PEPPSI type Pd(II)NHC complexes bearing chloro-/fluorobenzyl group: Synthesis, characterization, crystal structures, α-glycosidase and acetylcholinesterase inhibitory properties

被引:36
作者
Bal, Selma [1 ]
Demirci, Ozlem [2 ]
Sen, Betul [3 ]
Taslimi, Parham [4 ]
Aktas, Aydin [2 ,5 ]
Gok, Yetkin [2 ]
Aygun, Muhittin [3 ]
Gulcin, Ilhami [6 ]
机构
[1] Univ Kahramanmaras Sutcu Imam, Fac Sci & Arts, Dept Chem, TR-46100 Kahramanmaras, Turkey
[2] Inonu Univ, Fac Sci & Arts, Dept Chem, TR-44280 Malatya, Turkey
[3] Dokuz Eylul Univ, Fac Sci, Dept Phys, TR-35160 Izmir, Turkey
[4] Bartin Univ, Fac Sci, Dept Biotechnol, TR-74100 Bartin, Turkey
[5] Inonu Univ, Vocat Sch Hlth Serv, TR-44280 Malatya, Turkey
[6] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey
关键词
Pd(II)NHC complexes; Crystal structures; Enzyme inhibition; Acetylcholinesterase; alpha-Glycosidase;
D O I
10.1016/j.poly.2021.115060
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
This work reported the synthesis of a new PEPPSI (Pyridine Enhanced Precatalyst Preparation, Stabilization and Initiation) type Pd(II)N-heterocyclic carbene (NHC) complexes bearing halo-benzyl (4-florobenzyl and 2-chloro-4-florobenzyl) group. These new complexes were synthesized from the florobenzyl / chlorofluorobenzyl substituted benzimidazolium salts, PdCl2 and pyridine. Characterizations of all the synthesized complexes were done using elemental analysis, H-1 NMR, C-13 NMR and FT-IR spectroscopy techniques. The molecular and crystal structures of the new PEPPSI type Pd(II)NHC complexes were determined by single-crystal X-ray diffraction method. X-ray studies show that molecular structures of three complexes comprise a palladium(II) atom with a slightly distorted square-planar coordination environment. These synthesized salts were found to be effective inhibitors for the alpha-glycosidase, and acetylcholinesterase (AChE) enzyme with K-i values in the range of 27.36 +/- 5.06-124.88 +/- 18.05 mu M for alpha-glycosidase, and 0.78 +/- 0.11-4.34 +/- 1.02 mu M for AChE, respectively. The significant group of drugs currently utilized for the therapy of Alzheimer's disease (AD) is acetylcholinesterase/cholinesterase inhibitor compounds. The first cholinesterase inhibitor licensed for symptomatic therapy of AD was tacrine. Inhibition acts of alpha-glycosidase enzyme by inhibitors tend to slow the breakdown and release of sugar molecules into the bloodstream and can be utilized as therapeutic factors in the therapy of obesity and diabetes. (C) 2021 Elsevier Ltd. All rights reserved.
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页数:10
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