title: Synthesis, spectroscopic and computational studies of 2-(thiophen-2-yl)-2,3-dihydro-1H-perimidine: An enzymes inhibition study.
abstract: The biologically relevant molecule; 2-(thiophen-2-yl)-2,3-dihydro-1H-perimidine was synthesized and characterized by FT-IR, UV,1H and13C NMR, MS, CHN microanalysis, X-ray crystallography as well as by theoretical, B3LYP/6-311++G(d,p), calculations. The vibrational bands appearing in the FT-IR were assigned with great accuracy using animated modes. Molecular properties like HOMO-LUMO analysis, chemical reactivity descriptors, MEP mapping, dipole moment and natural charges have been presented at the same level of theory. The theoretical results are found in good correlation with the experimental data obtained from the various spectral techniques. Moreover, the Hirshfeld analysis was performed to explore the secondary interactions and associated 2D fingerprint plots. Perimidine molecule displayed promising inhibitory activity against acetylcholinesterase (AChE) as compared to the reference drug, tacrine. Molecular docking was carried out to ascertain the synthesized molecule into the X-ray crystal structures of acetylcholinesterase at the active site to find out the probable binding mode. The results of molecular docking admitted that perimidine may reveal enzyme inhibitor activity.
authors.affiliation: Division of Bioscience, Dongguk University, Gyeongju 780-714, Republic of Korea.
authors.forename: Mahboob
authors.initials: M
authors.lastname: Alam
authors.affiliation: Division of Bioscience, Dongguk University, Gyeongju 780-714, Republic of Korea. Electronic address: dulee@dongguk.ac.kr.
authors.forename: Dong-Ung
authors.initials: DU
authors.lastname: Lee
mesh_terms: D018360:Crystallography, X-Ray; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D062105:Molecular Docking Simulation; D011799:Quinazolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013057:Spectrum Analysis / Q000379:methods*
chemical_list: D004791:Enzyme Inhibitors; D011799:Quinazolines; C022049:perimidine
keywords: 2-(Thiophen-2-yl)-2,3-dihydro-1H-perimidine; B3LYP/6-311++G(d,p); Enzyme inhibitor; Hirshfeld analysis; Molecular docking