含希夫碱配体的离子二氧钒(V)配合物作为潜在的胰岛素模拟物-取代基对结构和稳定性的影响。

Ionic Dioxidovanadium(V) Complexes with Schiff-Base Ligands as Potential Insulin-Mimetic Agents-Substituent Effect on Structure and Stability.

机构信息

Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Kraków, Poland.

Department of Chemical and Pharmaceutical Sciences, University of Trieste, Via L. Giorgieri 1, 34127 Trieste, Italy.

出版信息

Molecules. 2022 Oct 16;27(20):6942. doi: 10.3390/molecules27206942.

DOI:10.3390/molecules27206942

PMID:36296535

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9607307/

Abstract

Four dioxidovanadium(V) complexes with Schiff-base ligands based on 2-hydroxybenzhydrazide with four different substituted salicylaldehydes (5-chlorosalicylaldehyde, 3,5-dichlorosalicylaldehyde, 5-nitrosalicylaldehyde, 3-bromo-5-chlorosalicylaldehyde) were synthesized and described, by using VO and triethylamine. The single crystal X-ray structure measurements as well as elemental analyses and IR spectra confirmed the formulas of the ionic complexes with a protonated triethylamine acting as counterion, HTEA[VO(L)] (HL = Schiff-base ligand). The kinetic stability of the complexes at pH = 2 and 7 was discussed with respect to the neutral vanadium(V) complexes previously studied as potential insulin-mimetic agents. A correlation between the substituents in an aromatic ring of the Schiff-base ligands with crystal packing, and also with the stability of the compounds, was presented.

摘要

合成了四个基于 2-羟基苯甲酰肼的席夫碱配体与四个不同取代水杨醛（5-氯水杨醛、3,5-二氯水杨醛、5-亚硝基水杨醛、3-溴-5-氯水杨醛）的二氧钒（V）配合物，并使用 VO 和三乙胺进行了描述。单晶 X 射线结构测量以及元素分析和 IR 光谱证实了离子配合物的化学式，其中质子化的三乙胺作为抗衡离子，HTEA[VO(L)]（HL = 席夫碱配体）。讨论了在 pH = 2 和 7 下配合物的动力学稳定性，以及先前研究的作为潜在胰岛素模拟物的中性钒（V）配合物。提出了席夫碱配体的芳环中的取代基与晶体堆积之间的关系，以及与化合物稳定性之间的关系。