Novel Copper(II) Complexes with <i>N</i><sup>4</sup>,<i>S</i>-Diallylisothiosemicarbazones as Potential Antibacterial/Anticancer Drugs
The six new copper(II) coordination compounds [Cu(HL<sup>1</sup>)Cl<sub>2</sub>] (<b>1</b>), [Cu(HL<sup>1</sup>)Br<sub>2</sub>] (<b>2</b>), [Cu(H<sub>2</sub>O)(L<sup>1</sup>)(CH<sub>3</sub>COO...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-04-01
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| Series: | Inorganics |
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| Online Access: | https://www.mdpi.com/2304-6740/11/5/195 |
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| author | Vasilii Graur Irina Usataia Ianina Graur Olga Garbuz Paulina Bourosh Victor Kravtsov Carolina Lozan-Tirsu Greta Balan Valeriu Fala Aurelian Gulea |
| author_facet | Vasilii Graur Irina Usataia Ianina Graur Olga Garbuz Paulina Bourosh Victor Kravtsov Carolina Lozan-Tirsu Greta Balan Valeriu Fala Aurelian Gulea |
| author_sort | Vasilii Graur |
| collection | DOAJ |
| description | The six new copper(II) coordination compounds [Cu(HL<sup>1</sup>)Cl<sub>2</sub>] (<b>1</b>), [Cu(HL<sup>1</sup>)Br<sub>2</sub>] (<b>2</b>), [Cu(H<sub>2</sub>O)(L<sup>1</sup>)(CH<sub>3</sub>COO)]·1.75H<sub>2</sub>O (<b>3</b>), [Cu(HL<sup>2</sup>)Cl<sub>2</sub>] (<b>4</b>), [Cu(HL<sup>2</sup>)Br<sub>2</sub>] (<b>5</b>), [Cu(H<sub>2</sub>O)(L<sup>2</sup>)(CH<sub>3</sub>COO)] (<b>6</b>) were synthesized with 2-formyl- and 2-acetylpyridine <i>N</i><sup>4</sup>,<i>S</i>-diallylisothiosemicarbazones (HL<sup>1</sup> and HL<sup>2</sup>). The new isothiosemicarbazones were characterized by NMR, FTIR spectroscopy, and X-ray crystallography ([H<sub>2</sub>L<sup>2</sup>]I). All copper(II) coordination compounds were characterized by elemental analysis, FTIR spectroscopy, and molar conductivity of their 1mM methanol solutions. Furthermore, the crystal structure of complex <b>3</b> was determined using single-crystal X-ray diffraction analysis. The studied complexes manifest antibacterial and antifungal activities, that in many cases are close to the activity of medical drugs used in this area, and in some cases even exceed them. The complexes <b>4</b> and <b>5</b> showed the highest indexes of selectivity (280 and 154) and high antiproliferative activity against BxPC-3 cell lines that surpass the activity of Doxorubicin. The complexes <b>1</b>–<b>3</b> also manifest antioxidant activities against cation radicals ABTS<sup>•+</sup> that are close to that of trolox, the antioxidant agent used in medicine. |
| first_indexed | 2024-03-11T03:38:30Z |
| format | Article |
| id | doaj.art-6270313668094237b658bcd1a09eb52a |
| institution | Directory Open Access Journal |
| issn | 2304-6740 |
| language | English |
| last_indexed | 2024-03-11T03:38:30Z |
| publishDate | 2023-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Inorganics |
| spelling | doaj.art-6270313668094237b658bcd1a09eb52a2023-11-18T01:48:55ZengMDPI AGInorganics2304-67402023-04-0111519510.3390/inorganics11050195Novel Copper(II) Complexes with <i>N</i><sup>4</sup>,<i>S</i>-Diallylisothiosemicarbazones as Potential Antibacterial/Anticancer DrugsVasilii Graur0Irina Usataia1Ianina Graur2Olga Garbuz3Paulina Bourosh4Victor Kravtsov5Carolina Lozan-Tirsu6Greta Balan7Valeriu Fala8Aurelian Gulea9Laboratory of Advanced Materials in Biofarmaceutics and Technics, Moldova State University, 60 Mateevici Street, MD-2009 Chisinau, MoldovaLaboratory of Advanced Materials in Biofarmaceutics and Technics, Moldova State University, 60 Mateevici Street, MD-2009 Chisinau, MoldovaLaboratory of Advanced Materials in Biofarmaceutics and Technics, Moldova State University, 60 Mateevici Street, MD-2009 Chisinau, MoldovaLaboratory of Advanced Materials in Biofarmaceutics and Technics, Moldova State University, 60 Mateevici Street, MD-2009 Chisinau, MoldovaInstitute of Applied Physics, Moldova State University, 5 Academiei Street, MD-2028 Chisinau, MoldovaInstitute of Applied