The cytotoxicity of some phenanthroline-based antimicrobial copper(II) and ruthenium(II) complexes

Ng, Neville; Wu, Ming; Aldrich‐Wright, Janice R.

doi:10.1016/j.jinorgbio.2017.11.022

Cited by 22 publications

(11 citation statements)

References 47 publications

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“…The activity of the compounds against S. aureus and MRSA was assessed as described and the results indicate that all drugs were active against S. aureus with MIC 50 values < 5 lM (Table 1) that are in line and even smaller with most of the Cu(II) complexes reported in literature. [6][7][8][9][10][11][12] The free estradiol and testosterone were non-active as previously reported by us. [17] Among the series, the testosterone derivatives and DPQ, respectively).…”

Section: Resultssupporting

confidence: 57%

“…In the last twenty years the antimicrobial activity of Cu(phen) complexes have been deeply investigated; double charged copper with planar chelating ligands exhibit growth inhibitory activity against Staphylococcus aureus (MIC ! 4.0-7.9 lM) and to a lesser extent against Escherichia coli [6][7][8][9][10][11][12][13]. It is still not completely clear what role the planar ligands play in the antimicrobial activity of the corresponding metal based drugs.…”

Section: Introductionmentioning

confidence: 99%

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Evaluation of in vitro and in vivo antibacterial activity of novel Cu(II)-steroid complexes

Barrett

Delaney

Kavanagh

et al. 2018

Inorganica Chimica Acta

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A pioneer series of copper(II) complexes bearing planar phenanthroline-modified aromatic ligands and steroid (ethynylestradiol and ethisterone) with generic formula [Cu(N \ N)(steroid)](NO 3) 2 where N \ N is DPQ, DPPZ and DPPN and steroid is estradiol or testosterone, were synthetized, characterised and screened in vitro and in vivo as antimicrobial agents against Staphylococcus aureus and methicillin resistant Staphylococcus aureus (MRSA). Toxicity studies revealed notable antibacterial activity of the copper-based compounds, which is significantly increased in vivo by the presence of the steroid moiety. Toxicity profiling was estimated in vitro versus Gram-positive (Staphylococcus aureus) and MRSA and in vivo in Galleria mellonella larvae infected with S. aureus. Results showed the complexes to be active against S. aureus and MRSA in vitro (MIC 50 average value of 2.46 and 97 lM in S. aureus and MRSA, respectively) and to be active when larvae infected with S. aureus were administered the agents.

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Section: Resultssupporting

confidence: 57%

Section: Introductionmentioning

confidence: 99%

Evaluation of in vitro and in vivo antibacterial activity of novel Cu(II)-steroid complexes

Barrett

Delaney

Kavanagh

et al. 2018

Inorganica Chimica Acta

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“…The results of the experiments point to the possibility that for this specific set of photoCORMs bearing ethynyl-α-diimine ligands, the COdepleted metal core and/or the released ligands are playing a fundamental role in their cytotoxicity and that the metal/ligand fragment is needed to maximize CO toxicity, and vice versa, both acting in concert. Different phenanthroline derivatives, e.g., are known to exert dosedependent cytotoxic effects on different tumor cell lines [50][51][52]. To test this hypothesis the cells were treated in parallel with Mn-2, B 12 -Mn-2 and i-photoCORMs in two different experiments.…”

Section: Comparison Of Dark and Light-induced Cytotoxicity Of Photocormsmentioning

confidence: 99%

Cytotoxicity of Mn-based photoCORMs of ethynyl-α-diimine ligands against different cancer cell lines: The key role of CO-depleted metal fragments

