Nane İkbal Demet, Çubuk Demiralay Ebru, Daldal Y Doğan
Technical Sciences Vocational School, Isparta University of Applied Sciences, 32260, Isparta, Turkey.
Department of Basic Pharmaceutical Sciences, Suleyman Demirel University, 32260, Isparta, Turkey.
Chemistry. 2024 Jun 17;30(34):e202400649. doi: 10.1002/chem.202400649. Epub 2024 May 24.
In this study, protonation constant values and liquid chromatographic behaviors of hydrophobic cyclizine, chlorcyclizine, hydroxyzine, cinnarizine, cetirizine, meclizine, and buclizine in some water-organic solvent binary mixtures were examined for the first time using classical and green reverse phase liquid chromatography methods. In the isocratic study, the relationship of the retention time and mobile phase pH in water-organic solvent binary mixtures containing acetonitrile (45, 50, 55, 60, 65%, v/v), methanol (60, 65, 70, 75%, v/v) and ethanol (45, 50, 55, 56, 59, 60, 62, 65%, v/v) were determined at 37 °C. In the study, XBridge C18 and Gemini NX C18 columns suitable for the chemical properties of basic compounds were used. The obtained liquid chromatographic data were analyzed using the linear solvation energy relationship methodology and the SOLVER program. The aqueous protonation constant values of the investigated compounds were calculated using the linear relationship between the protonation constant data calculated in studied binary mixtures and some macroscopic constant values of the solvents used. The greenness of methods developed using three different solvents was evaluated with the Analytical Greenness Metric Approach, the Green Analytical Procedures Index, and the Green Solvent Selection Tool approaches.
在本研究中,首次使用经典和绿色反相液相色谱法,考察了疏水型氯环利嗪、氯苯那敏、羟嗪、桂利嗪、西替利嗪、美克洛嗪和布克利嗪在某些水 - 有机溶剂二元混合物中的质子化常数及液相色谱行为。在等度洗脱研究中,于37°C测定了含乙腈(45、50、55、60、65%,v/v)、甲醇(60、65、70、75%,v/v)和乙醇(45、50、55、56、59、60、62、65%,v/v)的水 - 有机溶剂二元混合物中保留时间与流动相pH的关系。研究中使用了适合碱性化合物化学性质的XBridge C18和Gemini NX C18色谱柱。利用线性溶剂化能关系方法和SOLVER程序对所得液相色谱数据进行分析。通过研究二元混合物中计算得到的质子化常数数据与所用溶剂的一些宏观常数之间的线性关系,计算出所研究化合物的水相质子化常数。采用分析绿色度指标法、绿色分析程序指数法和绿色溶剂选择工具法,对使用三种不同溶剂开发的方法的绿色度进行了评估。