Influence of carboxylic acid functionalities in ruthenium (II) polypyridyl complexes on DNA binding, cytotoxicity and antioxidant activity: Synthesis, structure and in vitro anticancer activity

Kamatchi, Thangavel Sathiya; Chitrapriya, Nataraj; Kim, Seog K.; Fronczek, Frank R.; Natarajan, K.

doi:10.1016/j.ejmech.2012.11.024

Cited by 55 publications

(13 citation statements)

References 77 publications

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“…The idea, behind this, was to examine the possible effect of the carboxylic acid groups on the inhibition of the PAF, since, recently, an apparent dependence of biological activities (cytotoxicity and antioxidant efficiency) on incorporation of -COOH groups in the bipyridine ring has been reported [133]. The importance of the carboxylate moiety as a pharmacophore to the medicinal chemistry has been reported [134], while, interestingly, it has been proposed that approximately 25% of all drugs contain a COOH moiety.…”

Section: Inorganic Metal-based Inhibitorsmentioning

confidence: 99%

A Review on Platelet Activating Factor Inhibitors: Could a New Class of Potent Metal-Based Anti-Inflammatory Drugs Induce Anticancer Properties?

Papakonstantinou

Lаgopati

Tsilibary

et al. 2017

Bioinorganic Chemistry and Applications

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In this minireview, we refer to recent results as far as the Platelet Activating Factor (PAF) inhibitors are concerned. At first, results of organic compounds (natural and synthetic ones and specific and nonspecific) as inhibitors of PAF are reported. Emphasis is given on recent results about a new class of the so-called metal-based inhibitors of PAF. A small library of 30 metal complexes has been thus created; their anti-inflammatory activity has been further evaluated owing to their inhibitory effect against PAF in washed rabbit platelets (WRPs). In addition, emphasis has also been placed on the identification of preliminary structure-activity relationships for the different classes of metal-based inhibitors.

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Section: Inorganic Metal-based Inhibitorsmentioning

confidence: 99%

A Review on Platelet Activating Factor Inhibitors: Could a New Class of Potent Metal-Based Anti-Inflammatory Drugs Induce Anticancer Properties?

Papakonstantinou

Lаgopati

Tsilibary

et al. 2017

Bioinorganic Chemistry and Applications

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“…The large, rigid, and multidentate polypyridyl ligands confer shape and chirality to the ruthenium complexes that could be utilized to achieve customized DNA binding properties [88][89][90]. Following the literature reports on the pharmacological benefits of attaching carboxylic acid (COOH) group in coordination complexes [91] Figure 20) [92]. An appropriate attachment of carboxylic acid could modulate the solubility of the complex, cell transport, and biological activity [91].…”

Section: Inorganic Ruthenium(ii)mentioning

confidence: 99%

“…Furthermore, complexes containing bipyridine showed better binding affinity compared to those containing bipyridine dicarboxylic acids, and this could be attributed to the substitution of carboxyl acid groups in bipyridine, leading to differences in space configuration and the electron density distribution affecting the effective binding to DNA. The presence of ancillary ligands may also have an effect on the binding property since all octahedral complexes bind to DNA in three dimensions as reflected in better binding affinity for compounds which contained only one PPh 3 or AsPh 3 compared to those which contain two PPh 3 or AsPh 3 [92].…”

Section: Inorganic Ruthenium(ii)mentioning

confidence: 99%

Anticancer Activities of Mononuclear Ruthenium(II) Coordination Complexes

Motswainyana

Ajibade

2015

Advances in Chemistry

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Ruthenium compounds are highly regarded as potential drug candidates. The compounds offer the potential of reduced toxicity and can be tolerated in vivo. The various oxidation states, different mechanism of action, and the ligand substitution kinetics of ruthenium compounds give them advantages over platinum-based complexes, thereby making them suitable for use in biological applications. Several studies have focused attention on the interaction between active ruthenium complexes and their possible biological targets. In this paper, we review several ruthenium compounds which reportedly possess promising cytotoxic profiles: from the discovery of highly active compounds imidazolium [trans-tetrachloro(dmso)(imidazole)ruthenate(III)] (NAMI-A), indazolium [trans-tetrachlorobis(1H-indazole)ruthenate(III)](KP1019), and sodium trans-[tetrachloridobis(1H-indazole)ruthenate(III)] (NKP-1339) to the recent work based on both inorganic and organometallic ruthenium(II) compounds. Half-sandwich organometallic ruthenium complexes offer the opportunity of derivatization at the arene moiety, while the three remaining coordination sites on the metal centre can be functionalised with various coordination groups of various monoligands. It is clear from the review that these mononuclear ruthenium(II) compounds represent a strongly emerging field of research that will soon culminate into several ruthenium based antitumor agents.

