Cu(II) complexes with a salicylaldehyde derivative and α-diimines as co-ligands: synthesis, characterization, biological activity. Experimental and theoretical approach
Само за регистроване кориснике
2024
Аутори
Selaković, SnežanaRodić, Marko
Novaković, Irena
Matić, Ivana
Stanojković, Tatjana
Pirković, Andrea
Živković, Lada
Spremo-Potparević, Biljana
Milčić, Vesna
Dimiza, Filitsa
Psomas, George
Anđelković, Katarina
Šumar-Ristović, Maja
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Copper(ii) complexes with an α-diimine show a wide variety of biological activities, such as antibacterial, antifungal, antioxidant and anticancer. In this work, we synthesized and structurally characterized two novel Cu(ii) complexes with methyl 3-formyl-4-hydroxybenzoate (HL) and α-diimines: 2,2′-bipyridine (bipy) and 1,10-phenanthroline (phen). Crystal structure analysis shows that the formulas of the compounds are [Cu(bipy)(L)(BF4)] (1) and [Cu(phen)(L)(H2O)](BF4)·H2O (2), with BF4− as a ligand in complex 1, which is rarely coordinated to metals. Both complexes have a square pyramidal geometry, while DFT calculations showed that the most stable structures of complexes 1 and 2 in a water/DMSO mixture are square-planar derivatives [Cu(bipy)(L)]+ and [Cu(phen)(L)]+. The antibacterial activity of compounds was evaluated in vitro on four Gram-negative and four Gram-positive bacterial strains. Complex 2 showed greater antibacterial activity towards all bacterial strains comparable to the... control compound Amikacin. Complex 2 exerted a strong cytotoxic effect against the tested cancer cell lines (IC50 values ranging from 0.32 to 0.44 μM). Both complexes caused apoptotic cell death in HeLa cells and a noticeable in vitro antiangiogenic effect. In the concentration range of 5 to 100 μM, the complexes showed the absence of a genotoxic effect and displayed a protective effect against oxidative DNA damage induced by H2O2 in human peripheral blood cells. The interaction between the compounds and calf-thymus DNA was evaluated by diverse techniques suggesting a tight binding, which was also confirmed by molecular docking. In addition, it was found that the complexes bind tightly and reversibly to bovine and human serum albumin.
Извор:
Dalton Transactions, 2024, 53, 6, 2770-2788Издавач:
- Royal Society of Chemistry
Финансирање / пројекти:
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200161 (Универзитет у Београду, Фармацеутски факултет) (RS-MESTD-inst-2020-200161)
- "info:eu-repo/grantAgreement/MESTD/inst-2020/200168/RS// (RS-MESTD-inst-2020-200168)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200026 (Универзитет у Београду, Институт за хемију, технологију и металургију - ИХТМ) (RS-MESTD-inst-2020-200026)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200125 (Универзитет у Новом Саду, Природно-математички факултет) (RS-MESTD-inst-2020-200125)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200043 (Институт за онкологију и радиологију Србије, Београд) (RS-MESTD-inst-2020-200043)
DOI: 10.1039/d3dt03862a
ISSN: 1477-9226
PubMed: 38226867
WoS: 001143573200001
Scopus: 2-s2.0-85182874933
Институција/група
PharmacyTY - JOUR AU - Selaković, Snežana AU - Rodić, Marko AU - Novaković, Irena AU - Matić, Ivana AU - Stanojković, Tatjana AU - Pirković, Andrea AU - Živković, Lada AU - Spremo-Potparević, Biljana AU - Milčić, Vesna AU - Dimiza, Filitsa AU - Psomas, George AU - Anđelković, Katarina AU - Šumar-Ristović, Maja PY - 2024 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5522 AB - Copper(ii) complexes with an α-diimine show a wide variety of biological activities, such as antibacterial, antifungal, antioxidant and anticancer. In this work, we synthesized and structurally characterized two novel Cu(ii) complexes with methyl 3-formyl-4-hydroxybenzoate (HL) and α-diimines: 2,2′-bipyridine (bipy) and 1,10-phenanthroline (phen). Crystal structure analysis shows that the formulas of the compounds are [Cu(bipy)(L)(BF4)] (1) and [Cu(phen)(L)(H2O)](BF4)·H2O (2), with BF4− as a ligand in complex 1, which is rarely coordinated to metals. Both complexes have a square pyramidal geometry, while DFT calculations showed that the most stable structures of complexes 1 and 2 in a water/DMSO mixture are square-planar derivatives [Cu(bipy)(L)]+ and [Cu(phen)(L)]+. The antibacterial activity of compounds was evaluated in vitro on four Gram-negative and four Gram-positive bacterial strains. Complex 2 showed greater antibacterial activity towards all bacterial strains comparable to the control compound Amikacin. Complex 2 exerted a strong cytotoxic effect against the tested cancer cell lines (IC50 values ranging from 0.32 to 0.44 