Trimethyltin(IV) Bearing 3-(4-Methyl-2-oxoquinolin-1(2H)-yl)propanoate Causes Lipid Peroxidation-Mediated Autophagic Cell Death in Human Melanoma A375 Cells
A novel trimethyltin(IV) complex (<b>Me<sub>3</sub>SnL</b>), derived from 3-(4-methyl-2-oxoquinolin-1(2H)-yl)propanoate ligand, has been synthesized and characterized by elemental microanalysis, UV/Vis spectrophotometry, FT-IR and multinuclear (<sup>1</sup>H, <...
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MDPI AG
2024-03-01
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| Serija: | Pharmaceuticals |
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| Online dostop: | https://www.mdpi.com/1424-8247/17/3/372 |
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| author | Marijana P. Kasalović Dušan Dimić Sanja Jelača Danijela Maksimović-Ivanić Sanja Mijatović Bojana B. Zmejkovski Simon H. F. Schreiner Tobias Rüffer Nebojša Đ. Pantelić Goran N. Kaluđerović |
| author_facet | Marijana P. Kasalović Dušan Dimić Sanja Jelača Danijela Maksimović-Ivanić Sanja Mijatović Bojana B. Zmejkovski Simon H. F. Schreiner Tobias Rüffer Nebojša Đ. Pantelić Goran N. Kaluđerović |
| author_sort | Marijana P. Kasalović |
| collection | DOAJ |
| description | A novel trimethyltin(IV) complex (<b>Me<sub>3</sub>SnL</b>), derived from 3-(4-methyl-2-oxoquinolin-1(2H)-yl)propanoate ligand, has been synthesized and characterized by elemental microanalysis, UV/Vis spectrophotometry, FT-IR and multinuclear (<sup>1</sup>H, <sup>13</sup>C and <sup>119</sup>Sn) NMR spectroscopies. Furthermore, the structure of the ligand precursor <b>HL</b> was solved using SC-XRD (single-crystal X-ray diffraction). The prediction of UV/Vis and NMR spectra by quantum-chemical methods was performed and compared to experimental findings. The protein binding affinity of <b>Me<sub>3</sub>SnL</b> towards BSA was determined by spectrofluorometric titration and subsequent molecular docking simulations. <b>Me<sub>3</sub>SnL</b> has been evaluated for its in vitro anticancer activity against three human cell lines, MCF-7 (breast adenocarcinoma), A375 (melanoma) and HCT116 (colorectal carcinoma), and three mouse tumor cell lines, 4T1 (breast carcinoma), B16 (melanoma) and CT26 (colon carcinoma), using MTT and CV assays. The strong inhibition of A375 cell proliferation, ROS/RNS upregulation and robust lipid peroxidation lead to autophagic cell death upon treatment with <b>Me<sub>3</sub>SnL</b>. |
| first_indexed | 2024-04-24T17:54:53Z |
| format | Article |
| id | doaj.art-448112bb63b84c6ab7c126f57de6a525 |
| institution | Directory Open Access Journal |
| issn | 1424-8247 |
| language | English |
| last_indexed | 2024-04-24T17:54:53Z |
| publishDate | 2024-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Pharmaceuticals |
| spelling | doaj.art-448112bb63b84c6ab7c126f57de6a5252024-03-27T13:59:25ZengMDPI AGPharmaceuticals1424-82472024-03-0117337210.3390/ph17030372Trimethyltin(IV) Bearing 3-(4-Methyl-2-oxoquinolin-1(2H)-yl)propanoate Causes Lipid Peroxidation-Mediated Autophagic Cell Death in Human Melanoma A375 CellsMarijana P. Kasalović0Dušan Dimić1Sanja Jelača2Danijela Maksimović-Ivanić3Sanja Mijatović4Bojana B. Zmejkovski5Simon H. F. Schreiner6Tobias Rüffer7Nebojša Đ. Pantelić8Goran N. Kaluđerović9Department of Engineering and Natural Sciences, University of Applied Sciences Merseburg, Eberhard-Leibnitz-Straße 2, 06217 Merseburg, GermanyFaculty of Physical Chemistry, University of Belgrade, Studentski trg 12-16, 11000 Belgrade, SerbiaDepartment of Immunology, Institute for Biological Research, “Siniša Stanković”—National Institute of the Republic of Serbia, University of Belgrade, Bulevar despota Stefana 142, 11108 Belgrade, SerbiaDepartment of Immunology, Institute for Biological Research, “Siniša Stanković”—National Institute of the Republic of Serbia, University of Belgrade, Bulevar despota Stefana 142, 11108 Belgrade, SerbiaDepartment of Immunology, Institute for