Abedin Md Minhazul, Pal Tarun Kumar, Chanmiya Sheikh Md, Alam Md Ashraful
Department of Chemistry, Rajshahi University of Engineering & Technology, 6204, Bangladesh.
Department of Chemistry, University of Rajshahi, 6205, Bangladesh.
Heliyon. 2024 Jul 11;10(14):e34499. doi: 10.1016/j.heliyon.2024.e34499. eCollection 2024 Jul 30.
The sulfonamide Schiff base (CHNOS) was successfully synthesized and experimentally ascertained. The main purpose of this research is to investigate the geometry of the aforesaid molecule using both experimental and density functional theory (DFT) techniques and determine its drug likeness characteristics, docking ability as an insulysin inhibitor, and its NLO property. For the computational investigations the DFT approaches were utilized at the B3LYP level with the 6-311G+(d,p) basic set. The experimental results of the compound (such as FT-IR, UV-Vis, and H NMR) were compared with simulated data. The both results were well and consistent with previously related published data. The obtained spectral results confirm the formation of the Schiff base compound. Both π-π* and n-π* interactions were found in experimental and computational UV-Vis spectra, as well as in the natural bond orbital (NBO) study. The molecular, electronic, covalent, and non-covalent interactions were analyzed using DFT studies. Both experimental and simulation results revealed that the compound is successfully formed and relatively stable. The compound with a lower band gap showed high chemical reactivity. The medicinal characteristics of the compound were evaluated using in silico medicinal methods. The investigated compound was also followed Pfizer, Golden Triangle, GSK as well as Lipinski's rules. Therefore, the compound has more favorable absorption, distribution, metabolism, excretion, and toxicity (ADMET) profile and it can be used as non-toxic oral drug candidate. The compound was exhibited good insulysin inhibitory activity and it has almost eighteen times higher non-linear optical properties than urea and three times higher than potassium dihydrogen phosphate (KDP).
成功合成并通过实验确定了磺酰胺席夫碱（CHNOS）。本研究的主要目的是使用实验和密度泛函理论（DFT）技术研究上述分子的几何结构，确定其药物相似性特征、作为胰岛素降解酶抑制剂的对接能力及其非线性光学性质。对于计算研究，在B3LYP水平上使用6-311G+(d,p)基组的DFT方法。将该化合物的实验结果（如傅里叶变换红外光谱、紫外可见光谱和核磁共振氢谱）与模拟数据进行了比较。这两个结果与先前相关的已发表数据吻合良好且一致。获得的光谱结果证实了席夫碱化合物的形成。在实验和计算的紫外可见光谱以及自然键轨道（NBO）研究中都发现了π-π和n-π相互作用。使用DFT研究分析了分子、电子、共价和非共价相互作用。实验和模拟结果均表明该化合物已成功形成且相对稳定。带隙较低的化合物显示出高化学反应活性。使用计算机辅助药物设计方法评估了该化合物的药用特性。所研究的化合物还遵循了辉瑞、金三角、葛兰素史克以及Lipinski规则。因此，该化合物具有更有利的吸收、分布、代谢、排泄和毒性（ADMET）特征，可作为无毒口服药物候选物。该化合物表现出良好的胰岛素降解酶抑制活性，其非线性光学性质几乎比尿素高18倍且比磷酸二氢钾（KDP）高3倍。
