Synthesis and analgesic and anti-inflammatory activities of 7-azaindazole chalcone derivatives

详细信息    查看全文

• 作者：Kantlam Chamakuri ; Srinivasa Murthy Muppavarapu…
• 关键词：Chalcone ; Licochalcone A ; Analgesic ; Anti ; inflammatory
• 刊名：Medicinal Chemistry Research
• 出版年：2016
• 出版时间：October 2016
• 年：2016
• 卷：25
• 期：10
• 页码：2392-2398
• 全文大小：353 KB
• 刊物主题：Pharmacology/Toxicology; Biochemistry, general; Cell Biology;
• 出版者：Springer US
• ISSN：1554-8120
• 卷排序：25

文摘

A series of 7-azaindazole-chalcone (6a–j) derivatives were synthesized from 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carbaldehyde (4). The 5-bromo-1H-pyrazolo [3,4-b]pyridine (3) was subjected to Sommelet reaction to afford 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carbaldehyde (4), which underwent Claisen–Schmidt condensation with different substituted acetophenones (5a–j) in basic media to afford 7-azaindazole-chalcone (6a–j) derivatives. These compounds were characterized by their infrared, proton nuclear magnetic resonance, 13C nuclear magnetic resonance, and mass spectral data. All these derivatives (6a–j) were evaluated for their anti-inflammatory and analgesic activities. Among the synthesized compounds 6j and 6i with CF₃ group and 6d with Br group exhibited excellent anti-inflammatory activity, and the compound 6f with benzyloxyphenyl showed less anti-inflammatory activity when compared with the activity of standard reference, indomethacin. Further, these derivatives (6a–j) were evaluated for their analgesic activity. Among them, compounds 6e, 6d, 6j, and 6i exhibited excellent analgesic activity when compared with the activity of standard drug diclofenac sodium.