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
Samo za registrovane korisnike
2020
Autori
Pantelić, NebojšaZmejkovski, Bojana B.
Božić, Bojan
Dojčinović, Biljana
Banjac, Nebojša
Wessjohann, Ludger A.
Kaludjerović, Goran N.
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
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.
Ključne reči:
Tin(IV) / In vitro / Prostate cancer / Apoptosis / Autophagy / NOIzvor:
Journal of Inorganic Biochemistry, 2020, 211Izdavač:
- Elsevier Science Inc, New York
Finansiranje / projekti:
- National Scholarship for Postdoctoral Studies of the Republic of Serbia
- German Academic Exchange Service (DAAD)Deutscher Akademischer Austausch Dienst (DAAD) [57448219]
- Racionalni dizajn i sinteza biološki aktivnih i koordinacionih jedinjenja i funkcionalnih materijala, relevantnih u (bio)nanotehnologiji (RS-172035)
- Neuroendokrina kontrola sekrecije hormona rasta kod čoveka - novi izazovi. Kontrola energetske homeostaze kod čoveka u različitim patološkim stanjima. Kliničko-patološka korelacija i genetska osnova tumora hipofize i neuroendokrinih tumora (RS-175033)
DOI: 10.1016/j.jinorgbio.2020.111207
ISSN: 0162-0134
PubMed: 32801055
WoS: 000566344500012
Scopus: 2-s2.0-85089264363
Institucija/grupa
Poljoprivredni fakultetTY - 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 . .