Isolation and Characterization of Acetylcholinesterase Inhibitors from Piper longum and Binding Mode Predictions was written by Khatami, Zakie;Herdlinger, Sonja;Sarkhail, Parisa;Zehl, Martin;Kaehlig, Hanspeter;Schuster, Daniela;Adhami, Hamid-Reza. And the article was included in Planta Medica in 2020.Safety of (2E,4E)-N-Isobutyldeca-2,4-dienamide The following contents are mentioned in the article:
Restoration of cholinergic function is considered a rational approach to enhance cognitive performance. Acetylcholinesterase inhibitors are still the best therapeutic option for Alzheimer’s disease. The fruits of Piper longum have been used in traditional medicines for the treatment of memory loss. It was demonstrated that the dichloromethane extract of these fruits is able to inhibit acetylcholinesterase. Thus, the aim of this study was to identify the contained acetylcholinesterase inhibitors. The active zones were presented via TLC-bioautog., and five compounds were isolated in the process of a bioassay-guided phytochem. investigation. Their structures were characterized as piperine, Me piperate, guineenisine, pipercide, and pellitorine using spectroscopy and spectrometry methods (UV, IR, MS, 1 H-, and 13 C-NMR). In vitro acetylcholinesterase inhibitory activities of the isolates and their IC 50 values were determined via a colorimetric assay. Three of them exhibited enzyme inhibitory activities, with piperine being the most potent compound (IC 50 of 0.3 mM). In order to investigate the binding mode of the tested compounds, docking studies were performed using the X-ray crystal structure of acetylcholinesterase from Tetronarce californica with the Protein Data Bank code 1EVE. The content of the active compounds in the extract was determined by a developed HPLC method. Piperine was present in the maximum quantity in the fruits (0.57%), whereas Me piperate contained the min. content (0.10%). This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Safety of (2E,4E)-N-Isobutyldeca-2,4-dienamide).
(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Safety of (2E,4E)-N-Isobutyldeca-2,4-dienamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics