German Academic Exchange Service (DAAD)Deutscher Akademischer Austausch Dienst (DAAD) [57448219]

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German Academic Exchange Service (DAAD)Deutscher Akademischer Austausch Dienst (DAAD) [57448219]

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Synthesis, characterization and in vitro biological evaluation of novel organotin(IV) compounds with derivatives of 2-(5-arylidene-2,4-dioxothiazolidin-3-yl)propanoic acid

Pantelić, Nebojša; Zmejkovski, Bojana B.; Božić, Bojan; Dojčinović, Biljana; Banjac, Nebojša; Wessjohann, Ludger A.; Kaludjerović, Goran N.

(Elsevier Science Inc, New York, 2020)

TY  - JOUR
AU  - Pantelić, Nebojša
AU  - Zmejkovski, Bojana B.
AU  - Božić, Bojan
AU  - Dojčinović, Biljana
AU  - Banjac, Nebojša
AU  - Wessjohann, Ludger A.
AU  - Kaludjerović, Goran N.
PY  - 2020
UR  - http://aspace.agrif.bg.ac.rs/handle/123456789/5306
AB  - Two novel triphenyltin(IV) compounds, [Ph(3)SnL1] (L1 = 2-(5-(4- fluorobenzylidene)-2,4-dioxotetrahydrothiazole-3-yl)propanoate (1)) and [Ph(3)SnL2] (L2 = 2-(5-(5-methyl-2-furfurylidene)-2,4-dioxotetrahydrothiazole-3-yl)propanoate (2)) were synthesized and characterized by FT-IR, (H-1 and C-13) NMR spectroscopy, mass spectrometry, and elemental microanalysis. The in vitro anticancer activity of the synthesized organotin(IV) compounds was determined against four tumor cell lines: PC-3 (prostate), HT-29 (colon), MCF-7 (breast), and HepG2 (hepatic) using MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-12 diphenyltetrazolium bromide) and CV (crystal violet) assays. The IC50 values are found to be in the range from 0.11 to 0.50 mu M. Compound 1 exhibits the highest activity toward PC-3 cells (IC50 = 0.115 +/- 0.009 mu M; CV assay). The tin and platinum uptake in PC-3 cells showed a threefold lower uptake of tin in comparison to platinum (as cisplatin). Together with its higher activity this indicates a much higher cell inhibition potential of the tin compounds (calculated to ca. 50 to 100 times). Morphological analysis suggested that the compounds induce apoptosis in PC-3 cells, and flow cytometry analysis revealed that 1 and 2 induce autophagy as well as NO (nitric oxide) production.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, characterization and in vitro biological evaluation of novel organotin(IV) compounds with derivatives of 2-(5-arylidene-2,4-dioxothiazolidin-3-yl)propanoic acid
VL  - 211
DO  - 10.1016/j.jinorgbio.2020.111207
ER  - 
@article{
author = "Pantelić, Nebojša and Zmejkovski, Bojana B. and Božić, Bojan and Dojčinović, Biljana and Banjac, Nebojša and Wessjohann, Ludger A. and Kaludjerović, Goran N.",
year = "2020",
abstract = "Two novel triphenyltin(IV) compounds, [Ph(3)SnL1] (L1 = 2-(5-(4- fluorobenzylidene)-2,4-dioxotetrahydrothiazole-3-yl)propanoate (1)) and [Ph(3)SnL2] (L2 = 2-(5-(5-methyl-2-furfurylidene)-2,4-dioxotetrahydrothiazole-3-yl)propanoate (2)) were synthesized and characterized by FT-IR, (H-1 and C-13) NMR spectroscopy, mass spectrometry, and elemental microanalysis. The in vitro anticancer activity of the synthesized organotin(IV) compounds was determined against four tumor cell lines: PC-3 (prostate), HT-29 (colon), MCF-7 (breast), and HepG2 (hepatic) using MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-12 diphenyltetrazolium bromide) and CV (crystal violet) assays. The IC50 values are found to be in the range from 0.11 to 0.50 mu M. Compound 1 exhibits the highest activity toward PC-3 cells (IC50 = 0.115 +/- 0.009 mu M; CV assay). The tin and platinum uptake in PC-3 cells showed a threefold lower uptake of tin in comparison to platinum (as cisplatin). Together with its higher activity this indicates a much higher cell inhibition potential of the tin compounds (calculated to ca. 50 to 100 times). Morphological analysis suggested that the compounds induce apoptosis in PC-3 cells, and flow cytometry analysis revealed that 1 and 2 induce autophagy as well as NO (nitric oxide) production.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization and in vitro biological evaluation of novel organotin(IV) compounds with derivatives of 2-(5-arylidene-2,4-dioxothiazolidin-3-yl)propanoic acid",
volume = "211",
doi = "10.1016/j.jinorgbio.2020.111207"
}
Pantelić, N., Zmejkovski, B. B., Božić, B., Dojčinović, B., Banjac, N., Wessjohann, L. A.,& Kaludjerović, G. N.. (2020). Synthesis, characterization and in vitro biological evaluation of novel organotin(IV) compounds with derivatives of 2-(5-arylidene-2,4-dioxothiazolidin-3-yl)propanoic acid. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 211.
https://doi.org/10.1016/j.jinorgbio.2020.111207
Pantelić N, Zmejkovski BB, Božić B, Dojčinović B, Banjac N, Wessjohann LA, Kaludjerović GN. Synthesis, characterization and in vitro biological evaluation of novel organotin(IV) compounds with derivatives of 2-(5-arylidene-2,4-dioxothiazolidin-3-yl)propanoic acid. in Journal of Inorganic Biochemistry. 2020;211.
doi:10.1016/j.jinorgbio.2020.111207 .
Pantelić, Nebojša, Zmejkovski, Bojana B., Božić, Bojan, Dojčinović, Biljana, Banjac, Nebojša, Wessjohann, Ludger A., Kaludjerović, Goran N., "Synthesis, characterization and in vitro biological evaluation of novel organotin(IV) compounds with derivatives of 2-(5-arylidene-2,4-dioxothiazolidin-3-yl)propanoic acid" in Journal of Inorganic Biochemistry, 211 (2020),
https://doi.org/10.1016/j.jinorgbio.2020.111207 . .
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