Understanding the Chromatographic Properties and Cytotoxicity of Hidrazinoselenazole Compounds by Computational Study

Selenium compounds have been proven to possess anti-inflammatory, anti-cancer, anti-bacterial and anti-viral activities. A series of fifteen synthesized hidrazinoselenazole was investigated to assess the chromatographic properties as function of structural features and the cytotoxicity as function of chromatographic properties and/or structural descriptors. The investigated chromatographic properties were retention factor, specific surface area of the solvent and chromatographic hydrophobicity index. The 3D model of the compounds was optimized using Hartree-Fock DFT/B3LYP method, 6-31+G* basis set both in vacuum and water with Spartan software (v.8). Furthermore, several quantitative structure-activity relationship (QSAR) descriptors were calculated with Spartan and Dragon (v. 5.5) software. Full search approach was used to construct simple and multiple linear regression models. No reliable model was identified for specific surface area of the solvent. The models with higher performances in estimation and prediction for retention factor and chromatographic hydrophobicity index proved the ones with Dragon descriptors and molecules optimized in water (retention factor: r(loo)(2) (loo = leave-one-out analysis) = 0.9244; r(tr)(2) (tr = training set) = 0.9652; r(ts)(2) (ts = test set) = 0.9606; chromatographic hydrophobicity index: r(loo)(2) = 0.9489; r(tr)(2) = 0.9592; r(ts)(2) = 0.9669). The cytotoxicity proved related neither to chromatographic properties nor with compounds' structural characteristics.