Baku State University, Z. Khalilov Str. 23, 1148, Baku, Azerbaijan.
Department of Biotechnology, Faculty of Science, Bartin University, Bartin, Türkiye.
Chem Biodivers. 2024 Apr;21(4):e202301861. doi: 10.1002/cbdv.202301861. Epub 2024 Mar 5.
The paper is focused on biological activity and theoretical study of the structure and properties of a new azo derivative of β-diketones and its complexes with some metals. The aim of our work was to study the structure and properties of the newly synthesized compound as well as to theoretically determine the possibility of complex formation with the Cu(II) or Co(II) ions. A compound with the same substituents R=R=CH was chosen for the study. A synthesized azo compound based on 4-amino antipyrine and its complexes with Cu(II), Co(II) in solution and solid phase is reported. The structures of these compounds have been testified by X-ray, IR and NMR spectroscopy. The combined experimental and theoretical approach was used. To study the structure and properties of the synthesized compound, as well as its possible complex formation with the Cu(II), quantum-chemical calculations were carried out the 6-31G basis set and the electron density functional theory (DFT) method. These 3-(1-phenyl-2,3-dimethyl-pyrazolone-5) azopentadione-2,4 (PDPA) with Cu(II) and Co(II) complexes had effective inhibition against butyrylcholinesterase and acetylcholinesterase. IC values were found as 19.03, 3.64 μM for AChE and 28.47, 8.01 μM for BChE, respectively. Cholinesterase inhibitors work to slow down the acetylcholine's deterioration.
本文主要关注新型β-二酮偶氮衍生物及其与某些金属配合物的生物活性和结构性能的理论研究。我们的工作旨在研究新合成化合物的结构和性能，并从理论上确定其与 Cu(II)或 Co(II)离子形成配合物的可能性。选择具有相同取代基 R=R=CH 的化合物进行研究。报道了一种基于 4-氨基安替比林的偶氮化合物及其在溶液和固相中的 Cu(II)、Co(II)配合物。这些化合物的结构通过 X 射线、IR 和 NMR 光谱进行了验证。采用了组合实验和理论方法。为了研究合成化合物的结构和性能，以及其与 Cu(II)可能形成的配合物，进行了量子化学计算，采用了 6-31G 基组和电子密度泛函理论（DFT）方法。3-(1-苯基-2,3-二甲基-吡唑啉-5)戊二酮-2,4（PDPA）与 Cu(II)和 Co(II)配合物对丁酰胆碱酯酶和乙酰胆碱酯酶具有有效的抑制作用。AChE 的 IC 值分别为 19.03、3.64μM，BChE 的 IC 值分别为 28.47、8.01μM。胆碱酯酶抑制剂的作用是减缓乙酰胆碱的降解。
