Department of Medicinal Chemistry and Pharmacognosy, Faculty of Pharmacy, Jordan University of Science and Technology, P.O. Box 3030 Irbid 22110, Jordan.
Department of Pharmaceutical Technology, Faculty of Pharmacy, Jordan University of Science and Technology, P.O. Box 3030, Irbid 22110, Jordan.
Acta Pharm. 2021 Mar 1;71(1):115-130. doi: 10.2478/acph-2021-0005.
The glyoxalase system, particularly glyoxalase-I (GLO-I), has been approved as a potential target for cancer treatment. In this study, a set of structurally diverse polyphenolic natural compounds were investigated as potential GLO-I inhibitors. Ellagic acid was found, computationally and experimentally, to be the most potent GLO-I inhibitor among the tested compounds which showed an IC50 of 0.71 mmol L-1. Its binding to the GLO-I active site seemed to be mainly driven by ionic interaction via its ionized hydroxyl groups with the central Zn ion and Lys156, along with other numerous hydrogen bonding and hydrophobic interactions. Due to its unique and rigid skeleton, it can be utilized to search for other novel and potent GLO-I inhibitors via computational approaches such as pharmacophore modeling and similarity search methods. Moreover, an inspection of the docked poses of the tested compounds showed that chlorogenic acid and dihydrocaffeic acid could be considered as lead compounds worthy of further optimization.
糖氧还蛋白系统,特别是糖氧还蛋白-I(GLO-I),已被批准为癌症治疗的潜在靶点。在这项研究中,一组结构多样的多酚类天然化合物被用作潜在的 GLO-I 抑制剂进行研究。研究发现,鞣花酸是测试化合物中抑制 GLO-I 活性最强的化合物,其 IC50 为 0.71mmol/L。它与 GLO-I 活性位点的结合似乎主要是通过其带电荷的羟基与中心 Zn 离子和 Lys156 之间的离子相互作用驱动的,同时还存在许多氢键和疏水相互作用。由于其独特而刚性的骨架,它可以通过计算方法(如药效团建模和相似性搜索方法)来寻找其他新型、强效的 GLO-I 抑制剂。此外,对测试化合物的对接构象进行检查表明,绿原酸和二咖啡酰奎宁酸可以被认为是值得进一步优化的先导化合物。