Ab initio structural study of 2-imino-4-thiazolidinone derivatives and their anti-proliferative activity against A549 and H460 human lung carcinoma cells

This theoretical work focuses on the determination of structural properties of a series of 2-iminothiazolidin-4-one derivatives and of their anti-proliferative activity against A549 and H460 human lung carcinoma cells. First, we performed benchmarks on the 2-iminothiazolidin-4-one subunit in gas phase and in aqueous solvent using first principle approaches. These benchmarks validated the use of B3LYP/6-311++G(d,p) method for the accurate determination of the equilibrium structures, vibrational spectroscopy and properties of 2-iminothiazolidin-4-one derivatives. We applied this method to investigate these derivatives of interest. We also deduced their reactivity descriptors. Afterward, we used some of these descriptors to establish quantitative structure activity relationships models for such activity in aqueous phase. These models were obtained by multiple regression analysis procedures. The predictivity of our models was estimated using the leave-one-out method. In sum, our work should be useful to predict the inhibitory activity of this class of molecules and to fight against lung cancer.

Automated summary

This theoretical work examines the structural properties and anti-proliferative activity of a series of 2-iminothiazolidin-4-one derivatives against A549 and H460 human lung carcinoma cells. First, benchmarks were performed to validate the use of the B3LYP/6-311++G(d,p) method in determining the structures and properties of these derivatives. The method was then applied to investigate the derivatives and establish quantitative structure activity relationships models, which were evaluated for predictivity using the leave-one-out method.