Quetiapine Adsorption on the Surface of Boron Nitride Nanocage (B12N12): A Computational Study

Int. J. New. Chem., 2020, Vol. 7, Issue 2, pp. 87-100. International Journal of New Chemistry Published online April 2020 in http://www.ijnc.ir/. Open Access Print ISSN: 2645-7236 Online ISSN: 2383-188x Original Research Article Quetiapine Adsorption on the Surface of Boron Nitride Nanocage (B12N12): A Computational Study Mohammad Reza Jalali Sarvestani1*, Maryam Gholizadeh Arashti2, Betty Mohasseb3 1* Young Researchers and Elite Club, Yadegar-e-Imam Khomeini (RAH) Shahr-e-Rey Branch, Islamic Azad University, Tehran, Iran 2 Department of Physics, Yadegar-e-Imam Khomeini (RAH) Shahre Rey Branch, Islamic Azad University, Tehran, Iran 3 Department of Chemistry, Osmania University, Hyderabad- 500007, India Received: 2020-01-07 Accepted: 2020-02-20 Published: 2020-04-01 ABSTRACT In this research, IR and frontier molecular orbital (FMO) computations were employed for investigating the performance of B12N12 as a novel recognition element for fabrication of quetiapine thermal and electrochemical sensors. All of the computations were done by density functional theory method in the B3LYP/6-31G(d) level of theory and in the aqueous phase. The obtained enthalpy changes (ΔHad), Gibbs free energy variations (ΔGad) and thermodynamic equilibrium constants (Kth) indicated that quetiapine interaction with boron nitride nanocage is exothermic, spontaneous, irreversible and experimentally feasible. The bond lengths between the adsorbent and the adsorbate and adsorption energy values showed quetiapine interaction with B 12N12 is a chemisorption. The temperature was also optimized and the findings revealed 298.15 K is the best temperature for quetiapine adsorption on the B12N12 surface. The DOS spectrums showed B12N12 is an appropriate electroactive recognition for fabrication of new quetiapine electrochemical sensors. The specific heat capacity values (CV) proved the thermal conductivity of quetiapine has improved after its interaction with the nanostructure. Some structural parameters including energy gap, chemical hardness, chemical potential, electrophilicity, maximum transferred charge, zero-point energy and dipole moment were also calculated and discussed in details. Keywords: Quetiapine, Density functional Theory, Boron nitride nanocage (B12N12), Adsorption, Sensor. *Corresponding author Tel.: +989102125066 *E-mail: 87 International Journal of New Chemistry, 2020, 7 (2), 87-100 M. R. Jalali Sarvestani et al Introduction Quetiapine which its optimized structure is presented in Figure 1, is an atypical antipsychotic. This medication is prescribed for treatment of schizophrenia, manic phase of bipolar disorder, hallucinations of Parkinson, panic disorder and insomnia. Quetiapine is known as a tetracyclic dibenzothiazepine antipsychotic which induce its medical effects by blocking dopamine, serotonin, adrenergic and cholinergic receptors [1-3]. Quetiapine is one of the top 15 best-selling medications in the world and it can cause serious side effects such as diabetes, gaining weight, sudden cardiac attack, bone marrow suppression and suicidal thinking/behavior. Therefore, quetiapine detection is very important [4-6]. Several analytical techniques are reported for determination of quetiapine including UV-Visible Spectrophotometry, High performance liquid chromatography (HPLC), Fluorescence spectroscopy, LC-MS-MS, Chemiluminescence and Capillary zone electrophoresis. However, the mentioned techniques need expensive instruments, sophisticated operators and large amounts of toxic organic solvents. In addition, these techniques are based on pretreatment steps which prolong the analysis time. Hence, developing a rapid, economical and simple thermal or electrochemical sensor for detection of quetiapine is very significant [7-10]. On the other hand, boron nitride nanocage (B12N12), which its optimized structure is given in Figure 1, is the most energetically stable boron nitride nanostructure that was firstly synthesized by Oku et al [11-14]. B12N12 has 8 hexagonal and 6 tetragonal rings in its structure and has special properties that make it a prominent candidate as a recognition element for construction of thermal and electrochemical sensors including good thermal stability, high thermal conductivity, excellent oxidation resistance and high specific surface area [15-18]. In this regard, detection of various analytes like proline amino acid, tetryl, TNT and PATO by B12N12 have been evaluated so far [19, 20]. Therefore, in this research, quetiapine interaction with B12N12 was evaluated by density functional theory in the B3LYP/6-31G(d) level of theory, for the first time. Thermodynamic parameters, frontier molecular orbital (FMO) parameters, DOS spectrums, structural changes and adsorption energy values were computed and discussed in details. 88 International Journal of New Chemistry, 2020, 7 (2), 87-100 M. R. Jalali Sarvestani et al Quetiapine Boron Nitride Nanocage (B12N12) Figure 1. Optimized Structures of quetiapine and boron nitride nanocage (B12N12) Computational Details At first, the structures of B12N12, quetiapine and their complexes were designed by Gauss view 6 software. Then, geometrical optimizations, IR and FMO computations were performed by Gaussian 16 using density functional theory method in the B3LYP/6-31G (d) level of theory. This method and level of theory was selected because its results about nanostructures are in an admissible agreement with the experimental findings. The DOS spectrums were also obtained by GuassSum software [17-20]. All of the calculations were done in the aqueous phase and in the temperature range of 298.15-398.15 at 10˚ intervals. Equations 1-5 were used for calculation the values of adsorption energy (Ead), and important thermodynamic parameters of the adsorption process such as adsorption enthalpy changes (ΔHad), Gibbs free energy variations (ΔGad), thermodynamic equilibrium constants (Kth) and adsorption entropy changes (ΔSad) respectively [9-12]. 𝐸𝑎𝑑 = (𝐸(Quetiapine−B12N12) − (𝐸(Quetiapine) + 𝐸(𝐵12𝑁12) )) (1) 89 International Journal of New Chemistry, 2020, 7 (2), 87-100 M. R. Jalali Sarvestani et al 𝛥𝐻𝑎𝑑 = (𝐻(Quetiapine−B12N12) − (𝐻(Quetiapine) + 𝐻(𝐵12𝑁12) )) (2) 𝛥𝐺𝑎𝑑 = (𝐺(Quetiapine−B12N12) − (𝐺(Quetiapine) + 𝐺(𝐵12𝑁12) )) (3) 𝛥𝐺𝑎𝑑 𝐾𝑡ℎ = exp(− 𝑅𝑇 ) (4) 𝛥𝑆𝑎𝑑 = (𝑆(Quetiapine−B12N12) − (𝑆(Quetiapine) + 𝑆(𝐵12𝑁12) )) (5) Where E denotes the total electronic energy of each structure, H is the sum of the thermal correction of enthalpy and total energy of the evaluated materials, G is the sum of the thermal correction of Gibbs free energy and total energy for each of the studied structures, R represents the ideal gas constants, T stands for the temperature (K) and S is the thermal correction of entropy for each structure. Frontier molecular orbital parameters like energy gap (HLG), chemical hardness (η), chemical potential (µ), electrophilicity (ω) and the maximum transferred charge (ΔNmax) were calculated by (...truncated)