化学
酰化
氨基甲酸酯
区域选择性
香豆素
脱羧
立体化学
催化作用
有机化学
作者
Amardeep Singh,Monika Diwaker,Akshata Thakur,Khemchand R. Surana,Manjeet Chopra,Hemant Kumar,Satyasheel Sharma
出处
期刊:Tetrahedron
[Elsevier]
日期:2023-03-01
卷期号:134: 133295-133295
被引量:1
标识
DOI:10.1016/j.tet.2023.133295
摘要
O-Carbamate assisted Palladium (II) catalyzed regioselective C–H acylation of coumarins at C-6 position with arylglyoxylic acids has been achieved. The decarboxylative acylation of diverse 7-O-carbamate coumarins with wide range of arylglyoxylic acids produced solely the C-6 acylated coumarins. The synthesized molecules have been evaluated for their anti-inflammatory activity against RAW 264.7 macrophage cell line. Compounds 3aa, 3ab, and 3ia showed anti-inflammatory activity. Moreover, compound 3ia was found to be the most active with IC50 value of 5.471 μM in IL-1β expression. Further studies revealed that carbamate-based C-6 acylated coumarin derivatives 3aa, 3ab, and 3ia inhibits the nuclear translocation of p65 which mitigates the activation of inflammatory cascade by decreasing the expression of NF-κB. Compound 3ia was found to be the most active compound in inhibiting the NF-κB expression.
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