Wei Ning-Ning, Hamza Adel, Hao Ce, Xiu Zhilong, Zhan Chang-Guo
Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, 789 South Limestone Street, Lexington, Kentucky 40536 ; State Key Laboratory of Fine Chemicals, School of Life Science and Biotechnology, Dalian University of Technology, Dalian 116024, China.
Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, 789 South Limestone Street, Lexington, Kentucky 40536.
Theor Chem Acc. 2013 Aug;132(8). doi: 10.1007/s00214-013-1379-z.
Topoisomerase I (Topo1) has been identified as an attractive target for anticancer drug development due to its central role in facilitating the nuclear process of the DNA. It is essential for rational design of novel Topo1 inhibitors to reliably predict the binding structures of the Topo1 inhibitors interacting with the Topo1-DNA complex. The detailed binding structures and binding free energies for the Topo1-DNA complex interacting with typical non-camptothecin (CPT) Topo1 inhibitors have been examined by performing molecular docking, molecular dynamic (MD) simulations, and binding free energy calculations. The computational results provide valuable insights into the binding modes of the inhibitors binding with the Topo1-DNA complex and the key factors affecting the binding affinity. It has been demonstrated that the - stacking interaction with the DNA base pairs and the hydrogen bonding with Topo1 have the pivotal contributions to the binding structures and binding free energies, although the van der Waals and electrostatic interactions also significantly contribute to the stabilization of the binding structures. The calculated binding free energies are in good agreement with the available experiment activity data. The detailed binding modes and the crucial factors affecting the binding free energies obtained from the present computational studies may provide valuable insights for future rational design of novel, more potent Topo1 inhibitors.
拓扑异构酶I(Topo1)因其在促进DNA核过程中的核心作用,已被确定为抗癌药物开发的一个有吸引力的靶点。可靠地预测与Topo1-DNA复合物相互作用的Topo1抑制剂的结合结构,对于新型Topo1抑制剂的合理设计至关重要。通过进行分子对接、分子动力学(MD)模拟和结合自由能计算,研究了与典型非喜树碱(CPT)Topo1抑制剂相互作用的Topo1-DNA复合物的详细结合结构和结合自由能。计算结果为抑制剂与Topo1-DNA复合物的结合模式以及影响结合亲和力的关键因素提供了有价值的见解。结果表明,与DNA碱基对的π-堆积相互作用以及与Topo1的氢键对结合结构和结合自由能起关键作用,尽管范德华力和静电相互作用对结合结构的稳定也有显著贡献。计算得到的结合自由能与现有的实验活性数据吻合良好。从目前的计算研究中获得的详细结合模式和影响结合自由能的关键因素,可能为未来新型、更有效的Topo1抑制剂的合理设计提供有价值的见解。