Introducing N‐Heteroaromatic Bases into Copper(II) Thiosemicarbazon Complexes: A Way to Change their Biological Activity
Abstract Three new copper(II) complexes, [Cu(1,10‐Phen)(L)] (1), [Cu(2,2′‐Bpy)(L)] (2) and [Cu(3,4‐Lut)(L)] (3), where H2L=2‐[(2,4‐dihydroxyphenyl)methylidene]‐N‐(prop‐2‐en‐1‐yl)hydrazine‐1‐carbothioamide, 1,10‐Phen=1,10‐phenanthroline, 2,2′‐Bpy=2,2′‐bipyridine, 3,4‐Lut=3,4‐lutidine, have been synth...
| Main Authors: | , , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Wiley-VCH
2022-12-01
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| Series: | ChemistryOpen |
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| Online Access: | https://doi.org/10.1002/open.202200208 |
| _version_ | 1797954151115653120 |
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| author | Ianina Ulchina Dr. Vasilii Graur Dr. Victor Tsapkov Dr. Yurii Chumakov Dr. Olga Garbuz Dr. Olga Burduniuc Prof. Dr. Emil Ceban Prof. Dr. Aurelian Gulea |
| author_facet | Ianina Ulchina Dr. Vasilii Graur Dr. Victor Tsapkov Dr. Yurii Chumakov Dr. Olga Garbuz Dr. Olga Burduniuc Prof. Dr. Emil Ceban Prof. Dr. Aurelian Gulea |
| author_sort | Ianina Ulchina |
| collection | DOAJ |
| description | Abstract Three new copper(II) complexes, [Cu(1,10‐Phen)(L)] (1), [Cu(2,2′‐Bpy)(L)] (2) and [Cu(3,4‐Lut)(L)] (3), where H2L=2‐[(2,4‐dihydroxyphenyl)methylidene]‐N‐(prop‐2‐en‐1‐yl)hydrazine‐1‐carbothioamide, 1,10‐Phen=1,10‐phenanthroline, 2,2′‐Bpy=2,2′‐bipyridine, 3,4‐Lut=3,4‐lutidine, have been synthesized and characterized by elemental analysis, FTIR spectroscopy and single crystal X‐ray crystallography (1, 2). All compounds are mononuclear. The introduction of a monodentate N‐heteroaromatic base (3,4‐dimethylpyridine) has led to a significant increase of antimicrobial activity against Gram‐negative Escherichia coli and antifungal activity against Candida albicans compared to the pro‐ligand and the precursor complex [Cu(L)H2O]. The introduction of bidentate N‐heteroaromatic bases did not lead to such increase of antimicrobial and antifungal activities. Moreover, complex 3 surpasses the inhibitory activity of tetracycline toward Enterobacter cloacae and the inhibitory activity of fluconazole toward Candida parapsilosis and Cryptococcus neoformans. The study of antioxidant activity against cation radicals ABTS⋅+ showed that complexes 1–3 are more active than Trolox, but only introduction of the monodentate N‐heteroaromatic base (3,4‐dimethylpyridine) led to the increase of antioxidant properties compared to the precursor complex. |
| first_indexed | 2024-04-10T23:14:08Z |
| format | Article |
| id | doaj.art-27eddc9668ef42e2a6718acc0ba4d6d2 |
| institution | Directory Open Access Journal |
| issn | 2191-1363 |
| language | English |
| last_indexed | 2024-04-10T23:14:08Z |
| publishDate | 2022-12-01 |
| publisher | Wiley-VCH |
| record_format | Article |
| series | ChemistryOpen |
| spelling | doaj.art-27eddc9668ef42e2a6718acc0ba4d6d22023-01-13T01:50:53ZengWiley-VCHChemistryOpen2191-13632022-12-011112n/an/a10.1002/open.202200208Introducing N‐Heteroaromatic Bases into Copper(II) Thiosemicarbazon Complexes: A Way to Change their Biological ActivityIanina Ulchina0Dr. Vasilii Graur1Dr. Victor Tsapkov2Dr. Yurii Chumakov3Dr. Olga Garbuz4Dr. Olga Burduniuc5Prof. Dr. Emil Ceban6Prof. Dr. Aurelian Gulea7Laboratory of Advanced Materials in Biofarmaceutics and Technics Moldova State University Chişinău 2009 Republic of MoldovaLaboratory of Advanced Materials in Biofarmaceutics and Technics Moldova State University Chişinău 2009 Republic of MoldovaLaboratory of Advanced Materials in Biofarmaceutics