Sainy J, Sharma R
a School of Pharmacy, Devi Ahilya Vishwavidyalaya , Indore , India.
SAR QSAR Environ Res. 2015;26(10):873-92. doi: 10.1080/1062936X.2015.1095238. Epub 2015 Nov 2.
The development of resistant malaria and lethality of the disease demands the search for new therapeutic candidates. In this line-up, thiolactone was identified as the potential lead structure and subjected to hologram quantitative structure-activity relationship (HQSAR), comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA). Overall, the QSAR results shows that the LOO cross-validated q(2) values of HQSAR, CoMFA and CoMSIA models are 0.791, 0.737 and 0.753, respectively. According to HQSAR, the hydrogen bond donor and acceptor were found to play an important role in governing antimalarial activity of thiolactone derivatives. The fragment contribution map of HQSAR, and contour maps of CoMFA and CoMSIA showed the presence of an electronegative group at the fifth position, and a bulky group at the third and fourth positions of the thiolactone ring, positively contributing to antimalarial activity. Furthermore, molecular docking was performed to analyze the binding mode of newly designed thiolactones with the active site residues of pf KAS I/II. The prediction of newly designed thiolactone molecules based on QSAR and docking score are in good accordance with each other. Therefore the ligand-based QSAR models and target structure-based docking model developed in this study may be successfully utilized for the design of new antimalarial agents.
抗药性疟疾的发展以及该疾病的致死性促使人们寻找新的治疗候选药物。在这一系列研究中,硫内酯被确定为潜在的先导结构,并进行了全息定量构效关系(HQSAR)、比较分子场分析(CoMFA)和比较分子相似性指数分析(CoMSIA)。总体而言,定量构效关系结果表明,HQSAR、CoMFA和CoMSIA模型的留一法交叉验证q(2)值分别为0.791、0.737和0.753。根据HQSAR,发现氢键供体和受体在硫内酯衍生物的抗疟活性调控中起重要作用。HQSAR的片段贡献图以及CoMFA和CoMSIA的等高线图显示,在硫内酯环的第五位存在一个电负性基团,在第三位和第四位存在一个体积较大的基团,这对抗疟活性有正向贡献。此外,进行了分子对接以分析新设计的硫内酯与pf KAS I/II活性位点残基的结合模式。基于定量构效关系和对接分数对新设计的硫内酯分子进行的预测彼此吻合良好。因此,本研究中开发的基于配体的定量构效关系模型和基于靶点结构的对接模型可成功用于设计新型抗疟药物。