Investigating the adsorption and antioxidant properties of Gallic acid on surface the B12N12 fullerene using quantum mechanical DFT and Molecular Docking

Document Type : Original Article

Authors

• Mohammad Taghi Baei ¹
• khadijeh tavakoli hafshejani ²

¹ Department of Chemistry, Azadshahr Branch, Islamic Azad University, Azadshahr, Golestan, Iran

² باشگاه پژوهشگران جوان ونخبگان، دانشگاه آزاد اسلامی واحد شهرکرد، شهرکرد ایران

Abstract

Adsorption and antioxidative activity of Gallic acid (Gal) on the surface of B12N12 fullerene has been investigated by using density functional theory (DFT) within B3PW91-D and M06-2X-D methods. Adsorption values and electronic properties showed that the molecule has chemisorbed to the fullerene surface and induces significant changes in electronic properties of the fullerene. Antioxidative activities of the Gallic acid and Gal/B12N12 complex have been investigated using the M06-2X-D level of theory based on the hydrogen atom transfer (HAT), single electron transfer followed by proton transfer (SET-PT) and sequential proton loss electron transfer (SPLET). For this purpose, the bond dissociation enthalpy (BDE), ionization potential (IP), proton dissociation enthalpy (PDE), proton affinity (PA) and electron transfer enthalpy (ETE) values were calculated in gas, benzene, ethanol, and water phases to better understand the antioxidative properties of the investigated compounds. The results showed that the adsorption of galic acid on B12N12 fullerene would enhance the antioxidative activity of the gallic acid.

Keywords

• gallic acid؛ anti-radical activity؛ antioxidant mechanisms؛ fullerenes؛ Density functional theory (DFT)
• molecular docking
• inhibition constant

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