Synthesis and molecular structure of arene ruthenium(II) complexes containing benzhydrazone derivative ligands with antibacterial and antioxidant properties

Soh, Charlestine; Kollipara, Mohan Rao; Banothu, Venkanna; Diengdoh, Danny F; Kaminsky, Werner; Rymmai, E.K.

doi:10.1016/j.molstruc.2022.133775

Cited by 5 publications

(4 citation statements)

References 44 publications

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“…6 clearly suggest a strong antioxidant activity of the complexes and a low antioxidant activity of the ligands. Similar results were described by Soh et al 9 who found the arene Ru(II) complexes to be more effective in the neutralisation of free radicals than their free ligands or even positive controls as in the case of azo-con-taining Schiff base Ru(II) complexes. 26 The better scavenging activity of the complexes may be due to chelation of the metal ions with the ligands; however, this cannot be considered a general rule.…”

Section: Esi-tofsupporting

confidence: 88%

“…There are numerous studies describing various ruthenium complexes as effective antioxidants. 9,11,26 In the present study, the antioxidant activity of the synthesised complexes and ligands was analysed using the ABTS and DPPH assay. The DPPH and ABTS free radicals can easily accept an electron or hydrogen to become stable diamagnetic molecules.…”

Section: Esi-tofmentioning

confidence: 99%

“…8 Recently, several in vitro studies have investigated ruthenium complexes containing diverse ligands for their radical scavenging activity, and compared to a range of standard antioxidant substances, such as ascorbic acid, alpha-tocopherol or butylated hydroxytoluene. 4,[6][7][8][9][10][11][12] A few in vivo studies have also been performed, reporting excellent antioxidant properties of ruthenium complexes that reduced intracellular levels of reactive oxygen species. 13 Mechanistic studies have shown that Ru(III) complexes are more inert in physiological conditions but are, nevertheless, readily reduced to Ru(II) in the acidic, glutathione-rich environment of cancerous cells, thus making water-soluble Ru(III) complexes the preferred targets for the synthesis of bioactive metallodrugs.…”

Section: Introductionmentioning

confidence: 99%

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Ru(III) Complexes and Their Ligands Derived from Salicylaldehyde and Halogenated Anilines: Synthesis, Characterisation, and Antioxidant Activity

Ljubijankić,

Šuta,

Ćatić

et al. 2023

Kemija U Industriji

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This work aimed to describe the synthesis and characterisation of two anionic Ru(III) complexes of the general formula Na[Ru-Cl 2 (N-4-Cl-Ph-salim) 2 ] and Na[RuCl 2 (N-3-Br-Ph-salim) 2 , their associated ligands, and determine their antioxidant activity. The ligands N-4-Cl-phenylsalicylidenimine (N-4-Cl-Ph-salimH, HL a ) and N-3-Br-phenylsalicylidenimine (N-3-Br-Ph-salimH, HL b ), Schiff bases, were synthesised from salicylaldehyde and chloroaniline or bromoaniline. The compounds were characterised using IR spectroscopy and ESI ToF mass spectrometry. The following was confirmed: coordination of ligands on the Ru(III) centre, the molecular formulas, and the corresponding M − ions: [C 26 H 18 N 2 O 2 Cl 4 Ru] − ion, (m/z: 631.9173) and [C 26 H 18 N 2 O 2 Cl 2 Br 2 Ru] − ion, (m/z: 719.8283). The antioxidant activity was determined by the ABTS (2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) and DPPH (1,1-diphenyl-2-picrylhydrazyl) assays. In contrast to the ligands, both complexes proved to be strong scavengers of the ABTS and DPPH radicals with IC 50 (half maximal inhibitory concentration) values comparable to those of Trolox. As such, they present valuable candidates for further research related to their biological properties.

