Nasuhi Pur Fazel, Akbari Dilmaghani Karim
Health Technology Incubator Center, Urmia University of Medical Science, Urmia, Iran.
Department of Chemistry, Faculty of Science, Urmia University, Urmia, Iran.
Iran J Pharm Res. 2015 Fall;14(4):1181-7.
The oxidative stress causes many diseases in human, therefore antioxidants have a special position in the medicinal chemistry. Tyrosol is an important antioxidant with a plenty of biological properties. There are many strategies such as clustering single drug units in order to develop new drugs. The cluster effect can increase drug effects relative to single drug unit. Calixtyrosol is the novel cluster of tyrosol that shows a more effective antioxidant activity than single tyrosol. In fact, tyrosol can be considered as 1/4 of the cluster. Four hydroxyethyl moieties have been grafted at the upper rim of the calix[4]arene in all-syn orientation, giving novel agent in the field of antioxidant agents. Free radical scavenging tests were determined by the 2, 2-diphenyl-1-picrylhydrazyl radical in methanol for four antioxidants: calixtyrosol, tyrosol, hydroxytyrosol and 3, 5-di-tert-buty l-4-hydroxytoluene to compare their antioxidant activity. Free radical scavenging test showed that calixtyrosol has enhanced antioxidant activity in comparison to the corresponding single tyrosol unit (> 5 fold), it has even more active than the other test antioxidants (2 fold). Presumably, it is attributed to tethering and arraying of four impacted tyrosol units, which make a synergistic effect in interactions with radicals for creating effective radical scavenging activity. This method is in debt of synergistic effect, tethering and arraying of single units in the cluster structure.
氧化应激会引发人类的多种疾病，因此抗氧化剂在药物化学中具有特殊地位。酪醇是一种具有多种生物学特性的重要抗氧化剂。为开发新药有许多策略，比如将单一药物单元聚集在一起。聚集效应相对于单一药物单元可增强药物效果。杯状酪醇是酪醇的新型聚集体，其抗氧化活性比单一酪醇更有效。实际上，酪醇可被视为该聚集体的四分之一。四个羟乙基部分已以全顺式取向接枝在杯[4]芳烃的上缘，从而在抗氧化剂领域产生了新型药剂。通过在甲醇中用2,2 - 二苯基 - 1 - 苦基肼自由基对四种抗氧化剂：杯状酪醇、酪醇、羟基酪醇和3,5 - 二叔丁基 - 4 - 羟基甲苯进行自由基清除测试，以比较它们的抗氧化活性。自由基清除测试表明，与相应的单一酪醇单元相比，杯状酪醇具有增强的抗氧化活性（>5倍），甚至比其他测试抗氧化剂更具活性（2倍）。据推测，这归因于四个受影响的酪醇单元的连接和排列，它们在与自由基相互作用时产生协同效应，从而产生有效的自由基清除活性。这种方法得益于聚集体结构中单一单元的协同效应、连接和排列。
