Novel amino acid Schiff base Zn(II) complexes as new therapeutic approaches in diabetes and Alzheimer's disease: Synthesis, characterization, biological evaluation, and molecular docking studies.

Publisher: Wiley Country of Publication: United States NLM ID: 9717231 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1099-0461 (Electronic) Linking ISSN: 10956670 NLM ISO Abbreviation: J Biochem Mol Toxicol Subsets: MEDLINE

Original Publication: New York, NY : Wiley, c1998-

Acetylcholinesterase*/chemistry ; Cholinesterase Inhibitors*/chemical synthesis ; Cholinesterase Inhibitors*/chemistry ; Cholinesterase Inhibitors*/therapeutic use ; Coordination Complexes*/chemical synthesis ; Coordination Complexes*/chemistry ; Coordination Complexes*/therapeutic use ; Molecular Docking Simulation* ; Zinc*/chemistry ; Zinc*/therapeutic use; Alzheimer Disease/*drug therapy ; Butyrylcholinesterase/*chemistry; GPI-Linked Proteins/antagonists & inhibitors ; GPI-Linked Proteins/chemistry ; Humans ; Schiff Bases/chemical synthesis ; Schiff Bases/chemistry ; Schiff Bases/therapeutic use

Schiff bases are compounds that have gained importance in the paint industry due to their colorful nature and in the field of chemistry and biochemistry due to their biological activities. Various biological applications of Schiff bases, such as antitumor, antifungal, antibacterial, antioxidant, antituberculosis, and anthelmintic, have been widely studied. Within the scope of the study, 5-bromo-2-hydroxybenzaldehyde and amino acid methyl esters (isoleucine, phenylalanine, and methionine) and amino acid Schiff bases were synthesized first. The synthesis of the new Zn(II) complexes of these Schiff bases was carried out by the reaction of synthesized Schiff bases and Zn(OAc) 2 ·2H 2 O. The structures of the synthesized complexes were elucidated using elemental analysis, Fourier transform infrared, nuclear magnetic resonance, UV-visible, and thermal analysis spectroscopy techniques. These synthesized salts were found to be effective inhibitor compounds for the α-glycosidase, and acetylcholinesterase enzyme with Ki values in the range of 30.50 ± 3.82-38.17 ± 6.26 µM for α-glycosidase, 3.68 ± 0.54-10.27 ± 1.68 µM for butyrylcholinesterase, and 6.26 ± 0.83-15.73 ± 4.73 µM for acetylcholinesterase, respectively.
(© 2021 Wiley Periodicals LLC.)

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Keywords: Zn(II) complexes; amino acid Schiff base; enzyme inhibition; molecular docking

0 (Cholinesterase Inhibitors)
0 (Coordination Complexes)
0 (GPI-Linked Proteins)
0 (Schiff Bases)
EC 3.1.1.7 (ACHE protein, human)
EC 3.1.1.7 (Acetylcholinesterase)
EC 3.1.1.8 (Butyrylcholinesterase)
J41CSQ7QDS (Zinc)

Date Created: 20211123 Date Completed: 20220328 Latest Revision: 20220328

20240105

10.1002/jbt.22969

34812557