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“…Free radicals are generated through a bioorganic redox process and cause oxidative damage to various components present in the body, like lipids, proteins and DNA. This leads to aging, hypertension, cancer, cataracts and cardiac infarction (Sathiya Kamatchi et al, 2013). The free-radical scavenging activity of complexes 1-3, with ascorbic acid (AA) as the standard and with reference to the DPPH radical, was studied and the IC 50 values were determined (Fig.…”

Section: Antioxidant Activitymentioning

confidence: 99%

“…The IC 50 values indicate that the cytotoxic activities of the tested complexes are more active against MCF-7 cells. The carbonyl group, planarity and chelation of the organic ligand present in the metal complexes play vital roles in the significant cytotoxic activity against the MCF-7 cell lines (Sathiya Kamatchi et al, 2013;Sathiyaraj et al, 2013). The IC 50 values suggest a dissimilarity of cell sensitivity in the MCF-7 cell line in the sequence 3 > 1 > 2.…”

Section: Cytotoxicity and Anticancer Activity In The Mcf-7 Cellmentioning

confidence: 99%

New barium, strontium and strontium-doped barium squarates: synthesis, crystal structures and DNA/BSA binding, antioxidant and in vitro cytotoxicity studies

Vadhana¹,

Parveen²,

Ushadevi³

et al. 2019

Acta Crystallogr C

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A new set of differently hydrated barium and strontium squarates, namely poly[[triaqua(μ-1,2-dioxocyclobut-3-ene-1,2-diolato)barium] monohydrate], {[Ba(C4O4)(H2O)3]·H2O} n (1), poly[[diaqua(μ-1,2-dioxocyclobut-3-ene-1,2-diolato)strontium] monohydrate], {[Sr(C4O4)(H2O)2]·H2O} n (2), and poly[[triaqua(μ-1,2-dioxocyclobut-3-ene-1,2-diolato)barium/strontium(0.85/0.15)] monohydrate], {[Ba0.85Sr0.15(C4O4)(H2O)3]·H2O} n (3), is reported. The study of their crystal structures indicates that all the complexes crystallize in the triclinic space group P\overline{1}. Complexes 1 and 3 have a rare combination of squarate units coordinated through monodentate O atoms to two different metal atoms and through two bidentate O atoms to three different metal atoms. Furthermore, they have three coordinated water molecules to give a coordination number of nine. The squarate ligands in complex 2 exhibit two different coordination modes: (i) monodentate O atoms coordinated to four different Sr atoms and (ii) two monodentate O atoms coordinated to two different metal atoms with the other two O atoms bidentate to four different Sr atoms. All the compounds decompose to give the respective carbonates when heated to 800 °C, as evidenced by thermogravimetry/differential thermal analysis (TG-DTA), which are clusters of nanoparticles. Complexes 1 and 3 show additional endothermic peaks at 811 and 820 °C, respectively, indicating the phase transition of BaCO3 from an orthorhombic (α-Pmcn) to a trigonal phase (β-R3m). All three complexes have significant DNA-binding constants, ranging from 2.45 × 104 to 9.41 × 104 M −1 against EB-CT (ethidium bromide–calf thymus) DNA and protein binding constants ranging from 1.1 × 105 to 8.6 × 105 with bovine serum albumin. The in vitro cytotoxicity of the complexes is indicated by the IC50 values, which range from 128.8 to 261.3 µg ml−1. Complex 3 shows better BSA binding, antioxidant activity against the DPPH radical and cytotoxicity than complexes 1 and 2.

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Influence of carboxylic acid functionalities in ruthenium (II) polypyridyl complexes on DNA binding, cytotoxicity and antioxidant activity: Synthesis, structure and in vitro anticancer activity

Cited by 55 publications

References 77 publications

A Review on Platelet Activating Factor Inhibitors: Could a New Class of Potent Metal-Based Anti-Inflammatory Drugs Induce Anticancer Properties?

A Review on Platelet Activating Factor Inhibitors: Could a New Class of Potent Metal-Based Anti-Inflammatory Drugs Induce Anticancer Properties?

Anticancer Activities of Mononuclear Ruthenium(II) Coordination Complexes

New barium, strontium and strontium-doped barium squarates: synthesis, crystal structures and DNA/BSA binding, antioxidant and in vitro cytotoxicity studies

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