Synthesis and biological evaluation of nitrogen-containing chalcones as possible anti-inflammatory and antioxidant agents

被引:109
作者
Bandgar, Babasaheb P. [1 ,2 ]
Patil, Sachin A. [2 ]
Gacche, Rajesh N. [3 ]
Korbad, Balaji L. [2 ]
Hote, Balwant S. [2 ]
Kinkar, Santosh N. [2 ]
Jalde, Shivkumar S. [2 ]
机构
[1] Solapur Univ, Sch Chem Sci, Organ Chem Res Lab, Solapur 413255, India
[2] Swami Ramanand Teerth Marathwada Univ, Sch Chem Sci, Organ Chem Res Lab, Nanded 431606, India
[3] Swami Ramanand Teerth Marathwada Univ, Sch Life Sci, Nanded 431606, India
关键词
Nitrogen-containing chalcones; Anti-inflammatory; Antioxidant activity; INHIBITORS; CYCLOOXYGENASES; FLAVONOIDS; DESIGN;
D O I
10.1016/j.bmcl.2009.11.068
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A novel series of nitrogen-containing chalcones were synthesized by Mannich reaction and were screened for anti-inflammatory related activities such as inhibition of cyclooxygenase-2 (COX-2), trypsin and beta-glucuronidase. The antioxidant potential was demonstrated using 1,1-diphenyl-2-picryl hydrazine (DPPH) radical scavenging activity. The results of the above studies shows that the compounds synthesized were found to be effective inhibitors of above pro-inflammatory enzymes, and were found to be possess moderate radical scavenging potential. Overall, the results of the studies reveal that the chalcones with N-methyl piperazine methyl and piperidine methyl substitution (4c, 3b, 4d, 6b) seems to be important for inhibition of beta-glucuronidase. Whereas the chalcones with piperidine methyl substitution (8b, 7b, 7c, 6c, 4b, 3c, 3b) were observed as effective inhibitors of COX-2, while the same compounds were found to be less reactive against COX-1 as compared to COX-2. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:730 / 733
页数:4
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