Rossier

Delasoie

Haeni

et al. 2020

Journal of Inorganic Biochemistry

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A series of tricarbonyl manganese complexes bearing 4-ethynyl-2,2′-bipyridine and 5-ethynyl-1,10-phenanthroline α-diimine ligands were synthetized, characterized and conjugated to vitamin B 12 , previously used as a vector for drug delivery, to take advantage of its water solubility and specificity toward cancer cells. The compounds act as photoactivatable carbon monoxide-releasing molecules rapidly liberating on average ca. 2.3 equivalents of CO upon photo-irradiation. Complexes and conjugates were tested for their anticancer effects, both in the dark and following photo-activation, against breast cancer MCF-7, lung carcinoma A549 and colon adenocarcinoma HT29 cell lines as well as immortalized human bronchial epithelial cells 16HBE14o-as the noncarcinogenic control. Our results indicate that the light-induced cytotoxicity these molecules can be attributed to both their released CO and to their CO-depleted metal fragments including liberated ligands.

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“…In fact, the aromatic N,N-ligands such as 2,9-dimethyl-1,10-phenanthroline (dmphen, Scheme 1) have been a subject of intense research owing to their documented action in diverse biological systems [38]. A series of Cu(I)-dmphen complexes stabilized by tertiary phosphines and other Cu(II)-dmphen coordination compounds have been also reported, but their poor solubility in polar solvents eventually prevented the application of these compounds as bioactive materials [38,39]. In particular, some of us have reported a number of water-soluble copper(I/II)-PTA-cage coordination networks [10,[40][41][42][43][44] as well as a discrete complexes [32,[40][41][42][43][45][46][47][48], which were evaluated successfully for their magnetic [10,43,45], catalytic [10,44], and luminescent properties [40,42,44,48].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Structural, and Cytotoxic Properties of New Water-Soluble Copper(II) Complexes Based on 2,9-Dimethyl-1,10-Phenanthroline and Their One Derivative Containing 1,3,5-Triaza-7-Phosphaadamantane-7-Oxide

et al. 2020

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A series of water-soluble copper(II) complexes based on 2,9-dimethyl-1,10-phenanthroline (dmphen) and mixed-ligands, containing PTA=O (1,3,5-triaza-7-phosphaadamantane-7-oxide) have been synthesized and fully characterized. Two types of complexes have been obtained, monocationic [Cu(NO3)(O-PTA=O)(dmphen)][PF6] (1), [Cu(Cl)(dmphen)2][PF6] (2), and neutral [Cu(NO3)2(dmphen)] (3). The solid-state structures of all complexes have been determined by single-crystal X-ray diffraction. Magnetic studies for the complex 1–3 indicated a very weak antiferromagnetic interaction between copper(II) ions in crystal lattice. Complexes were successfully evaluated for their cytotoxic activities on the normal human dermal fibroblast (NHDF) cell line and the antitumor activity using the human lung carcinoma (A549), epithelioid cervix carcinoma (HeLa), colon (LoVo), and breast adenocarcinoma (MCF-7) cell lines. Complexes 1 and 3 revealed lower toxicity to NHDF than A549 and HeLa cells, meanwhile compound 2 appeared to be more toxic to NHDF cell line in comparison to all cancer lines. Additionally, interactions between the complexes and human apo-transferrin (apo-Tf) using fluorescence and circular dichroism (CD) spectroscopy were also investigated. All compounds interacted with apo-transferrin, causing same changes of the protein conformation. Electrostatic interactions dominate in the 1/2 – apo- Tf systems and hydrophobic and ionic interactions in the case of 3.

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The cytotoxicity of some phenanthroline-based antimicrobial copper(II) and ruthenium(II) complexes

Cited by 22 publications

References 47 publications

Evaluation of in vitro and in vivo antibacterial activity of novel Cu(II)-steroid complexes

Evaluation of in vitro and in vivo antibacterial activity of novel Cu(II)-steroid complexes

Cytotoxicity of Mn-based photoCORMs of ethynyl-α-diimine ligands against different cancer cell lines: The key role of CO-depleted metal fragments

Synthesis, Structural, and Cytotoxic Properties of New Water-Soluble Copper(II) Complexes Based on 2,9-Dimethyl-1,10-Phenanthroline and Their One Derivative Containing 1,3,5-Triaza-7-Phosphaadamantane-7-Oxide

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