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新型氨基酸席夫碱 Zn(II) 配合物在糖尿病和阿尔茨海默病治疗中的新方法:合成、表征、生物学评价及分子对接研究。

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.

机构信息

Chemistry Department, Art and Science Faculty, Tokat Gaziosmanpasa University, Tokat, Turkey.

Department of Biotechnology, Faculty of Science, Bartin University, Bartin, Turkey.

出版信息

J Biochem Mol Toxicol. 2022 Mar;36(3):e22969. doi: 10.1002/jbt.22969. Epub 2021 Nov 23.

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) ·2H 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.

摘要

席夫碱由于其颜色鲜艳,在涂料工业中得到了重视;由于其具有生物活性,在化学和生物化学领域也得到了重视。席夫碱的各种生物应用,如抗肿瘤、抗真菌、抗菌、抗氧化、抗结核和驱虫,已经得到了广泛的研究。在研究范围内,首先合成了 5-溴-2-羟基苯甲醛和氨基酸甲酯(异亮氨酸、苯丙氨酸和蛋氨酸)以及氨基酸席夫碱。通过合成的席夫碱与 Zn(OAc)·2H2O 的反应,合成了这些席夫碱的新型 Zn(II)配合物。通过元素分析、傅里叶变换红外、核磁共振、紫外-可见和热分析光谱技术阐明了合成配合物的结构。这些合成盐被发现是α-糖苷酶和乙酰胆碱酯酶的有效抑制剂化合物,其 Ki 值在 30.50 ± 3.82-38.17 ± 6.26 μM 范围内对于α-糖苷酶,3.68 ± 0.54-10.27 ± 1.68 μM 对于丁酰胆碱酯酶,以及 6.26 ± 0.83-15.73 ± 4.73 μM 对于乙酰胆碱酯酶。

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