μM). Both complexes caused apoptotic cell death in HeLa cells and a noticeable in vitro antiangiogenic effect. In the concentration range of 5 to 100 μM, the complexes showed the absence of a genotoxic effect and displayed a protective effect against oxidative DNA damage induced by H2O2 in human peripheral blood cells. The interaction between the compounds and calf-thymus DNA was evaluated by diverse techniques suggesting a tight binding, which was also confirmed by molecular docking. In addition, it was found that the complexes bind tightly and reversibly to bovine and human serum albumin. PB - Royal Society of Chemistry T2 - Dalton Transactions T1 - Cu(II) complexes with a salicylaldehyde derivative and α-diimines as co-ligands: synthesis, characterization, biological activity. Experimental and theoretical approach VL - 53 IS - 6 SP - 2770 EP - 2788 DO - 10.1039/d3dt03862a ER -
@article{ author = "Selaković, Snežana and Rodić, Marko and Novaković, Irena and Matić, Ivana and Stanojković, Tatjana and Pirković, Andrea and Živković, Lada and Spremo-Potparević, Biljana and Milčić, Vesna and Dimiza, Filitsa and Psomas, George and Anđelković, Katarina and Šumar-Ristović, Maja", year = "2024", abstract = "Copper(ii) complexes with an α-diimine show a wide variety of biological activities, such as antibacterial, antifungal, antioxidant and anticancer. In this work, we synthesized and structurally characterized two novel Cu(ii) complexes with methyl 3-formyl-4-hydroxybenzoate (HL) and α-diimines: 2,2′-bipyridine (bipy) and 1,10-phenanthroline (phen). Crystal structure analysis shows that the formulas of the compounds are [Cu(bipy)(L)(BF4)] (1) and [Cu(phen)(L)(H2O)](BF4)·H2O (2), with BF4− as a ligand in complex 1, which is rarely coordinated to metals. Both complexes have a square pyramidal geometry, while DFT calculations showed that the most stable structures of complexes 1 and 2 in a water/DMSO mixture are square-planar derivatives [Cu(bipy)(L)]+ and [Cu(phen)(L)]+. The antibacterial activity of compounds was evaluated in vitro on four Gram-negative and four Gram-positive bacterial strains. Complex 2 showed greater antibacterial activity towards all bacterial strains comparable to the control compound Amikacin. Complex 2 exerted a strong cytotoxic effect against the tested cancer cell lines (IC50 values ranging from 0.32 to 0.44 μM). Both complexes caused apoptotic cell death in HeLa cells and a noticeable in vitro antiangiogenic effect. In the concentration range of 5 to 100 μM, the complexes showed the absence of a genotoxic effect and displayed a protective effect against oxidative DNA damage induced by H2O2 in human peripheral blood cells. The interaction between the compounds and calf-thymus DNA was evaluated by diverse techniques suggesting a tight binding, which was also confirmed by molecular docking. In addition, it was found that the complexes bind tightly and reversibly to bovine and human serum albumin.", publisher = "Royal Society of Chemistry", journal = "Dalton Transactions", title = "Cu(II) complexes with a salicylaldehyde derivative and α-diimines as co-ligands: synthesis, characterization, biological activity. Experimental and theoretical approach", volume = "53", number = "6", pages = "2770-2788", doi = "10.1039/d3dt03862a" }
Selaković, S., Rodić, M., Novaković, I., Matić, I., Stanojković, T., Pirković, A., Živković, L., Spremo-Potparević, B., Milčić, V., Dimiza, F., Psomas, G., Anđelković, K.,& Šumar-Ristović, M.. (2024). Cu(II) complexes with a salicylaldehyde derivative and α-diimines as co-ligands: synthesis, characterization, biological activity. Experimental and theoretical approach. in Dalton Transactions Royal Society of Chemistry., 53(6), 2770-2788. https://doi.org/10.1039/d3dt03862a
Selaković S, Rodić M, Novaković I, Matić I, Stanojković T, Pirković A, Živković L, Spremo-Potparević B, Milčić V, Dimiza F, Psomas G, Anđelković K, Šumar-Ristović M. Cu(II) complexes with a salicylaldehyde derivative and α-diimines as co-ligands: synthesis, characterization, biological activity. Experimental and theoretical approach. in Dalton Transactions. 2024;53(6):2770-2788. doi:10.1039/d3dt03862a .
Selaković, Snežana, Rodić, Marko, Novaković, Irena, Matić, Ivana, Stanojković, Tatjana, Pirković, Andrea, Živković, Lada, Spremo-Potparević, Biljana, Milčić, Vesna, Dimiza, Filitsa, Psomas, George, Anđelković, Katarina, Šumar-Ristović, Maja, "Cu(II) complexes with a salicylaldehyde derivative and α-diimines as co-ligands: synthesis, characterization, biological activity. Experimental and theoretical approach" in Dalton Transactions, 53, no. 6 (2024):2770-2788, https://doi.org/10.1039/d3dt03862a . .