lili Dong Fengli Xu Peng Zou Yuanrong Dai Xiaoou Shan Shulin Yang Guang Liang |
| author_sort |
Yali Zhang |
| title |
Synthesis and Evaluation of a Series of Novel Asymmetrical Curcumin Analogs for the Treatment of Inflammation |
| title_short |
Synthesis and Evaluation of a Series of Novel Asymmetrical Curcumin Analogs for the Treatment of Inflammation |
| title_full |
Synthesis and Evaluation of a Series of Novel Asymmetrical Curcumin Analogs for the Treatment of Inflammation |
| title_fullStr |
Synthesis and Evaluation of a Series of Novel Asymmetrical Curcumin Analogs for the Treatment of Inflammation |
| title_full_unstemmed |
Synthesis and Evaluation of a Series of Novel Asymmetrical Curcumin Analogs for the Treatment of Inflammation |
| title_sort |
synthesis and evaluation of a series of novel asymmetrical curcumin analogs for the treatment of inflammation |
| publisher |
MDPI AG |
| series |
Molecules |
| issn |
1420-3049 |
| publishDate |
2014-06-01 |
| description |
Curcumin has been reported to possess multiple bioactivities, such as antioxidant, anticancer, and anti-inflammatory properties, however the clinical application of curcumin has been significantly limited by its instability and poor metabolism. Modification of curcumin has led to discovery and development of lots of novel therapeutic candidates. In recent years acute and chronic inflammation has been the focus of numerous studies in various diseases. Here, we synthesized a series of asymmetrical curcumin analogs with high in vitro chemical stability, and their anti-inflammatory activity was evaluated in LPS-stimulated macrophages. According to the bio-screening results and QSAR analysis, these analogs exhibited potent activities against LPS-induced TNF-α and IL-6 release. Among the analogs of the potent anti-inflammatory activity, compounds 3b8 and 3b9 exhibited significant protection and possess enhanced anti-inflammatory activity thereby attenuated the LPS-induced septic death in mice. |
| topic |
curcumin asymmetrical curcumin analogs anti-inflammation QSAR cytokines |
| url |
http://www.mdpi.com/1420-3049/19/6/7287 |
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