Improvement of Antioxidative Activity of Apigenin by B₁₂N₁₂ Nanocluster: Antioxidative Mechanism Analysis

Abstract

Adsorption and antiradical activity of apigenin on the surface of B12N12 nanocluster has been investigated by using density functional theory (DFT) within B3PW91‐D and M06‐2X−D methods. Adsorption values and analysis of topologies showed that the molecule has chemisorbed to the nanocluster surface and induces significant changes in electronic properties of the fullerene. Antioxidative activities of the APG and APG/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 in the gas and the solvent phases, the BDE and IP values of APG are slightly smaller than those of APG/B12N12 complex. Also, in gas and the phases, the PA values of APG/B12N12 complex are much smaller than those of APG especially in the gas and benzene phases. This work confirms the adsorption of APG on B12N12 nanocluster would enhance the antiradical activity of the APG.

DFT investigation on the application of pure and doped X12N12(X = B and Al) fullerene-like nano-cages toward the adsorption of temozolomide

“…The optimized structures of TMZ, B 12 N 12 and Al 12 N 12 are depicted in figure 1, alongside the distribution of the FMOs of TMZ. The geometric parameters obtained herein from the optimized structures of pure B 12 N 12 (B-N bond lengths and angles) and Al 12 N 12 (Al-N bond lengths and angles) are in perfect agreement with those reported in the literature [35–37]. The structure obtained from the relaxation of TMZ is displayed in figure 1, along with the interatomic distances in gas phase.…”

Ability ofB12N12fullerene like nano‐cage for sensing and improving the antioxidant activity of juglone and its derivative: Density functional theory investigation

“…Little increments in the BDE values of Jug and Jug OH can be observed when they are adsorbed at the external surface of the B 12 N 12 nanocage. A similar observation has been made by Khalili and coworkers in their evaluation of the effect of adsorption of apigenin by the B 12 N 12 nanocluster on the antioxidative activity of the former [19]. The BDFE values presented in Table 5 follow the same trend with BDEs and are found to be smaller.…”

“…F I G U R E 1 Gas phase relaxed geometries of B 12 N 12 , Jug, Jug OH, A, B, C, and A OH obtained at DFT/M05-2X(D3)/6-311+G(d,p) level of theory Indeed, Minnesota set functionals have been successfully applied to simulate the structural and energetic parameters of cage nanostructures [9,10,19,37,38] . In addition, the M05-2X hybrid is suitable in describing weak interactions in molecular systems.…”

“…In this perspective [18], showed that B 36 N 36 can efficiently improve the antioxidant activity as well as the delivery of hydroxyquinoline derivatives. Analysis of the antioxidative mechanisms of a complex formed from the adsorption of apigenin on B 12 N 12 surface also revealed the improvement of radical scavenging activity of apigenin by B 12 N 12 [19]. The same research group recently published the improvement of the antioxidant activity of Chrysin flavonoid when adsorbed on B 12 N 12 nanocage external surface [20].…”

Adsorption of Chlormethine Anti-Cancer Drug on Pure and Aluminum-Doped Boron Nitride Nanocarriers: A Comparative DFT Study

“…Soltani et al confirmed that B 12 N 12 was more preferable than B 16 N 16 in the drug delivery process of a 5-aminolevulinic acid (5-AVA) drug [ 12 ]. By an arc-melting method, B 12 N 12 was first synthesized with a band gap of 5.1 eV [ 13 , 14 ]. Afterward, B 12 N 12 was extensively investigated to serve as a nanocarrier of diverse anti-cancer drugs such as Isoniazid [ 6 ], Amphetamine [ 15 ], Lomustine [ 16 ], etc.…”