Cytotoxic effects of halogenated tin phosphinoyldithioformate complexes against several cancer cell lines

Balogová, Michaela; Sharma, Shubham; Cherek, Paulina; Ólafsson, Sigurjon N.; Jónsdóttir, Sigríður; Ögmundsdóttir, Helga M.; Damodaran, Krishna K.

doi:10.1039/d2dt01127a

Cited by 5 publications

(3 citation statements)

References 67 publications

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“…Conversely, a very low percentage of cells were in the S phase. Similar findings were reported by other authors, who demonstrated that halogenated tin phosphinoyldithioformate complex-derived compounds induced the inhibition of proliferation but not accumulation in the S phase of the cell cycle [32]. Furthermore, the anticancer activity of di-and triorganotin(IV) compounds associated with D-(+)-galacturonic acid was reported to be associated with a block in the G0/G1 phase [20].…”

Section: Discussionsupporting

confidence: 88%

Biological Evaluation of Triorganotin Derivatives as Potential Anticancer Agents

et al. 2023

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Metal-derived platinum complexes are widely used to treat solid tumors. However, systemic toxicity and tumor resistance to these drugs encourage further research into similarly effective compounds. Among others, organotin compounds have been shown to inhibit cell growth and induce cell death and autophagy. Nevertheless, the impact of the ligand structure and mechanisms involved in the toxicity of organotin compounds have not been clarified. In the present study, the biological activities of commercially available bis(tributyltin) oxide and tributyltin chloride, in comparison to those of specially synthesized tributyltin trifluoroacetate (TBT-OCOCF3) and of cisplatin, were assessed using cells with different levels of tumorigenicity. The results show that tributyltins were more cytotoxic than cisplatin in all the tested cell lines. NMR revealed that this was not related to the interaction with DNA but to the inhibition of glucose uptake into the cells. Moreover, highly tumorigenic cells were less susceptible than nontumorigenic cells to the nonunique pattern of death induced by TBT-OCOCF3. Nevertheless, tumorigenic cells became sensitive when cotreated with wortmannin and TBT-OCOCF3, although no concomitant induction of autophagy by the compound was detected. Thus, TBT-OCOCF3 might be the prototype of a family of potential anticancer agents.

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Section: Discussionsupporting

confidence: 88%

Biological Evaluation of Triorganotin Derivatives as Potential Anticancer Agents

et al. 2023

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“…Chromium has been shown to increase the risk of PCA, 42 but additional evidence is needed to support this finding. The organotin complex is cytotoxic to PCA, 146 but its specific mechanism remains to be further studied. HIF‐1α counteracts the aggressiveness of PCA induced by hyperglycemia, and the concentration of HIF‐1α is positively correlated with the concentration of CoCl 2 , which may reduce the aggressiveness of PCA by increasing the expression of HIF‐1α 147 .…”

Section: Other Trace Elementsmentioning

confidence: 99%

Trace elements in pancreatic cancer

Yanjun,

Jing,

Yifei

et al. 2024

Cancer Medicine

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BackgroundPancreatic cancer (PCA) is an extremely aggressive malignant cancer with an increasing incidence and a low five‐year survival rate. The main reason for this high mortality is that most patients are diagnosed with PCA at an advanced stage, missing early treatment options and opportunities. As important nutrients of the human body, trace elements play an important role in maintaining normal physiological functions. Moreover, trace elements are closely related to many diseases, including PCA.ReviewThis review systematically summarizes the latest research progress on selenium, copper, arsenic, and manganese in PCA, elucidates their application in PCA, and provides a new reference for the prevention, diagnosis and treatment of PCA.ConclusionTrace elements such as selenium, copper, arsenic and manganese are playing an important role in the risk, pathogenesis, diagnosis and treatment of PCA. Meanwhile, they have a certain inhibitory effect on PCA, the mechanism mainly includes: promoting ferroptosis, inducing apoptosis, inhibiting metastasis, and inhibiting excessive proliferation.

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“…[15][16][17] Meanwhile, their anticancer activities have also been initially investigated, showing that some of these compounds have significant antiproliferative activity against tumors, even higher than cisplatin. [14,18,19] For example, two bis(tricyclohexyltin)benzenedioxyacetates with the tetrahedral structure were found to be highly cytotoxic to MCF-7, COLO205 (colon carcinoma), and HeLa cells than cisplatin, up to 66-fold. [20,21] More importantly, these two compounds showed stronger antiproliferative activity against HeLa cells compared with MCF-7 and COLO205.…”

Section: Introductionmentioning

confidence: 99%

Syntheses, structures, and the in vitro anticancer mechanism of triorganotin (IV) complexes based on 4,4′‐stilbenedicarboxylic acid

et al. 2023

Applied Organom Chemis

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Five triorganotin (IV) complexes, [(Ph3Sn)2L] (1) [(Me3Sn)2L]n (2), [(n‐Bu3Sn)2L]n (3), [(n‐Bu 3Sn)2L(4,4′‐bpy)]n (4), [(n‐Bu3Sn)2L(bpe)]n (5) [H2L = 4,4′‐stilbenedicarboxylic acid, 4,4′‐bpy = 4,4′‐bipyridine, bpe = 4,4′‐vinylenedipyridine], were successfully prepared and structurally characterized by FT‐IR, elemental analysis, NMR spectroscopy, PXRD, and X‐ray crystallography. Complex 1 is a monomer containing two tin atoms, and 1D infinite chains can be formed between the monomers through CH···π interactions. Complexes 2 and 3 represent 2D network structures containing tetranuclear 38‐membered rings. Meanwhile, complexes 4 and 5 are 1D chain‐like structures and form the 2D network and 3D stereo structure via CH···O intermolecular interactions, respectively. The anticancer activities of the complexes were investigated against different cancer cells (A549, HeLa, and HepG‐2). Complexes 1 and 3–5 showed superior anticancer activity. Meanwhile, the anticancer mechanism of complex 1 was studied with the results that complex 1 can promote the production of excessive reactive oxygen species, induce mitochondrial membrane permeability depolarization, and release proapoptotic factors from mitochondria into the cytosol, followed by caspase‐3 activation, nuclei damage, and apoptosis. Excitingly, complex 1 also has good antimetastatic ability toward HepG‐2 cancer cells.

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Cytotoxic effects of halogenated tin phosphinoyldithioformate complexes against several cancer cell lines

Abstract: Organotin complexes are studied as promising alternatives to the anticancer drug cisplatin. We report two monoorganotin(IV) complexes based on a dibenzyl phosphinoyldithioformate (H-DBPTF) ligand, containing either bromide (Sn-DBPTF-1) or chloride...

Cited by 5 publications

References 67 publications

Biological Evaluation of Triorganotin Derivatives as Potential Anticancer Agents

Biological Evaluation of Triorganotin Derivatives as Potential Anticancer Agents

Trace elements in pancreatic cancer

Syntheses, structures, and the in vitro anticancer mechanism of triorganotin (IV) complexes based on 4,4′‐stilbenedicarboxylic acid

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