Cytotoxic activity of organotin compounds containing non-steroidal anti-inflammatory drugs

Antonenko, T.A.; Gracheva, Yu. A.; Shpakovsky, D. B.; Vorobyev, Mstislav A.; Тафеенко, В. А.; Mazur, Dmitrii M.; Милаева, Е. Р.

doi:10.1016/j.jorganchem.2021.122191

Cited by 19 publications

(8 citation statements)

References 24 publications

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“…According to the results, the introduction of a spatially obstructed phenolic fragment into the structure of the antioxidant led to a decrease in the toxicity of the compound as a whole. This was consistent with the data of other groups [66,67]. Comparison of compound 5 with prolonged prooxidant activity on a model system of long-term sturgeon liver LPO and diphenyl trisulfide 1 with a relatively high antioxidant activity, demonstrated that both compounds exhibited similar cytotoxicity against cancer cells.…”

Section: Evaluation Of the In Vitro Anticancer Activitysupporting

confidence: 91%

Antioxidant Activity and Cytotoxicity of Aromatic Oligosulfides

et al. 2022

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Natural or synthetic antioxidants with biomimetic fragments protect the functional and structural integrity of biological molecules at a minimum concentration, and may be used as potential chemotherapeutic agents. This paper is devoted to in silico and in vitro evaluation of the antioxidant and cytotoxic properties of synthetic analogues of natural compounds—aromatic oligosulfides. The antiradical and SOD-protective activity of oligosulfides was demonstrated in the reaction with O2–• generated in enzymatic and non-enzymatic systems. It was found that phenol-containing disulfides significantly reduced the accumulation level of hydroperoxides and secondary carbonyl thiobarbituric acid reactive substances, which are primary products of oleic acid peroxidation. The antioxidant efficiency of bis(3,5-di-tert-butyl-4-hydroxyphenyl) disulfide increased over time due to the synergistic action of the 2,6-di-tert-butylphenol fragment and the disulfide linker. The highest cytotoxicity on the A-549 and HCT-116 cell lines was found for bis(3,4-dimethoxyphenyl) disulfide. Significant induction of apoptosis in HCT-116 cells in the presence of bis(3,4-dimethoxyphenyl) disulfide indicates the prospect of its use as an antitumor agent. The significant and moderate dependences revealed between various types of activities of the studied aromatic oligosulfides can be used in the development of a strategy for the synthesis and study of target-oriented compounds with predictable biological activity.

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Section: Evaluation Of the In Vitro Anticancer Activitysupporting

confidence: 91%

Antioxidant Activity and Cytotoxicity of Aromatic Oligosulfides

et al. 2022

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“…Using KBr discs, FTIR spectra (400-4000 cm -1 ) were recorded on an FTIR 8300 Shimadzu spectrophotometer (Tokyo, Japan). 1 H-(300 MHz), 13 C-(75 MHz), and 119 Sn-(107 MHz) NMR spectra were recorded on a Bruker DRX300 NMR spectrometer (Zurich, Switzerland).…”

Section: Generalmentioning

confidence: 99%

“…[2][3][4]. In order to determine the optimal performance based on the ligand attached to the organometallic fragment and the origin, organotin(IV) compounds, in particular those derived from carboxylate ligands, have been thoroughly studied as bactericides [5][6][7][8][9], anti-cancer [10][11][12], antifungal and anti-inflammatory [13][14][15], catalysts, wood preservatives and pesticides [16]. The biological activities of organotin (IV) compounds are affected by both the length of the alkyl chain and the chemical structure of these compounds; the longer the alkyl chain, the less toxic the compound.…”

Section: Introductionmentioning

confidence: 99%

Boosted antibacterial efficacy: Di and triorganotin complexes via 2-[(2,3-dimethylphenyl)amino]benzoic acid

S. Al-Shemary,

Jasem,

G. Hadi

et al. 2024

Bull. Chem. Soc. Eth.

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Using appropriate organotin chloride salts and a ligand called 2-[(2,3-dimethylphenyl) amino] benzoic acid (DMPAB), a condensation procedure produced novel complexes such as triphenyltin, dimethyl, diphenyl, and dibutyl-tin. For difficult identification, a variety of analytical methods were used, including elemental analysis, carbon and proton magnetic resonance, and infrared spectra. The agar ditch method was used to assess the antibacterial effectiveness against Staphylococcus aureus and Escherichia coli. When compared to the molecule generated from the ligand, the complexes showed more inhibitory action. Among the complexes tested, the dimethyltin carboxylate complex showed the strongest antibacterial action against Staphylococcus aureus and Escherichia coli. KEY WORDS: Complexes, Antibacterial properties, Condensation process, Agar Ditch, Staphylococcus aureus and Escherichia coli Bull. Chem. Soc. Ethiop. 2024, 38(3), 647-655. DOI: https://dx.doi.org/10.4314/bcse.v38i3.8

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“…Researchers from last few decades have been interested in diorganotin(IV) compounds, due to their diverse structures and vast range of uses. In recent era, the biological and pharmacological activities of organotin(IV) compounds, as anti‐diabetic, 1 anticancer, 2,3 antifungal, 4 antileishmanial 5 and antibacterial drugs, 6 have roused attention. The coordination number, oxidation state of metal atoms and thermodynamic and kinetic features of these complexes influence their biological function.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, X‐ray structure, DNA binding, antioxidant and docking study of new organotin(IV) complexes

Ramzan

Rahim

Hussain

et al. 2023

Applied Organom Chemis

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Four new diorganotin(IV) complexes, including Me2SnL(1), Bu2SnL(2), Ph2SnL(3) and Oct2SnL(4), were synthesized by reacting R2SnCl2 (where R = Me, Bu, Ph, Oct) with N′‐(3,5‐dichloro‐2‐hydroxybenzylidene)‐2‐phenylacetohydrazide H2L. The synthesized ligand and complexes were structurally characterized by various techniques, including Fourier transform infrared (FT‐IR), 1H and 13C nuclear magnetic resonance (NMR) and mass spectrometry. The data suggested that tin–oxygen and tin–nitrogen bonds are formed during complex formation, confirming the coordination of ligand with dialkyltin(IV) moieties and the presence of penta‐coordinated structures. The single‐crystal X‐ray study was performed to confirm the molecular structure of complex 1, which revealed that the molecular structure is distorted towards square pyramidal geometry. The compound–DNA interaction was investigated via spectroscopic, electrochemical and molecular docking studies; the mode of interaction found in all cases was intercalative in nature. The complex 3 showed the highest binding ability with sodium salt of salmon sperm DNA (SS‐DNA) (1.93 × 105 M−1). The data obtained for DNA interaction studies from theoretical calculation via docking studies match well with those observed from spectroscopic and electrochemical analyses. Electrochemical and thermodynamic parameters, including diffusion coefficient, ∆H, ∆G and ∆S, were also calculated. The DPPH antioxidant results showed that complex 2 is an active antioxidant.

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Cytotoxic activity of organotin compounds containing non-steroidal anti-inflammatory drugs

Cited by 19 publications

References 24 publications

Antioxidant Activity and Cytotoxicity of Aromatic Oligosulfides

Antioxidant Activity and Cytotoxicity of Aromatic Oligosulfides

Boosted antibacterial efficacy: Di and triorganotin complexes via 2-[(2,3-dimethylphenyl)amino]benzoic acid

Synthesis, characterization, X‐ray structure, DNA binding, antioxidant and docking study of new organotin(IV) complexes

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