Synthesis and Spectral Identification of Three Schiff Bases with a 2-(Piperazin-1-yl)-N-(thiophen-2-yl methylene)ethanamine Moiety Acting as Novel Pancreatic Lipase Inhibitors: Thermal, DFT, Antioxidant, Antibacterial, and Molecular Docking Investigations

Molecules

Lubna Abdallah¹  Ismail Warad²  Nabil Al-Zaqri³  FahadA. Alharthi³  Ali Alsalme³  Anas Al Ali⁴  Oraib Ali⁴  Fatima Hussein⁵  NidalAmin Jaradat⁵ 

[1] Department of Biology and Biotechnology Science College, An-Najah National University, P.O. Box 7, Nablus, Palestine;Department of Chemistry and Earth Sciences, Qatar University, P.O. Box 2713, Doha, Qatar;Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia;Department of Chemistry, Science College, An-Najah National University, P.O. Box 7, Nablus, Palestine;Department of Pharmacy, Faculty of Medicine and Health Sciences, An-Najah National University, P.O. Box 7, Nablus, Palestine;

关键词: Schiff base;    antimicrobial;    DFT;    pancreatic lipase inhibitors;   

DOI  :  10.3390/molecules25092253

来源: DOAJ

【 摘 要 】

Three new tetradentate NNNS Schiff bases (L1–L3) derived from 2-(piperidin-4-yl)ethanamine were prepared in high yields. UV–Visible and FTIR spectroscopy were used to monitor the dehydration reaction between 2-(piperidin-4-yl)ethanamine and the corresponding aldehydes. Structures of the derived Schiff bases were deduced by ¹H and ¹³C NMR, FTIR, UV–Vis, MS, EA, EDS, and TG-derived physical measurements. DFT/B3LYP theoretical calculations for optimization, TD-DFT, frequency, Molecular Electrostatic Potential (MEP), and highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) / were performed for L2. The in vitro antimicrobial activities of the three Schiff bases were evaluated against several types of bacteria by disk diffusion test using Gentamicin as the standard antibiotic. Schiff bases revealed good antioxidant activity by the DPPH method, and the IC₅₀ values were compared to the Trolox standard. Pancreatic porcine lipase inhibition assay of the synthesized compounds revealed promising activity as compared to the Orlistat reference.

【 授权许可】

Unknown