New pentadienone oxime ester derivatives: synthesis and anti-inflammatory activity. (1st January 2018)

• Record Type: Journal Article
• Authors: Li, Qin; Zhang, Juping; Chen, Liu Zeng; Wang, Jie Quan; Zhou, Hai Ping; Tang, Wen Jian; Xue, Wei; Liu, Xin Hua
• Is Part Of: Journal of enzyme inhibition and medicinal chemistry. Volume 33:Number 1(2018)
• Page Start: 130
• Page End: 138
• Publication Date: 2018-01-01
• Subjects: Pentadienone -- oxime ester -- synthesis -- anti-inflammatory -- activity; Enzyme inhibitors -- Periodicals; Enzyme Inhibitors -- periodicals; Biochemistry -- periodicals; 572.7
• DOI: 10.1080/14756366.2017.1396455
• Languages: English
• ISSNs: 1475-6366

Abstract

Abstract: To develop novel anti-inflammatory agents, a series of new pentadienone oxime ester compounds were designed and synthesized. The structures were determined by IR, 1 H NMR, 13 C NMR, and HRMS. All compounds have been screened for their anti-inflammatory activity by evaluating their inhibition against LPS-induced nitric oxide (NO) release in RAW 264.7 cell. Among them, compound5j was found to be one of the most potent compounds in inhibiting NO and IL-6 (IC50 values were 6.66 µM and 5.07 µM, respectively). Preliminary mechanism studies show that title compound5j could significantly suppress expressions of nitric oxide synthase, COX-2, and NO, IL-6 through Toll-like receptor 4/mitogen-activated protein kinases/NF-κB signalling pathway. These data support further studies to assess rational design of more efficient pentadienone oxime ester derivatives with anti-inflammatory activity in the future.