Simple Synthesis of Modafinil Derivatives and Their Anti-inflammatory Activity
Simple Synthesis of Modafinil Derivatives and Their Anti-inflammatory Activity
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DOI：
10.3390/molecules170910446
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发表时间：
2012-09-01
期刊：
影响因子：
4.6
通讯作者：
Oh, Seikwan
中科院分区：
文献类型：
--
作者：
Jung, Jae-Chul;Lee, Yeonju;Oh, Seikwan
描述了莫达非尼衍生物的简单合成及其生物活性。关键的合成策略包括取代和偶联反应。我们通过测量 LPS 刺激后亚硝酸盐产生以及 iNOS 和 COX-2 表达的抑制来确定莫达非尼衍生物在培养的 BV2 细胞中的抗炎作用。研究发现，对于硫化物类似物，与环状或芳香族部分（化合物11e-k）相比，在酰胺部分（化合物11a-d）引入脂肪族基团会导致较低的抗炎活性。然而，对于亚砜类似物，在 BV-2 小胶质细胞中引入脂肪族部分（化合物 12a-d）显示出比环状或芳香族片段（化合物 12e-k）更高的抗炎活性。
Simple synthesis of modafinil derivatives and their biological activity are described. The key synthetic strategies involve substitution and coupling reactions. We determined the anti-inflammatory effects of modafinil derivatives in cultured BV2 cells by measuring the inhibition of nitrite production and expression of iNOS and COX-2 after LPS stimulation. It was found that for sulfide analogues introduction of aliphatic groups on the amide part (compounds 11a-d) resulted in lower anti-inflammatory activity compared with cyclic or aromatic moieties (compounds 11e-k). However, for the sulfoxide analogues, introduction of aliphatic moieties (compounds 12a-d) showed higher anti-inflammatory activity than cyclic or aromatic fragments (compounds 12e-k) in BV-2 microglia cells.