Delnavaz Shahr Amirali, Nasuhi Pur Fazel, Akbari Dilmaghani Karim
Department of Chemistry, Faculty of Science, Urmia University, Urmia, Iran.
bHealth Technology Incubator Center, Urmia University of Medical Sciences, Urmia, Iran.
Iran J Pharm Res. 2019 Winter;18(1):30-33.
In this paper, the synthesis and free-radical scavenging capacity of novel calix[4]arene-based cluster of paracetamol was reported. The phenolic structures of acetaminophen and calix[4]arene prompted us for designing a synthetic route for calix[4]arene-based cyclic tetramer of paracetamol. The present chalice-shaped cluster is the first example of calixarene/acetaminophen hybrid and paracetamol can be considered as ¼ of the synthetic cyclic tetramer. Free-radical scavenging tests were determined by the 2,2-diphenyl-1-picrylhydrazyl radical in methanol. The results of antiradical-testing showed the enhanced free-radical scavenging capacity (~ 10-fold) for the prepared chaliced-shaped cluster with respect to the corresponding single therapeutic drug unit (acetaminophen). It is maybe attributed to the multivalency, spatial preorganization, and synergistic effect of four impacted drug units in the cluster structure (clustering effect).
本文报道了基于杯[4]芳烃的新型对乙酰氨基酚簇合物的合成及其自由基清除能力。对乙酰氨基酚和杯[4]芳烃的酚类结构促使我们设计了一种合成路线，用于制备基于杯[4]芳烃的对乙酰氨基酚环状四聚体。目前这种杯状簇合物是杯芳烃/对乙酰氨基酚杂化物的首个实例，且对乙酰氨基酚可被视为合成环状四聚体的四分之一。自由基清除试验是通过在甲醇中测定2,2-二苯基-1-苦基肼自由基来进行的。抗自由基测试结果表明，相对于相应的单一治疗药物单元（对乙酰氨基酚），所制备的杯状簇合物的自由基清除能力增强了约10倍。这可能归因于簇合物结构中四个受影响药物单元的多价性、空间预组织和协同效应（聚集效应）。