Biological Research, “Siniša Stanković”—National Institute of the Republic of Serbia, University of Belgrade, Bulevar despota Stefana 142, 11108 Belgrade, SerbiaDepartment of Chemistry, Institute of Chemistry, Technology and Metallurgy—National Institute of the Republic of Serbia, University of Belgrade, Studenski trg 12-16, 11000 Belgrade, SerbiaInstitute of Chemistry, Chemnitz University of Technology, Straße der Nationen 62, D-09111 Chemnitz, GermanyInstitute of Chemistry, Chemnitz University of Technology, Straße der Nationen 62, D-09111 Chemnitz, GermanyDepartment of Engineering and Natural Sciences, University of Applied Sciences Merseburg, Eberhard-Leibnitz-Straße 2, 06217 Merseburg, GermanyDepartment of Engineering and Natural Sciences, University of Applied Sciences Merseburg, Eberhard-Leibnitz-Straße 2, 06217 Merseburg, GermanyA novel trimethyltin(IV) complex (<b>Me<sub>3</sub>SnL</b>), derived from 3-(4-methyl-2-oxoquinolin-1(2H)-yl)propanoate ligand, has been synthesized and characterized by elemental microanalysis, UV/Vis spectrophotometry, FT-IR and multinuclear (<sup>1</sup>H, <sup>13</sup>C and <sup>119</sup>Sn) NMR spectroscopies. Furthermore, the structure of the ligand precursor <b>HL</b> was solved using SC-XRD (single-crystal X-ray diffraction). The prediction of UV/Vis and NMR spectra by quantum-chemical methods was performed and compared to experimental findings. The protein binding affinity of <b>Me<sub>3</sub>SnL</b> towards BSA was determined by spectrofluorometric titration and subsequent molecular docking simulations. <b>Me<sub>3</sub>SnL</b> has been evaluated for its in vitro anticancer activity against three human cell lines, MCF-7 (breast adenocarcinoma), A375 (melanoma) and HCT116 (colorectal carcinoma), and three mouse tumor cell lines, 4T1 (breast carcinoma), B16 (melanoma) and CT26 (colon carcinoma), using MTT and CV assays. The strong inhibition of A375 cell proliferation, ROS/RNS upregulation and robust lipid peroxidation lead to autophagic cell death upon treatment with <b>Me<sub>3</sub>SnL</b>.https://www.mdpi.com/1424-8247/17/3/372organotin(IV) complexestrimethyltin(IV) compoundBSADFTmolecular dockingin vitro anticancer activity |
| spellingShingle | Marijana P. Kasalović Dušan Dimić Sanja Jelača Danijela Maksimović-Ivanić Sanja Mijatović Bojana B. Zmejkovski Simon H. F. Schreiner Tobias Rüffer Nebojša Đ. Pantelić Goran N. Kaluđerović Trimethyltin(IV) Bearing 3-(4-Methyl-2-oxoquinolin-1(2H)-yl)propanoate Causes Lipid Peroxidation-Mediated Autophagic Cell Death in Human Melanoma A375 Cells Pharmaceuticals organotin(IV) complexes trimethyltin(IV) compound BSA DFT molecular docking in vitro anticancer activity |
| title | Trimethyltin(IV) Bearing 3-(4-Methyl-2-oxoquinolin-1(2H)-yl)propanoate Causes Lipid Peroxidation-Mediated Autophagic Cell Death in Human Melanoma A375 Cells |
| title_full | Trimethyltin(IV) Bearing 3-(4-Methyl-2-oxoquinolin-1(2H)-yl)propanoate Causes Lipid Peroxidation-Mediated Autophagic Cell Death in Human Melanoma A375 Cells |
| title_fullStr | Trimethyltin(IV) Bearing 3-(4-Methyl-2-oxoquinolin-1(2H)-yl)propanoate Causes Lipid Peroxidation-Mediated Autophagic Cell Death in Human Melanoma A375 Cells |
| title_full_unstemmed | Trimethyltin(IV) Bearing 3-(4-Methyl-2-oxoquinolin-1(2H)-yl)propanoate Causes Lipid Peroxidation-Mediated Autophagic Cell Death in Human Melanoma A375 Cells |
| title_short | Trimethyltin(IV) Bearing 3-(4-Methyl-2-oxoquinolin-1(2H)-yl)propanoate Causes Lipid Peroxidation-Mediated Autophagic Cell Death in Human Melanoma A375 Cells |
| title_sort | trimethyltin iv bearing 3 4 methyl 2 oxoquinolin 1 2h yl propanoate causes lipid peroxidation mediated autophagic cell death in human melanoma a375 cells |
| topic | organotin(IV) complexes trimethyltin(IV) compound BSA DFT molecular docking in vitro anticancer activity |
| url | https://www.mdpi.com/1424-8247/17/3/372 |
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