Quantum Mechanical Study on the Mechanistic, Energetic, and Structural Properties of Adsorption of 6‐Thioguanine onto γ‐Fe2O3 Nanoparticles

Bulletin of the Korean Chemical Society

Mohammad Reza Bozorgmehr¹  Monir Teymoori¹  S. Ali Beyramabadi²  Ali Morsali² 

[1] Department of Chemistry Mashhad Branch, Islamic Azad University Mashhad Iran;Research Center for Animal Development Applied Biology Mashhad Branch, Islamic Azad University Mashhad 917568 Iran

关键词: γ;    ‐;    Fe2O3 nanoparticles;    6‐;    Thioguanine;    Density functional theory;    Covalent and noncovalent functionalization;    Reaction mechanism;   

DOI  :  10.1002/bkcs.11187

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Using density functional theory, noncovalent interactions and four mechanisms of covalent functionalization of 6‐thioguanine anticancer drug onto γ‐Fe2O3 nanoparticles have been investigated. Quantum molecular descriptors of noncovalent configurations were studied. It was specified that binding of 6‐thioguanine onto γ‐Fe2O3 nanoparticles is thermodynamically suitable. Hardness and the gap of energy between LUMO and HOMO of 6‐thioguanine are higher than the noncovalent configurations, showing the reactivity of 6‐thioguanine increases in the presence of γ‐Fe2O3 nanoparticles. 6‐thioguanine can bond to γ‐Fe2O3 nanoparticles through NH2 (k1 mechanism), NH in six‐membered ring (k2 mechanism), NH in five‐membered ring (k3 mechanism), and S (k4 mechanism) groups. The activation energies, the activation enthalpies and the activation Gibbs free energies of these reactions were calculated. Thermodynamic data indicate that k3 mechanism is exothermic and spontaneous and can take place at room temperature. These results could be generalized to other similar drugs.

【 授权许可】

Unknown