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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

Ayşegül Şenocak, Nilay Taş, Parham Taslımı, Burak Tüzün, Ali Aydın, Ahmet Karadağ

2021Journal of Biochemical and Molecular Toxicology32 citationsDOI

Abstract

Abstract 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.

Topics & Concepts

Schiff baseChemistryAcetylcholinesteraseAmino acidStereochemistryOrganic chemistryNuclear chemistryEnzymeBiochemistryEnzyme function and inhibitionCholinesterase and Neurodegenerative DiseasesSynthesis and biological activity
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 | Litcius