Copper (II) Species with Improved Anti-Melanoma and Antibacterial Activity by Inclusion in β-Cyclodextrin
To improve their biological activity, complexes [Cu(bipy)(dmtp)<sub>2</sub>(OH<sub>2</sub>)](ClO<sub>4</sub>)<sub>2</sub>·dmtp (<b>1</b>) and [Cu(phen)(dmtp)<sub>2</sub>(OH<sub>2</sub>)](ClO<sub>4</sub>)&...
| Main Authors: | , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2023-01-01
|
| Series: | International Journal of Molecular Sciences |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1422-0067/24/3/2688 |
| _version_ | 1797624342437167104 |
|---|---|
| author | Alina Tirsoaga Victor Cojocaru Mihaela Badea Irinel Adriana Badea Arpad Mihai Rostas Roberta Stoica Mihaela Bacalum Mariana Carmen Chifiriuc Rodica Olar |
| author_facet | Alina Tirsoaga Victor Cojocaru Mihaela Badea Irinel Adriana Badea Arpad Mihai Rostas Roberta Stoica Mihaela Bacalum Mariana Carmen Chifiriuc Rodica Olar |
| author_sort | Alina Tirsoaga |
| collection | DOAJ |
| description | To improve their biological activity, complexes [Cu(bipy)(dmtp)<sub>2</sub>(OH<sub>2</sub>)](ClO<sub>4</sub>)<sub>2</sub>·dmtp (<b>1</b>) and [Cu(phen)(dmtp)<sub>2</sub>(OH<sub>2</sub>)](ClO<sub>4</sub>)<sub>2</sub>·dmtp (<b>2</b>) (bipy 2,2′-bipyridine, phen: 1,10-phenantroline, and dmtp: 5,7-dimethyl-1,2,4-triazolo [1,5-a]pyrimidine) were included in β-cyclodextrins (β-CD). During the inclusion, the co-crystalized dmtp molecule was lost, and UV-Vis spectra together with the docking studies indicated the synthesis of new materials with 1:1 and 1:2 molar ratios between complexes and β-CD. The association between Cu(II) compounds and β-CD has been proven by the identification of the components’ patterns in the IR spectra and powder XRD diffractograms, while solid-state UV-Vis and EPR spectra analysis highlighted a slight modification of the square-pyramidal stereochemistry around Cu(II) in comparison with precursors. The inclusion species are stable in solution and exhibit the ability to scavenge or trap ROS species (O<sub>2</sub>·<sup>−</sup> and HO·) as indicated by the EPR experiments. Moreover, the two inclusion species exhibit anti-proliferative activity against murine melanoma B16 cells, which has been more significant for (<b>2</b>)@β-CD in comparison with (<b>2</b>). This behavior is associated with a cell cycle arrest in the G0/G1 phase. Compared with precursors, (<b>1a</b>)@β-CD and (<b>2a</b>)@β-CD exhibit 17 and 26 times more intense activity against planktonic <i>Escherichia coli</i>, respectively, while (<b>2a</b>)@β-CD is 3 times more active against the <i>Staphylococcus aureus</i> strain. |
| first_indexed | 2024-03-11T09:41:02Z |
| format | Article |
| id | doaj.art-93edc253b19548da8ed1bd005fea27c9 |
| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-11T09:41:02Z |
| publishDate | 2023-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-93edc253b19548da8ed1bd005fea27c92023-11-16T17:00:53ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-01-01243268810.3390/ijms24032688Copper (II) Species with Improved Anti-Melanoma and Antibacterial Activity by Inclusion in β-CyclodextrinAlina Tirsoaga0Victor Cojocaru1Mihaela Badea2Irinel Adriana Badea3Arpad Mihai Rostas4Roberta Stoica5Mihaela Bacalum6Mariana Carmen Chifiriuc7Rodica Olar8Department of Analytical and Physical Chemistry, Faculty of Chemistry, University of Bucharest, 4-12 Regina Elisabeta Av., District 3, 030018 Bucharest, RomaniaDepartment of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, 90-92 Panduri Str., District 5, 050663 Bucharest, RomaniaDepartment of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, 90-92 Panduri Str., District 5, 050663 Bucharest, RomaniaDepartment of Analytical and Physical Chemistry, Faculty of Chemistry, University of Bucharest, 4-12 Regina Elisabeta Av., District 3, 030018 Bucharest, RomaniaNational Institute for Research and Development of Isotopic and Molecular Technologies, Department of Physics of Nanostructured Systems, 67-103 Donat Str., 400293 Cluj-Napoca, RomaniaHoria Hulubei National Institute for Physics and Nuclear Engineering, Department of Life and Environmental Physics, 30 Reactorului Str., 077125 Magurele-Ilfov, RomaniaHoria Hulubei National Institute for Physics and Nuclear Engineering, Department of Life and Environmental Physics, 30 Reactorului Str., 077125 Magurele-Ilfov, RomaniaDepartment of