Published January 17, 2019 | Version v.1.

Design and In Vitro Biological Evaluation of a Novel Organotin(IV) Complex with 1-(4-Carboxyphenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione

  • 1. Department of Engineering and Natural Sciences, University of Applied Sciences Merseburg, Eberhard-Leibnitz-Strasse 2, 06217 Merseburg, Germany; Department of Chemistry and Biochemistry, Faculty of Agriculture, University of Belgrade, Nemanjina 6, 11000 Belgrade -Zemun, Serbia
  • 2. Department of Chemistry, Institute of Chemistry, Technology and Metallurgy, University of Belgrade, Studentski Trg 14, 11000 Belgrade, Serbia
  • 3. Institute of Oncology and Radiology, 11000 Belgrade, Serbia
  • 4. Department of Chemistry and Biochemistry, Faculty of Agriculture, University of Belgrade, Nemanjina 6, 11000 Belgrade -Zemun, Serbia
  • 5. Institute of Physiology and Biochemistry, Faculty of Biology, University of Belgrade, Studentski Trg 16, 11000 Belgrade, Serbia
  • 6. Department of Engineering and Natural Sciences, University of Applied Sciences Merseburg, Eberhard-Leibnitz-Strasse 2, 06217 Merseburg, Germany

Description

A novel triphenyltin(IV) compound with 1-(4-carboxyphenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione was synthesized and characterized by IR, NMR spectroscopy, mass spectrometry, and elemental analysis. In vitro anticancer activity of ligand precursor and synthesized organotin(IV) compound was determined against tumor cell lines: human adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human breast cancer (MDA-MB-453), using microculture tetrazolium test (MTT) assay. The results indicate that complex exhibited very high antiproliferative activity against all tested cell lines with IC50 values in the range of 0.22 to 0.53 µM. The highest activity organotin(IV) compound expressed against the HeLa cells (IC50 = 0.22 ± 0.04 µM). The ligand precursor did not show anticancer activity (IC50 > 200 µM). Furthermore, fluorescence microscopy analysis of HeLa cells reveal that organotin(IV) complex induced apoptosis as a mode of cell death, which is consistent with the increase of cells in the sub-G1 phase.

Notes

Supplementary material: https://www.hindawi.com/journals/jchem/2019/2905840/#supplementary-materials

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Ministry of Education, Science and Technological Development
Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology 172035
Ministry of Education, Science and Technological Development
Biological response modifiers in physiological and pathological conditions 175011