Omotayo Ibrahim A, Banjo Semire, Emmanuel Oladuji T, Felix Latona D, Kolawole Oyebamiji A, Dele Owonikoko A, Olasegun Abdulsalami I, Dasola Adeoye M, Ayobami Odunola O
Computational Chemistry Laboratory, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, Ogbomoso, Nigeria.
Department of Pure and Applied Chemistry, Osun State University, Osogbo, Nigeria.
J Taibah Univ Med Sci. 2023 May 23;18(6):1386-1405. doi: 10.1016/j.jtumed.2023.05.011. eCollection 2023 Dec.
Molecular structures, spectroscopic properties, charge distributions, frontier orbital energies, nonlinear optical (NLO) properties and molecular docking simulations were analyzed to examine the bio-usefulness of a series of (4-fluorophenyl)[5-(4-nitrophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl]methanone derivatives.
The compounds were studied through computational methods. Equilibrium optimization of the compounds was performed at the B3LYP/6-31G(d,p) level of theory, and geometric parameters, frequency vibration, UV-vis spectroscopy and reactivity properties were predicted on the basis of density functional theory (DFT) calculations.
The energy gap (ΔEg), electron donating/accepting power (-/+) and electron density response toward electrophiles/nucleophiles calculated for and revealed the importance of substituent positioning on compound chemical behavior. In addition, -/+ and ΔEn/ΔEe indicated that is more electrophilic because of the presence of two NO groups, which enhanced its NLO properties. The hyperpolarizability (β) of the compounds ranged from 5.21 × 10 to 7.26 × 10 esu and was greater than that of urea; thus, were considered possible candidates for NLO applications. Docking simulation was also performed on the studied compounds and targets (PDB ID: 5ADH and 1RO6 and the calculated binding affinity and non-bonding interactions are reported.
The calculated ω and ω indicated the electrophilic nature of the compounds; , a compound with two NO groups, showed enhanced effects. Molecular electrostatic potential (MEP) analysis indicated that amide and nitro groups on the compounds were centers of electrophilic attacks. The magnitude of the molecular hyperpolarizability suggested that the entire compound had good NLO properties and therefore could be explored as a candidate NLO material. The docking results indicated that these compounds have excellent antioxidant and anti-inflammatory properties.
分析一系列（4-氟苯基）[5-（4-硝基苯基）-3-苯基-4,5-二氢-1H-吡唑-1-基]甲酮衍生物的分子结构、光谱性质、电荷分布、前沿轨道能量、非线性光学（NLO）性质和分子对接模拟，以检验其生物利用价值。
通过计算方法研究这些化合物。在B3LYP/6-31G(d,p)理论水平上对化合物进行平衡优化，并基于密度泛函理论（DFT）计算预测几何参数、频率振动、紫外可见光谱和反应活性。
计算得到的能隙（ΔEg）、给电子/吸电子能力（-/+）以及对亲电试剂/亲核试剂的电子密度响应表明取代基位置对化合物化学行为的重要性。此外，-/+和ΔEn/ΔEe表明由于存在两个硝基，某化合物更具亲电性，这增强了其NLO性质。化合物的超极化率（β）范围为5.21×10至7.26×10 esu，大于尿素；因此，这些化合物被认为是NLO应用的可能候选物。还对所研究的化合物和靶点（PDB ID：5ADH和1RO6）进行了对接模拟，并报告了计算得到的结合亲和力和非键相互作用。
计算得到的ω和ω表明了化合物的亲电性质；含有两个硝基的某化合物显示出增强的效应。分子静电势（MEP）分析表明化合物上的酰胺基和硝基是亲电攻击的中心。分子超极化率的大小表明整个化合物具有良好的NLO性质，因此可作为NLO材料的候选物进行探索。对接结果表明这些化合物具有优异的抗氧化和抗炎性质。