and Technics Moldova State University Chişinău 2009 Republic of MoldovaLaboratory of Physical Methods of Solid State Investigation “Tadeusz Malinowski” Institute of Applied Physics Chişinău 2028 Republic of MoldovaLaboratory of Advanced Materials in Biofarmaceutics and Technics Moldova State University Chişinău 2009 Republic of MoldovaState University of Medicine and Pharmacy “Nicolae Testemiţanu” Chişinău 2004 Republic of MoldovaState University of Medicine and Pharmacy “Nicolae Testemiţanu” Chişinău 2004 Republic of MoldovaLaboratory of Advanced Materials in Biofarmaceutics and Technics Moldova State University Chişinău 2009 Republic of MoldovaAbstract Three new copper(II) complexes, [Cu(1,10‐Phen)(L)] (1), [Cu(2,2′‐Bpy)(L)] (2) and [Cu(3,4‐Lut)(L)] (3), where H2L=2‐[(2,4‐dihydroxyphenyl)methylidene]‐N‐(prop‐2‐en‐1‐yl)hydrazine‐1‐carbothioamide, 1,10‐Phen=1,10‐phenanthroline, 2,2′‐Bpy=2,2′‐bipyridine, 3,4‐Lut=3,4‐lutidine, have been synthesized and characterized by elemental analysis, FTIR spectroscopy and single crystal X‐ray crystallography (1, 2). All compounds are mononuclear. The introduction of a monodentate N‐heteroaromatic base (3,4‐dimethylpyridine) has led to a significant increase of antimicrobial activity against Gram‐negative Escherichia coli and antifungal activity against Candida albicans compared to the pro‐ligand and the precursor complex [Cu(L)H2O]. The introduction of bidentate N‐heteroaromatic bases did not lead to such increase of antimicrobial and antifungal activities. Moreover, complex 3 surpasses the inhibitory activity of tetracycline toward Enterobacter cloacae and the inhibitory activity of fluconazole toward Candida parapsilosis and Cryptococcus neoformans. The study of antioxidant activity against cation radicals ABTS⋅+ showed that complexes 1–3 are more active than Trolox, but only introduction of the monodentate N‐heteroaromatic base (3,4‐dimethylpyridine) led to the increase of antioxidant properties compared to the precursor complex.https://doi.org/10.1002/open.202200208antimicrobial and antifungal activitiesantioxidantscopper complexN-heteroaromatic basesthiosemicarbazone |
| spellingShingle | Ianina Ulchina Dr. Vasilii Graur Dr. Victor Tsapkov Dr. Yurii Chumakov Dr. Olga Garbuz Dr. Olga Burduniuc Prof. Dr. Emil Ceban Prof. Dr. Aurelian Gulea Introducing N‐Heteroaromatic Bases into Copper(II) Thiosemicarbazon Complexes: A Way to Change their Biological Activity ChemistryOpen antimicrobial and antifungal activities antioxidants copper complex N-heteroaromatic bases thiosemicarbazone |
| title | Introducing N‐Heteroaromatic Bases into Copper(II) Thiosemicarbazon Complexes: A Way to Change their Biological Activity |
| title_full | Introducing N‐Heteroaromatic Bases into Copper(II) Thiosemicarbazon Complexes: A Way to Change their Biological Activity |
| title_fullStr | Introducing N‐Heteroaromatic Bases into Copper(II) Thiosemicarbazon Complexes: A Way to Change their Biological Activity |
| title_full_unstemmed | Introducing N‐Heteroaromatic Bases into Copper(II) Thiosemicarbazon Complexes: A Way to Change their Biological Activity |
| title_short | Introducing N‐Heteroaromatic Bases into Copper(II) Thiosemicarbazon Complexes: A Way to Change their Biological Activity |
| title_sort | introducing n heteroaromatic bases into copper ii thiosemicarbazon complexes a way to change their biological activity |
| topic | antimicrobial and antifungal activities antioxidants copper complex N-heteroaromatic bases thiosemicarbazone |
| url | https://doi.org/10.1002/open.202200208 |
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