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含吗啉、三苯基膦和吡啶衍生物配体的1,3-二苄基苯并咪唑鎓钯基配合物:合成、表征、结构及酶抑制作用

The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions.

作者信息

Aktaş Aydın, Yakalı Gül, Demir Yeliz, Gülçin İlhami, Aygün Muhittin, Gök Yetkin

机构信息

Inonu University, Vocational School of Health Service, 44280, Malatya, Turkey.

Department of Engineering Sciences, Faculty of Engineering, Izmir Katip Celebi University, 35620, Izmir, Turkey.

出版信息

Heliyon. 2022 Sep 16;8(9):e10625. doi: 10.1016/j.heliyon.2022.e10625. eCollection 2022 Sep.

DOI:10.1016/j.heliyon.2022.e10625
PMID:36185151
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9520214/
Abstract

The palladium-based complexes bearing -heterocyclic carbene (NHC) ligand have long attracted attention as active catalysts for many catalytic reactions. Recently, the biological activities of these complexes, which are stable to air and moisture, have also been wondered. With the aim, we report the synthesis of a series of (NHC)Pd(Br)(L) complexes (NHC: 1,3-dibenzylbenzimidazolium, L: morpholine, triphenylphosphine, pyridine, 3-chloropyridine, and 2-aminopyridine). All complexes were characterized by NMR (H and C), FTIR spectroscopic and elemental analysis techniques. In addition, the single crystal structures of the complex , , and were determined through single crystal x-ray crystallographic method. Furthermore, the carbonic anhydrase I and II isoenzymes (hCAs) and acetylcholinesterase (AChE) inhibition effects of these palladium-based complexes bearing NHC ligand were investigated. They showed highly potent inhibition effect with K values are between 10.06 ± 1.49-68.56 ± 11.53 nM for hCA I isoenzyme, 7.74 ± 0.66 to 49.39 ± 6.50 nM for hCA II isoenzyme and 22.83 ± 3.21 to 64.09 ± 9.05 nM for AChE enzyme.

摘要

含有氮杂环卡宾(NHC)配体的钯基配合物长期以来一直作为许多催化反应的活性催化剂受到关注。最近,这些对空气和水分稳定的配合物的生物活性也受到了关注。出于这个目的,我们报道了一系列(NHC)Pd(Br)(L)配合物的合成(NHC:1,3-二苄基苯并咪唑鎓,L:吗啉、三苯基膦、吡啶、3-氯吡啶和2-氨基吡啶)。所有配合物均通过核磁共振(氢谱和碳谱)、傅里叶变换红外光谱和元素分析技术进行了表征。此外,通过单晶X射线晶体学方法测定了配合物、和的单晶结构。此外,还研究了这些含NHC配体的钯基配合物对碳酸酐酶I和II同工酶(hCAs)以及乙酰胆碱酯酶(AChE)的抑制作用。它们表现出高效的抑制作用,对hCA I同工酶的K值在10.06±1.49 - 68.56±11.53 nM之间,对hCA II同工酶的K值在7.74±0.66至49.39±6.50 nM之间,对AChE酶的K值在22.83±3.21至64.09±9.05 nM之间。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eebe/9520214/a7abaf0dde77/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eebe/9520214/d395ec2f4b19/sc1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eebe/9520214/db45ee393653/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eebe/9520214/f16740c57ad0/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eebe/9520214/08fb393147c3/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eebe/9520214/a7abaf0dde77/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eebe/9520214/d395ec2f4b19/sc1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eebe/9520214/db45ee393653/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eebe/9520214/f16740c57ad0/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eebe/9520214/08fb393147c3/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eebe/9520214/a7abaf0dde77/gr4.jpg

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