The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions
The palladium-based complexes bearing N-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...
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2022-09-01
|
| Series: | Heliyon |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2405844022019132 |
| _version_ | 1811206363025506304 |
|---|---|
| author | Aydın Aktaş Gül Yakalı Yeliz Demir İlhami Gülçin Muhittin Aygün Yetkin Gök |
| author_facet | Aydın Aktaş Gül Yakalı Yeliz Demir İlhami Gülçin Muhittin Aygün Yetkin Gök |
| author_sort | Aydın Aktaş |
| collection | DOAJ |
| description | The palladium-based complexes bearing N-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(Br2)(L) complexes (NHC: 1,3-dibenzylbenzimidazolium, L: morpholine, triphenylphosphine, pyridine, 3-chloropyridine, and 2-aminopyridine). All complexes were characterized by NMR (1H and 13C), FTIR spectroscopic and elemental analysis techniques. In addition, the single crystal structures of the complex 3, 4, and 6 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 Ki 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. |
| first_indexed | 2024-04-12T03:47:18Z |
| format | Article |
| id | doaj.art-34c046f4d2ce491ab83de802b77bfde7 |
| institution | Directory Open Access Journal |
| issn | 2405-8440 |
| language | English |
| last_indexed | 2024-04-12T03:47:18Z |
| publishDate | 2022-09-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Heliyon |
| spelling | doaj.art-34c046f4d2ce491ab83de802b77bfde72022-12-22T03:49:06ZengElsevierHeliyon2405-84402022-09-0189e10625The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitionsAydın Aktaş0Gül Yakalı1Yeliz Demir2İlhami Gülçin3Muhittin Aygün4Yetkin Gök5Inonu University, Vocational School of Health Service, 44280, Malatya, TurkeyDepartment of Engineering Sciences, Faculty of Engineering, Izmir Katip Celebi University, 35620, Izmir, TurkeyDepartment of Pharmacy Services, Nihat Delibalta Göle Vocational High School, Ardahan University, 75000, Ardahan, TurkeyAtatürk University, Faculty of Science, Department of Chemistry, 25240, Erzurum, Turkey; Corresponding author.Department of Physics, Faculty of Arts and Sciences, Dokuz Eylül University, 35150, Izmir, TurkeyDepartment of Chemistry, Faculty of Science and Arts, Inonu University, 44280, Malatya, TurkeyThe palladium-based complexes bearing N-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(Br2)(L) complexes (NHC: 1,3-dibenzylbenzimidazolium, L: morpholine, triphenylphosphine, pyridine, 3-chloropyridine, and 2-aminopyridine). All complexes were characterized by NMR (1H and 13C), FTIR spectroscopic and elemental analysis techniques. In addition, the single crystal structures of the complex 3, 4, and 6 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 Ki 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.http://www.sciencedirect.com/science/article/pii/S2405844022019132AcetylcholinesteraseBio-catalysisNHCPalladium complexesPEPPSISingle crystal |
| spellingShingle | Aydın Aktaş Gül Yakalı Yeliz Demir İlhami Gülçin Muhittin Aygün Yetkin Gök The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions Heliyon Acetylcholinesterase Bio-catalysis NHC Palladium complexes PEPPSI Single crystal |
| title | The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions |
| title_full | The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions |
| title_fullStr | The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions |
| title_full_unstemmed | The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions |
| title_short | The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions |
| title_sort | palladium based complexes bearing 1 3 dibenzylbenzimidazolium with morpholine triphenylphosphine and pyridine derivate ligands synthesis characterization structure and enzyme inhibitions |
| topic | Acetylcholinesterase Bio-catalysis NHC Palladium complexes PEPPSI Single crystal |
| url | http://www.sciencedirect.com/science/article/pii/S2405844022019132 |
| work_keys_str_mv | AT aydınaktas thepalladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions AT gulyakalı thepalladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions AT yelizdemir thepalladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions AT ilhamigulcin thepalladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions AT muhittinaygun thepalladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions AT yetkingok thepalladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions AT aydınaktas palladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions AT gulyakalı palladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions AT yelizdemir palladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions AT ilhamigulcin palladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions AT muhittinaygun palladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions AT yetkingok palladiumbasedcomplexesbearing13dibenzylbenzimidazoliumwithmorpholinetriphenylphosphineandpyridinederivateligandssynthesischaracterizationstructureandenzymeinhibitions |