Sivaramakarthikeyan Ramar, Iniyaval Shunmugam, Saravanan Vadivel, Lim Wei-Meng, Mai Chun-Wai, Ramalingan Chennan
Department of Chemistry, School of Advanced Sciences, Kalasalingam Academy of Research and Education (Deemed to be University), Krishnankoil 626 126, Tamilnadu, India.
School of Pharmacy, International Medical University, 126 Jalan Jalil Perkasa 19, Bukit Jalil, Kuala Lumpur 57000, Malaysia.
ACS Omega. 2020 Apr 24;5(17):10089-10098. doi: 10.1021/acsomega.0c00630. eCollection 2020 May 5.
Synthesis of a series of benzimidazole-ornamented pyrazoles, has been obtained from arylhydrazine and aralkyl ketones via a multistep synthetic strategy. Among them, a hybrid-possessing -nitrophenyl moiety connected to a pyrazole scaffold () exerted the highest anti-inflammatory activity, which is superior to the standard, diclofenac sodium. While executing the 2,2-diphenyl-1-picrylhydrazyl radical-scavenging activity, a hybrid-possessing -bromophenyl unit integrated at the pyrazole structural motif () exhibited the highest activity among the hybrids examined. Besides, evaluation of anticancer potency of the synthesized hybrids revealed that the one containing a -fluorophenyl unit tethered at the pyrazole nucleus () showed the highest activity against both the pancreatic cancer cells (SW1990 and AsPCl) investigated. Considerable binding affinity between B-cell lymphoma and the hybrid, has been reflected while performing molecular docking studies (-8.65 kcal/mol). The outcomes of the investigation expose that these hybrids could be used as effective intermediates to construct more potent biological agents.
通过多步合成策略，从芳基肼和芳烷基酮合成了一系列苯并咪唑修饰的吡唑。其中，一个与吡唑支架相连的具有 -硝基苯基部分的杂化物（）表现出最高的抗炎活性，优于标准药物双氯芬酸钠。在进行2,2 -二苯基 - 1 - 苦基肼自由基清除活性测试时，一个在吡唑结构基序处整合有 -溴苯基单元的杂化物（）在所测试的杂化物中表现出最高活性。此外，对合成杂化物的抗癌效力评估表明，一个在吡唑核处连接有 -氟苯基单元的杂化物（）对所研究的胰腺癌细胞（SW1990和AsPCl）均表现出最高活性。在进行分子对接研究时（-8.65千卡/摩尔），反映出B细胞淋巴瘤与该杂化物之间具有相当大的结合亲和力。研究结果表明，这些杂化物可用作构建更有效生物制剂的有效中间体。
