Department of Biochemistry and Pharmacogenomics, Faculty of Pharmacy, Medical University of Warsaw, 1 Banacha, 02-097 Warsaw, Poland.
Department of Organic and Physical Chemistry, Faculty of Pharmacy, Medical University of Warsaw, 1 Banacha, 02-097 Warsaw, Poland.
Molecules. 2023 Jun 28;28(13):5055. doi: 10.3390/molecules28135055.
Nonaqueous capillary electrophoretic (NACE) separation was obtained of analogs of (24)-1,24-dihydroxyvitamin D derivative (calcipotriol) as predicted by quantum chemical calculations supported by the density functional theory (DFT). Among the key electronic properties investigated, absolute values of the dipole polarizability and energy gap between HOMO and LUMO molecular orbitals of the analog molecules differ significantly for particular analogs, and there is a direct relationship with their electrophoretic migration time. These differences and relationships suggest that the structurally related analogs should be separable in the electrostatic field. Indeed, the robust, sensitive, and rapid NACE method was first developed for the identification and determination of the anticancer analog of calcipotriol (coded PRI-2205) and its process-related impurities (coded PRI-2201, PRI-2203, and PRI-2204) in organic and aqueous biological solutions. The direct relation between the calculated electronic properties of the analogs and the experimental electrophoretic migration time could be a promising prospect for theoretically predicting the electrophoretic separations.
非水毛细管电泳（NACE）分离是通过量子化学计算预测的，该计算得到了（24）-1,24-二羟基维生素 D 衍生物（卡泊三醇）类似物的分离，该计算得到了密度泛函理论（DFT）的支持。在所研究的关键电子性质中，特定类似物的分子轨道上的偶极极化率和最高占据分子轨道（HOMO）与最低未占据分子轨道（LUMO）之间的能量间隙的绝对值差异很大，并且与它们的电泳迁移时间有直接关系。这些差异和关系表明，结构相关的类似物应该可以在静电场中分离。事实上，首先开发了强大、灵敏和快速的 NACE 方法，用于鉴定和测定卡泊三醇的抗癌类似物（编码为 PRI-2205）及其在有机和水生物溶液中的过程相关杂质（编码为 PRI-2201、PRI-2203 和 PRI-2204）。类似物的计算电子性质与实验电泳迁移时间之间的直接关系可能为理论预测电泳分离提供了有希望的前景。