Physics, Moldova State University, 5 Academiei Street, MD-2028 Chisinau, MoldovaDepartment of Preventive Medicine, State University of Medicine and Pharmacy “Nicolae Testemitanu”, 165 Stefan cel Mare si Sfant Bd., MD-2004 Chisinau, MoldovaDepartment of Preventive Medicine, State University of Medicine and Pharmacy “Nicolae Testemitanu”, 165 Stefan cel Mare si Sfant Bd., MD-2004 Chisinau, MoldovaDepartment of Preventive Medicine, State University of Medicine and Pharmacy “Nicolae Testemitanu”, 165 Stefan cel Mare si Sfant Bd., MD-2004 Chisinau, MoldovaLaboratory of Advanced Materials in Biofarmaceutics and Technics, Moldova State University, 60 Mateevici Street, MD-2009 Chisinau, MoldovaThe six new copper(II) coordination compounds [Cu(HL<sup>1</sup>)Cl<sub>2</sub>] (<b>1</b>), [Cu(HL<sup>1</sup>)Br<sub>2</sub>] (<b>2</b>), [Cu(H<sub>2</sub>O)(L<sup>1</sup>)(CH<sub>3</sub>COO)]·1.75H<sub>2</sub>O (<b>3</b>), [Cu(HL<sup>2</sup>)Cl<sub>2</sub>] (<b>4</b>), [Cu(HL<sup>2</sup>)Br<sub>2</sub>] (<b>5</b>), [Cu(H<sub>2</sub>O)(L<sup>2</sup>)(CH<sub>3</sub>COO)] (<b>6</b>) were synthesized with 2-formyl- and 2-acetylpyridine <i>N</i><sup>4</sup>,<i>S</i>-diallylisothiosemicarbazones (HL<sup>1</sup> and HL<sup>2</sup>). The new isothiosemicarbazones were characterized by NMR, FTIR spectroscopy, and X-ray crystallography ([H<sub>2</sub>L<sup>2</sup>]I). All copper(II) coordination compounds were characterized by elemental analysis, FTIR spectroscopy, and molar conductivity of their 1mM methanol solutions. Furthermore, the crystal structure of complex <b>3</b> was determined using single-crystal X-ray diffraction analysis. The studied complexes manifest antibacterial and antifungal activities, that in many cases are close to the activity of medical drugs used in this area, and in some cases even exceed them. The complexes <b>4</b> and <b>5</b> showed the highest indexes of selectivity (280 and 154) and high antiproliferative activity against BxPC-3 cell lines that surpass the activity of Doxorubicin. The complexes <b>1</b>–<b>3</b> also manifest antioxidant activities against cation radicals ABTS<sup>•+</sup> that are close to that of trolox, the antioxidant agent used in medicine.https://www.mdpi.com/2304-6740/11/5/195isothiosemicarbazonescopper complexesantiproliferative activityantibacterial activityantifungal activityantiradical activity |
| spellingShingle | Vasilii Graur Irina Usataia Ianina Graur Olga Garbuz Paulina Bourosh Victor Kravtsov Carolina Lozan-Tirsu Greta Balan Valeriu Fala Aurelian Gulea Novel Copper(II) Complexes with <i>N</i><sup>4</sup>,<i>S</i>-Diallylisothiosemicarbazones as Potential Antibacterial/Anticancer Drugs Inorganics isothiosemicarbazones copper complexes antiproliferative activity antibacterial activity antifungal activity antiradical activity |
| title | Novel Copper(II) Complexes with <i>N</i><sup>4</sup>,<i>S</i>-Diallylisothiosemicarbazones as Potential Antibacterial/Anticancer Drugs |
| title_full | Novel Copper(II) Complexes with <i>N</i><sup>4</sup>,<i>S</i>-Diallylisothiosemicarbazones as Potential Antibacterial/Anticancer Drugs |
| title_fullStr | Novel Copper(II) Complexes with <i>N</i><sup>4</sup>,<i>S</i>-Diallylisothiosemicarbazones as Potential Antibacterial/Anticancer Drugs |
| title_full_unstemmed | Novel Copper(II) Complexes with <i>N</i><sup>4</sup>,<i>S</i>-Diallylisothiosemicarbazones as Potential Antibacterial/Anticancer Drugs |
| title_short | Novel Copper(II) Complexes with <i>N</i><sup>4</sup>,<i>S</i>-Diallylisothiosemicarbazones as Potential Antibacterial/Anticancer Drugs |
| title_sort | novel copper ii complexes with i n i sup 4 sup i s i diallylisothiosemicarbazones as potential antibacterial anticancer drugs |
| topic | isothiosemicarbazones copper complexes antiproliferative activity antibacterial activity antifungal activity antiradical activity |
| url | https://www.mdpi.com/2304-6740/11/5/195 |
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