Microbiology, Faculty of Biology, University of Bucharest, 1-3 Aleea Portocalelor Str., District 5, 060101 Bucharest, RomaniaDepartment of Analytical and Physical Chemistry, Faculty of Chemistry, University of Bucharest, 4-12 Regina Elisabeta Av., District 3, 030018 Bucharest, RomaniaTo improve their biological activity, complexes [Cu(bipy)(dmtp)<sub>2</sub>(OH<sub>2</sub>)](ClO<sub>4</sub>)<sub>2</sub>·dmtp (<b>1</b>) and [Cu(phen)(dmtp)<sub>2</sub>(OH<sub>2</sub>)](ClO<sub>4</sub>)<sub>2</sub>·dmtp (<b>2</b>) (bipy 2,2′-bipyridine, phen: 1,10-phenantroline, and dmtp: 5,7-dimethyl-1,2,4-triazolo [1,5-a]pyrimidine) were included in β-cyclodextrins (β-CD). During the inclusion, the co-crystalized dmtp molecule was lost, and UV-Vis spectra together with the docking studies indicated the synthesis of new materials with 1:1 and 1:2 molar ratios between complexes and β-CD. The association between Cu(II) compounds and β-CD has been proven by the identification of the components’ patterns in the IR spectra and powder XRD diffractograms, while solid-state UV-Vis and EPR spectra analysis highlighted a slight modification of the square-pyramidal stereochemistry around Cu(II) in comparison with precursors. The inclusion species are stable in solution and exhibit the ability to scavenge or trap ROS species (O<sub>2</sub>·<sup>−</sup> and HO·) as indicated by the EPR experiments. Moreover, the two inclusion species exhibit anti-proliferative activity against murine melanoma B16 cells, which has been more significant for (<b>2</b>)@β-CD in comparison with (<b>2</b>). This behavior is associated with a cell cycle arrest in the G0/G1 phase. Compared with precursors, (<b>1a</b>)@β-CD and (<b>2a</b>)@β-CD exhibit 17 and 26 times more intense activity against planktonic <i>Escherichia coli</i>, respectively, while (<b>2a</b>)@β-CD is 3 times more active against the <i>Staphylococcus aureus</i> strain.https://www.mdpi.com/1422-0067/24/3/2688antibacterial activityCu(II) complexβ-cyclodextrininclusion systemmelanomamolecular docking |
| spellingShingle | Alina Tirsoaga Victor Cojocaru Mihaela Badea Irinel Adriana Badea Arpad Mihai Rostas Roberta Stoica Mihaela Bacalum Mariana Carmen Chifiriuc Rodica Olar Copper (II) Species with Improved Anti-Melanoma and Antibacterial Activity by Inclusion in β-Cyclodextrin International Journal of Molecular Sciences antibacterial activity Cu(II) complex β-cyclodextrin inclusion system melanoma molecular docking |
| title | Copper (II) Species with Improved Anti-Melanoma and Antibacterial Activity by Inclusion in β-Cyclodextrin |
| title_full | Copper (II) Species with Improved Anti-Melanoma and Antibacterial Activity by Inclusion in β-Cyclodextrin |
| title_fullStr | Copper (II) Species with Improved Anti-Melanoma and Antibacterial Activity by Inclusion in β-Cyclodextrin |
| title_full_unstemmed | Copper (II) Species with Improved Anti-Melanoma and Antibacterial Activity by Inclusion in β-Cyclodextrin |
| title_short | Copper (II) Species with Improved Anti-Melanoma and Antibacterial Activity by Inclusion in β-Cyclodextrin |
| title_sort | copper ii species with improved anti melanoma and antibacterial activity by inclusion in β cyclodextrin |
| topic | antibacterial activity Cu(II) complex β-cyclodextrin inclusion system melanoma molecular docking |
| url | https://www.mdpi.com/1422-0067/24/3/2688 |
| work_keys_str_mv | AT alinatirsoaga copperiispecieswithimprovedantimelanomaandantibacterialactivitybyinclusioninbcyclodextrin AT victorcojocaru copperiispecieswithimprovedantimelanomaandantibacterialactivitybyinclusioninbcyclodextrin AT mihaelabadea copperiispecieswithimprovedantimelanomaandantibacterialactivitybyinclusioninbcyclodextrin AT irineladrianabadea copperiispecieswithimprovedantimelanomaandantibacterialactivitybyinclusioninbcyclodextrin AT arpadmihairostas copperiispecieswithimprovedantimelanomaandantibacterialactivitybyinclusioninbcyclodextrin AT robertastoica copperiispecieswithimprovedantimelanomaandantibacterialactivitybyinclusioninbcyclodextrin AT mihaelabacalum copperiispecieswithimprovedantimelanomaandantibacterialactivitybyinclusioninbcyclodextrin AT marianacarmenchifiriuc copperiispecieswithimprovedantimelanomaandantibacterialactivitybyinclusioninbcyclodextrin AT rodicaolar copperiispecieswithimprovedantimelanomaandantibacterialactivitybyinclusioninbcyclodextrin |