Department of Chemistry, Manonmaniam Sundaranar University College, Tirunelveli, 627 414, Tamil Nadu, India.
J Fluoresc. 2022 Sep;32(5):1873-1888. doi: 10.1007/s10895-022-02987-2. Epub 2022 Jun 24.
A series of amino acid-based Schiff bases have been synthesized using a facile condensation between benzil (a diketone) and amino acid in the presence of a base. The formation of Schiff base compounds has been ensured by elemental analysis, FT-IR, H-NMR, C-NMR and UV-Vis. spectra. Density Functional Theory (DFT) calculations have been explored in order to get intuition into the molecular structure and chemical reactivity of the compounds. The DFT, optimized structure of the compounds, has been used to attain the molecular docking studies with DNA structure to find the favorable mode of interaction. In silico ADME/Tox profile of the compounds has been predicted using pkCSM web tools, exhibiting suitable values of absorption, distribution, and metabolism. These obtained parameters are connected to bioavailability. In addition, toxicity, skin sensitization and cardiotoxicity (hERG) analysis have been performed for evaluating the drug-like character of the prepared Schiff bases. The findings obtained from this study may find applications in the field focusing on the production of efficient and harmless pharmacological drugs.
已经通过在碱性条件下，将二酮苯甲醛（二酮）与氨基酸之间的缩合反应，简便地合成了一系列基于氨基酸的席夫碱。通过元素分析、FT-IR、H-NMR、C-NMR 和 UV-Vis 光谱来确保席夫碱化合物的形成。为了深入了解化合物的分子结构和化学反应性，我们还探索了密度泛函理论（DFT）计算。利用化合物的 DFT 优化结构进行了与 DNA 结构的分子对接研究，以找到有利的相互作用模式。利用 pkCSM 网络工具对化合物进行了计算机 ADME/Tox 分析，预测其具有适宜的吸收、分布和代谢特性。这些获得的参数与生物利用度有关。此外，还进行了毒性、皮肤致敏性和心脏毒性（hERG）分析，以评估所制备的席夫碱的类药性。本研究的结果可能在关注生产高效、无害的药理学药物的领域得到应用。
