Synthesis and biological evaluation of nitrogen-containing chalcones as possible anti-inflammatory and antioxidant agents
Synthesis and biological evaluation of nitrogen-containing chalcones as possible anti-inflammatory and antioxidant agents
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DOI：
10.1016/j.bmcl.2009.11.068
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发表时间：
2010-01-15
影响因子：
2.7
通讯作者：
Jalde, Shivkumar S.
中科院分区：
文献类型：
--
作者：
Bandgar, Babasaheb P.;Patil, Sachin A.;Jalde, Shivkumar S.
通过Mannich反应合成了一系列新型含氮查尔酮化合物，并对其进行了抗炎活性筛选，如抑制环氧合酶-2（考克斯-2）、胰蛋白酶和β-葡萄糖醛酸酶活性。利用1，1-二苯基-2-苦基肼（DPPH）自由基清除活性证明了抗氧化潜力。上述研究结果表明，所合成的化合物被发现是上述促炎酶的有效抑制剂，并被发现具有适度的自由基清除潜力。总体而言，研究结果表明，N-甲基哌嗪甲基和哌啶甲基取代的查耳酮（4c，3b，4d，6 b）似乎对抑制β-葡萄糖醛酸苷酶很重要。然而，观察到具有哌啶甲基取代的查耳酮（8b，7 b，7 c，6c，4 b，3c，3b）是考克斯-2的有效抑制剂，而发现相同的化合物与考克斯-2相比对考克斯-1的反应性较低。(C)2009爱思唯尔有限公司保留所有权利。
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.