New bimetallic palladium(II) and platinum(II) complexes: studies of the nucleophilic substitution reactions, interactions with CT-DNA, bovine serum albumin and cytotoxic activity
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2016
Authors
Jovanović, SnežanaObrencevic, Katarina
Bugarčić, Živadin D.
Popović, Iva A.
Žakula, Jelena
Petrović, Biljana
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© The Royal Society of Chemistry
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Two new dinuclear bimetallic complexes, [{PdCl(bipy)}{mu-(pyrazine)}{PtCl(bipy)}]Cl(ClO4) (1) (bipy is 2,2-=bipyridine) and [{PdCl(en)}{mu-(pyrazine)}{PtCl(en)}]Cl(ClO4) (2) (en is ethylenediamine), have been synthesized and characterized by elemental microanalysis, IR, H-1 NMR spectroscopy and MALDI-TOF mass spectrometry. The pK(a) values of the coordinated water molecules of the diaqua species were determined as well. Substitution reactions of complexes (1) and (2) with thiourea (Tu), L-methionine (L-Met), L-cysteine (L-Cys), L-histidine (L-His) and guanosine-5-monophosphate (5-GMP) were studied under the pseudo-first order conditions as a function of nucleophile concentration and temperature. The order of reactivity of nucleophiles was: Tu GT L-Met GT L-Cys GT L-His GT 5-GMP. Substitution reactions with Tu, L-Cys and L-His were followed by decomposition of bimetallic complexes to the corresponding substituted mononuclear complexes [Pd(N-N)(Nu)(2)] and [Pt(N-N)(Nu)(2)] (N-N = bipy, e...n), releasing the bridging ligand. However, the structures of starting bimetallic complexes were preserved during the reactions with L-Met and 5-GMP. The absorption spectroscopic study of interactions of calf-thymus DNA (CT-DNA) with complexes (1), (2) and [{PdCl(bipy)}{mu-(NH2(CH2)(6)H2N)} {PtCl(bipy)}] Cl(ClO4) (3), has shown that all the complexes exhibit high intrinsic binding constants (K-b = 10(4)-10(5) M-1). DNA-ethidium bromide (DNA-EB) fluorescence was quenched after addition of complexes (1), (2) or (3), indicating displacement of intercalating EB by complexes. All complexes have shown good binding affinity to bovine serum albumin protein (BSA). Chemosensitivity of A375 (human melanoma) and HeLa (human cervical cancer) cell lines toward complexes (1), (2) and (3) was analyzed by SRB assay. Complex (1) displayed significant inhibitory effect on the growth of both cell lines.
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Dalton Transactions, 2016, 45, 31, 12444-12457Funding / projects:
- Mechanistic studies of the reactions of transition metal ion complexes with biologically relevant molecules (RS-MESTD-Basic Research (BR or ON)-172011)
DOI: 10.1039/c6dt02226j
ISSN: 1477-9226; 1477-9234
PubMed: 27431616
WoS: 000381480900022
Scopus: 2-s2.0-84982728928
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VinčaTY - JOUR AU - Jovanović, Snežana AU - Obrencevic, Katarina AU - Bugarčić, Živadin D. AU - Popović, Iva A. AU - Žakula, Jelena AU - Petrović, Biljana PY - 2016 UR - https://vinar.vin.bg.ac.rs/handle/123456789/1208 AB - Two new dinuclear bimetallic complexes, [{PdCl(bipy)}{mu-(pyrazine)}{PtCl(bipy)}]Cl(ClO4) (1) (bipy is 2,2-=bipyridine) and [{PdCl(en)}{mu-(pyrazine)}{PtCl(en)}]Cl(ClO4) (2) (en is ethylenediamine), have been synthesized and characterized by elemental microanalysis, IR, H-1 NMR spectroscopy and MALDI-TOF mass spectrometry. The pK(a) values of the coordinated water molecules of the diaqua species were determined as well. Substitution reactions of complexes (1) and (2) with thiourea (Tu), L-methionine (L-Met), L-cysteine (L-Cys), L-histidine (L-His) and guanosine-5-monophosphate (5-GMP) were studied under the pseudo-first order conditions as a function of nucleophile concentration and temperature. The order of reactivity of nucleophiles was: Tu GT L-Met GT L-Cys GT L-His GT 5-GMP. Substitution reactions with Tu, L-Cys and L-His were followed by decomposition of bimetallic complexes to the corresponding substituted mononuclear complexes [Pd(N-N)(Nu)(2)] and [Pt(N-N)(Nu)(2)] (N-N = bipy, en), releasing the bridging ligand. However, the structures of starting bimetallic complexes were preserved during the reactions with L-Met and 5-GMP. The absorption spectroscopic study of interactions of calf-thymus DNA (CT-DNA) with complexes (1), (2) and [{PdCl(bipy)}{mu-(NH2(CH2)(6)H2N)} {PtCl(bipy)}] Cl(ClO4) (3), has shown that all the complexes exhibit high intrinsic binding constants (K-b = 10(4)-10(5) M-1). DNA-ethidium bromide (DNA-EB) fluorescence was quenched after addition of complexes (1), (2) or (3), indicating displacement of intercalating EB by complexes. All complexes have shown good binding affinity to bovine serum albumin protein (BSA). Chemosensitivity of A375 (human melanoma) and HeLa (human cervical cancer) cell lines toward complexes (1), (2) and (3) was analyzed by SRB assay. Complex (1) displayed significant inhibitory effect on the growth of both cell lines. T2 - Dalton Transactions T1 - New bimetallic palladium(II) and platinum(II) complexes: studies of the nucleophilic substitution reactions, interactions with CT-DNA, bovine serum albumin and cytotoxic activity VL - 45 IS - 31 SP - 12444 EP - 12457 DO - 10.1039/c6dt02226j ER -
@article{ author = "Jovanović, Snežana and Obrencevic, Katarina and Bugarčić, Živadin D. and Popović, Iva A. and Žakula, Jelena and Petrović, Biljana", year = "2016", abstract = "Two new dinuclear bimetallic complexes, [{PdCl(bipy)}{mu-(pyrazine)}{PtCl(bipy)}]Cl(ClO4) (1) (bipy is 2,2-=bipyridine) and [{PdCl(en)}{mu-(pyrazine)}{PtCl(en)}]Cl(ClO4) (2) (en is ethylenediamine), have been synthesized and characterized by elemental microanalysis, IR, H-1 NMR spectroscopy and MALDI-TOF mass spectrometry. The pK(a) values of the coordinated water molecules of the diaqua species were determined as well. Substitution reactions of complexes (1) and (2) with thiourea (Tu), L-methionine (L-Met), L-cysteine (L-Cys), L-histidine (L-His) and guanosine-5-monophosphate (5-GMP) were studied under the pseudo-first order conditions as a function of nucleophile concentration and temperature. The order of reactivity of nucleophiles was: Tu GT L-Met GT L-Cys GT L-His GT 5-GMP. Substitution reactions with Tu, L-Cys and L-His were followed by decomposition of bimetallic complexes to the corresponding substituted mononuclear complexes [Pd(N-N)(Nu)(2)] and [Pt(N-N)(Nu)(2)] (N-N = bipy, en), releasing the bridging ligand. However, the structures of starting bimetallic complexes were preserved during the reactions with L-Met and 5-GMP. The absorption spectroscopic study of interactions of calf-thymus DNA (CT-DNA) with complexes (1), (2) and [{PdCl(bipy)}{mu-(NH2(CH2)(6)H2N)} {PtCl(bipy)}] Cl(ClO4) (3), has shown that all the complexes exhibit high intrinsic binding constants (K-b = 10(4)-10(5) M-1). DNA-ethidium bromide (DNA-EB) fluorescence was quenched after addition of complexes (1), (2) or (3), indicating displacement of intercalating EB by complexes. All complexes have shown good binding affinity to bovine serum albumin protein (BSA). Chemosensitivity of A375 (human melanoma) and HeLa (human cervical cancer) cell lines toward complexes (1), (2) and (3) was analyzed by SRB assay. Complex (1) displayed significant inhibitory effect on the growth of both cell lines.", journal = "Dalton Transactions", title = "New bimetallic palladium(II) and platinum(II) complexes: studies of the nucleophilic substitution reactions, interactions with CT-DNA, bovine serum albumin and cytotoxic activity", volume = "45", number = "31", pages = "12444-12457", doi = "10.1039/c6dt02226j" }
Jovanović, S., Obrencevic, K., Bugarčić, Ž. D., Popović, I. A., Žakula, J.,& Petrović, B.. (2016). New bimetallic palladium(II) and platinum(II) complexes: studies of the nucleophilic substitution reactions, interactions with CT-DNA, bovine serum albumin and cytotoxic activity. in Dalton Transactions, 45(31), 12444-12457. https://doi.org/10.1039/c6dt02226j
Jovanović S, Obrencevic K, Bugarčić ŽD, Popović IA, Žakula J, Petrović B. New bimetallic palladium(II) and platinum(II) complexes: studies of the nucleophilic substitution reactions, interactions with CT-DNA, bovine serum albumin and cytotoxic activity. in Dalton Transactions. 2016;45(31):12444-12457. doi:10.1039/c6dt02226j .
Jovanović, Snežana, Obrencevic, Katarina, Bugarčić, Živadin D., Popović, Iva A., Žakula, Jelena, Petrović, Biljana, "New bimetallic palladium(II) and platinum(II) complexes: studies of the nucleophilic substitution reactions, interactions with CT-DNA, bovine serum albumin and cytotoxic activity" in Dalton Transactions, 45, no. 31 (2016):12444-12457, https://doi.org/10.1039/c6dt02226j . .