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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

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2020
Authors
Pantelić, Nebojša Đ.
Zmejkovski, Bojana
Božić, Bojan
Dojčinović, Biljana
Banjac, Nebojša R.
Wessjohann, Ludger A.
Kaluđerović, Goran N.
Article (Published version)
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Abstract
Two novel triphenyltin(IV) compounds, [Ph3SnL1] (L1 = 2-(5-(4-fluorobenzylidene)-2,4-dioxotetrahydrothiazole- 3-yl)propanoate (1)) and [Ph3SnL2] (L2 = 2-(5-(5-methyl-2-furfurylidene)-2,4-dioxotetrahydrothiazole- 3-yl)propanoate (2)) were synthesized and characterized by FT-IR, (1H and 13C) 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 μM. Compound 1 exhibits the highest activity toward PC-3 cells (IC50 = 0.115 } 0.009 μM; 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.

Keywords:
Tin(IV) / In vitro / Prostate cancer / Apoptosis / Autophagy / NO
Source:
Journal of Inorganic Biochemistry, 2020, 212, 111207-
Publisher:
  • Elsevier
Projects:
  • Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
  • Neuroendocrine control of growth hormone secretion in humans - new challenges. Control of energy homeostasis in humans in various pathological conditions. Genetics in familial pituitary tumorigenesis. Clinical-pathological correlations in atypical pituit (RS-175033)
  • German Academic Exchange Service (DAAD) - grant number: 57448219
Note:
  • The peer-reviewed version: http://cer.ihtm.bg.ac.rs/handle/123456789/3654

DOI: 10.1016/j.jinorgbio.2020.111207

ISSN: 0162-0134

PubMed: 32801055

WoS: 000566344500012

Scopus: 2-s2.0-85089264363
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/3653
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IHTM

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