Synthesis, characterization and molecular docking studies of substituted 4-coumarinylpyrano[2,3-c]pyrazole derivatives as potent antibacterial and anti-inflammatory agents

详细信息    查看全文

• 作者：Bahubali M. Chougala^a ; S. Samundeeswari^a ; Megharaja Holiyachi^a ; Lokesh A. Shastri^a ; ^{drlashastri@kud.ac.in} ; Suneel Dodamani^b ; Sunil Jalalpure^b ; ^c ; Sheshagiri R. Dixit^d ; Shrinivas D. Joshi^d ; Vinay A. Sunagar^e
• 关键词：DMAP ; Pyrano[2 ; 3-c]pyrazole ; Pyranopyrazolo-pyrimidine ; 3-Coumarinyl-3-pyrazolylpropanoic acids ; C4C4 pyranone ; Antibacterial ; Anti-inflammatory ; Molecular docking
• 刊名：European Journal of Medicinal Chemistry
• 出版年：2017
• 出版时间：5 January 2017
• 年：2017
• 卷：125
• 期：Complete
• 页码：101-116
• 全文大小：2259 K
• 卷排序：125

文摘

One-pot four component green method have been developed and synthesized various coumarin based pyrano[2,3-c]pyrazole derivatives 3 with excellent yield (>90%). The unexpected 3-coumarinyl-3-pyrazolylpropanoic acids 4 have been isolated from 3 in acidic conditions and intramolecular cyclization of 4 led to C4C4 pyranone or C4C4 chromon 9. All newly synthesized coumarin based pyrano[2,3-c]pyrazoles are potent antibacterial and anti-inflammatory agents compared to standard. The molecular docking study of coumarin based pyrano[2,3-c]pyrazole derivatives are well supported for in vitro antibacterial activity. Among all the synthesized coumarin derivatives, compound 3g and 4b are highly active and more potent in both biological (in vitro) as well as molecular docking simulation studies.