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Section: Esi-tofsupporting

confidence: 88%

Section: Esi-tofmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Ru(III) Complexes and Their Ligands Derived from Salicylaldehyde and Halogenated Anilines: Synthesis, Characterisation, and Antioxidant Activity

Ljubijankić,

Šuta,

Ćatić

et al. 2023

Kemija U Industriji

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“…Ruthenium complexes coupled with ciprofloxacin derivatives have shown greater antibacterial potency than ciprofloxacin alone. [18][19][20][21] In our previous studies, we prepared dozens of Ru-based antibacterial agents with a membrane-disruption mechanism, and found that the organic ligands play a crucial role in their antibacterial potency. Therefore, we strive to screen some more active agents by introducing active groups into a Ru-based skeleton.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and anti-infective potency study of a Ru-based complex bearing benzonitrile against Staphylococcus aureus

Huang,

Jiang,

Song

et al. 2023

New J. Chem.

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New Organoruthenium(II) Complexes Containing Andrographolide‐Appended Hydrazide Derivatives: Synthesis, Spectral Characterization, Anticancer Evaluation

Dhivakar,

Kalaiarasi,

Parveen

et al. 2024

Applied Organom Chemis

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A new set of andrographolide‐appended hydrazide derivatives (AFC, AGC, and ATC) were prepared from the reaction of andrographolide with furan‐2‐carboxylic acid hydrazide (AFC), pyridine‐3‐carboxylic acid hydrazide (AGC), and thiophene 2‐carboxylic acid hydrazide (ATC), and their corresponding ruthenium(II) complexes (Ru‐AFC, Ru‐AGC, and Ru‐ATC) were synthesized by the direct reaction of [RuCl2(η6‐p‐cymene)]2 with ligands in dichloromethane under stirring condition. The compounds were analyzed by elemental analysis, IR, UV‐Vis, 1H NMR, and ESI‐MS spectrometric techniques, and the obtained spectral data revealed that the ligands coordinated to Ru(II) ion through their enone oxygen and amine nitrogen. Antioxidant activities of the ligands and complexes were calculated against DPPH•, ABTS•+, O2−, and NO• free radicals and their results were compared with standard antioxidants. The cytotoxic activity of the synthesized ligands and complexes toward A549 and HeLa cell lines was evaluated using MTT method (MTT = 3‐(4,5‐dimethylthiazol‐2‐yl)‐2,5‐diphenyltetrazolium bromide). Among the compounds, the complex Ru‐AGC showed better cytotoxic effect against A549 and HeLa cancer cells with IC50 values of 4.75 ± 0.17 and 6.32 ± 0.26 μM, respectively. Further, the nontoxic nature of the compounds was confirmed by using human umbilical vein endothelial (HUVEC) cells. The apoptosis was inspected with AO/EB and DAPI staining methods; further, the percentages of the apoptotic and necrotic cells were determined by flow cytometry. Overall, the biological activities of our ruthenium(II)‐arene complexes were found to be more potent than their parent ligands due to chelation, and among the complexes, Ru‐AGC showed better activity due to the presence of pyridine ring in the N‐terminal position of the ligand. The obtained results highlighted the strong possibility to develop highly active ruthenium complexes as anticancer agents.

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Synthesis and molecular structure of arene ruthenium(II) complexes containing benzhydrazone derivative ligands with antibacterial and antioxidant properties

Cited by 5 publications

References 44 publications

Ru(III) Complexes and Their Ligands Derived from Salicylaldehyde and Halogenated Anilines: Synthesis, Characterisation, and Antioxidant Activity

Ru(III) Complexes and Their Ligands Derived from Salicylaldehyde and Halogenated Anilines: Synthesis, Characterisation, and Antioxidant Activity

Synthesis and anti-infective potency study of a Ru-based complex bearing benzonitrile against Staphylococcus aureus

New Organoruthenium(II) Complexes Containing Andrographolide‐Appended Hydrazide Derivatives: Synthesis, Spectral Characterization, Anticancer Evaluation

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