Department of Chemistry, School of Sciences, Gujarat University, Ahmedabad, 380009, Gujarat, India.
Department of Chemistry, St. Xavier's College, Navrangpura, Ahmedabad, 380009, Gujarat, India.
J Chromatogr A. 2018 Oct 12;1571:223-230. doi: 10.1016/j.chroma.2018.08.009. Epub 2018 Aug 4.
Lipophilicity constitutes one of the most important physicochemical properties in the design and development of drug molecules. In the present work thin layer chromatography (TLC) has been utilized to evaluate lipophilicity of 11 representative drugs, which included six proton pump inhibitors (omeprazole, pantoprazole, rabeprazole, lansoprazole, ilaprazole, and tenatoprazole), an anti-vertigo drug, betahistine, nonsteroidal anti-inflammatory drug, ibuprofen, anti-malarial drug, atovaquone, an anti-HIV agent, atazanavir and a hormonal drug, calcitriol. Normal as well as reversed-phase separation modes were evaluated to study the effect of different organic modifiers for the estimation of lipophilicity. The quantitative descriptor of lipophilicity, the partition coefficient (logP) was estimated by suitably optimizing the solvent systems for both the modes. The best mobile phase pairs for NPTLC and RPTLC were toluene-acetonitrile and water-methanol respectively. Principal component analysis, hierarchical cluster analysis, as well as non-parametric methods like sum of ranking differences and generalized pair wise correlation revealed the dominant pattern in the data. The results obtained from both the separation modes were comparable and were in good agreement with the computational data for all the drugs.
亲脂性是药物分子设计和开发中最重要的物理化学性质之一。在本工作中，我们利用薄层色谱（TLC）评估了 11 种代表性药物的亲脂性，这些药物包括 6 种质子泵抑制剂（奥美拉唑、泮托拉唑、雷贝拉唑、兰索拉唑、依普拉唑和泰妥拉唑）、一种抗眩晕药物倍他司汀、非甾体抗炎药布洛芬、抗疟药阿托伐醌、抗 HIV 药物阿扎那韦和一种激素药物骨化三醇。我们评估了正相和反相分离模式，以研究不同有机改性剂对亲脂性估计的影响。通过适当优化两种模式的溶剂系统，我们估计了亲脂性的定量描述符，即分配系数（logP）。对于 NPTLC 和 RPTLC，最佳的流动相分别为甲苯-乙腈和水-甲醇。主成分分析、层次聚类分析以及非参数方法，如排序差异总和和广义成对相关性，揭示了数据中的主导模式。两种分离模式的结果是可比的，并且与所有药物的计算数据吻合良好。
