SCI和EI收录∣中国化工学会会刊

中国化学工程学报 ›› 2020, Vol. 28 ›› Issue (10): 2626-2633.DOI: 10.1016/j.cjche.2020.07.010

• Chemical Engineering Thermodynamics • 上一篇    下一篇

Preferential solvation of pomalidomide, an anticancer compound, in some binary mixed solvents at 298.15 K

Mohsen Padervand1, Shima Naseri1, Hadi Chahiyan Boroujeni2   

  1. 1 Department of Chemistry, Faculty of Science, University of Maragheh, Maragheh, Iran;
    2 Department of Chemistry and Biology, Farhangian Teacher Training University, Mashhad Branch, Mashhad, Iran
  • 收稿日期:2020-02-18 修回日期:2020-07-04 出版日期:2020-10-28 发布日期:2020-12-03
  • 通讯作者: Mohsen Padervand

Preferential solvation of pomalidomide, an anticancer compound, in some binary mixed solvents at 298.15 K

Mohsen Padervand1, Shima Naseri1, Hadi Chahiyan Boroujeni2   

  1. 1 Department of Chemistry, Faculty of Science, University of Maragheh, Maragheh, Iran;
    2 Department of Chemistry and Biology, Farhangian Teacher Training University, Mashhad Branch, Mashhad, Iran
  • Received:2020-02-18 Revised:2020-07-04 Online:2020-10-28 Published:2020-12-03
  • Contact: Mohsen Padervand

摘要: Preferential solvation of pomalidomide (PMD) was explored in dimethyl sulfoxide (DMSO)-dimethylformamide (DMF), DMSO-tetrahydrofuran (THF), DMSO-methanol (MeOH), DMSO-isopropanol, DMSO-water, water-DMF, water-THF, water-MeOH, and water-isopropanol binary mixed solvents at 298.15 K. Bosch-Rose model was utilized to determine the electronic transition energies (ET) and other preferential solvation parameters, describing solute-solute and solute-solvent interactions. We found that λmax situation shifted with dielectric constant of the pure solvents meaningfully. According to the obtained results, ET enhanced and λmax shifted to the lower wavelengths as the percentage of DMSO decreased in the binary mixtures, remarking the important role of DMSO for stabilizing the excited state (π*) of PMD chromophore via efficient intermolecular solute-solvent interactions. In addition, the aqueous binary systems showed an optimum point for the ET values as the percentage of water changed in the solutions. The local mole fraction of the solvents in the cybotactic region was also estimated to describe the specific and non-specific interactions in the systems.

关键词: Pomalidomide, Preferential solvation, Bosch-Rose model, Binary solvents

Abstract: Preferential solvation of pomalidomide (PMD) was explored in dimethyl sulfoxide (DMSO)-dimethylformamide (DMF), DMSO-tetrahydrofuran (THF), DMSO-methanol (MeOH), DMSO-isopropanol, DMSO-water, water-DMF, water-THF, water-MeOH, and water-isopropanol binary mixed solvents at 298.15 K. Bosch-Rose model was utilized to determine the electronic transition energies (ET) and other preferential solvation parameters, describing solute-solute and solute-solvent interactions. We found that λmax situation shifted with dielectric constant of the pure solvents meaningfully. According to the obtained results, ET enhanced and λmax shifted to the lower wavelengths as the percentage of DMSO decreased in the binary mixtures, remarking the important role of DMSO for stabilizing the excited state (π*) of PMD chromophore via efficient intermolecular solute-solvent interactions. In addition, the aqueous binary systems showed an optimum point for the ET values as the percentage of water changed in the solutions. The local mole fraction of the solvents in the cybotactic region was also estimated to describe the specific and non-specific interactions in the systems.

Key words: Pomalidomide, Preferential solvation, Bosch-Rose model, Binary solvents