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Methods: Their structures have been determined by elemental microanalysis, FT-IR and multinuclear NMR (1H, 13C and 119Sn) spectroscopy and X-ray diffraction study. A solution state NMR analysis reveals a four-coordinated tributyltin(IV) complex in non-polar solvents, while an X-Ray crystallographic analysis confirms a five-coordinated trigonal-bipyramidal geometry around the tin atom due to the formation of 1D chains. A theoretical structural analysis was performed by optimization employing B3LYP-D3BJ functional and 6-311++G(d,p)\/def2-TZVP(Sn) basis sets for H, C, N, O\/Sn, respectively. The interactions between tin(IV) and surrounding atoms were examined by QTAIM approach. The in vitro antiproliferative activity of the synthesized compounds was evaluated by MTT and CV assays versus MCF-7 (human breast adenocarcinoma), HCT116 (human colorectal carcinoma), A375 (human melanoma), 4T1 (mouse breast carcinoma), CT26 (mouse colon carcinoma) and B16 (mouse melanoma) tumor cell lines. Results: Both synthesized compounds (nBu3SnL1 and nBu3SnL2) exerted powerful micromolar IC50 cytotoxicity values and demonstrated high selectivity toward malignant cells. Both experimental drugs affected cell adhesion and induced anchorage independent apoptosis, a favorable type of cell death with an essential role in cancer dissemination prevention. The BSA-binding affinity of the obtained organotin compounds was followed by spectrofluorometric titration and molecular docking simulations. Conclusions: The tributyltin(IV) compounds selectively induce anoikis-like cell death in A375 cells, also highlighting the importance of the organic moiety on the tin(IV) ion in the mechanism of action.<\/jats:p>","DOI":"10.3390\/pharmaceutics16121529","type":"journal-article","created":{"date-parts":[[2024,11,28]],"date-time":"2024-11-28T10:19:42Z","timestamp":1732789182000},"page":"1529","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Organic Moiety on Sn(IV) Does Matter for In Vitro Mode of Action: nBu3Sn(IV) Compounds with Carboxylato N-Functionalized 2-Quinolones Induce Anoikis-like Cell Death in A375 Cells"],"prefix":"10.3390","volume":"16","author":[{"given":"Marijana P.","family":"Kasalovi\u0107","sequence":"first","affiliation":[{"name":"Department of Engineering and Natural Sciences, University of Applied Sciences Merseburg, Eberhard-Leibnitz-Stra\u00dfe 2, 06217 Merseburg, Germany"},{"name":"Department of Chemistry, Faculty of Science, University of Kragujevac, Radoja Domanovi\u0107a 12, 34000 Kragujevac, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9848-6859","authenticated-orcid":false,"given":"Sanja","family":"Jela\u010da","sequence":"additional","affiliation":[{"name":"Department of Immunology, Institute for Biological Research \u201cSini\u0161a Stankovi\u0107\u201d\u2014National Institute of the Republic of Serbia, University of Belgrade, Bulevar Despota Stefana 142, 11108 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8127-5396","authenticated-orcid":false,"given":"Du\u0161an","family":"Dimi\u0107","sequence":"additional","affiliation":[{"name":"Faculty of Physical Chemistry, University of Belgrade, Studentski Trg 12-16, 11000 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8006-5079","authenticated-orcid":false,"given":"Danijela","family":"Maksimovi\u0107-Ivani\u0107","sequence":"additional","affiliation":[{"name":"Department of Immunology, Institute for Biological Research \u201cSini\u0161a Stankovi\u0107\u201d\u2014National Institute of the Republic of Serbia, University of Belgrade, Bulevar Despota Stefana 142, 11108 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5695-8152","authenticated-orcid":false,"given":"Verica V.","family":"Jevti\u0107","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science, University of Kragujevac, Radoja Domanovi\u0107a 12, 34000 Kragujevac, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9509-9098","authenticated-orcid":false,"given":"Sanja","family":"Mijatovi\u0107","sequence":"additional","affiliation":[{"name":"Department of Immunology, Institute for Biological Research \u201cSini\u0161a Stankovi\u0107\u201d\u2014National Institute of the Republic of Serbia, University of Belgrade, Bulevar Despota Stefana 142, 11108 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tobias","family":"R\u00fcffer","sequence":"additional","affiliation":[{"name":"Institute of Chemistry, Chemnitz University of Technology, Stra\u00dfe der Nationen 62, 09111 Chemnitz, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5168-1000","authenticated-orcid":false,"given":"Goran N.","family":"Kalu\u0111erovi\u0107","sequence":"additional","affiliation":[{"name":"Department of Engineering and Natural Sciences, University of Applied Sciences Merseburg, Eberhard-Leibnitz-Stra\u00dfe 2, 06217 Merseburg, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1843-9890","authenticated-orcid":false,"given":"Neboj\u0161a \u0110.","family":"Panteli\u0107","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry, Faculty of Agriculture, University of Belgrade, Nemanjina 6, 11080 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2024,11,28]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"500","DOI":"10.1016\/j.drudis.2009.02.002","article-title":"Organometallic Compounds in Oncology: Implications of Novel Organotins as Antitumor Agents","volume":"14","author":"Alama","year":"2009","journal-title":"Drug Discov. Today"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"2807","DOI":"10.1158\/1538-7445.AM2018-2807","article-title":"Abstract 2807: Cytotoxic Activity of Novel Organotin Compounds against Different Cancer Cell Lines","volume":"78","author":"Cherek","year":"2018","journal-title":"Cancer Res."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"440","DOI":"10.1002\/aoc.771","article-title":"Organotin Compounds: From Kinetics to Stereochemistry and Antitumour Activities","volume":"19","author":"Gielen","year":"2005","journal-title":"Appl. Organomet. Chem."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"2115","DOI":"10.7150\/thno.69424","article-title":"Platinum-Based Drugs for Cancer Therapy and Anti-Tumor Strategies","volume":"12","author":"Zhang","year":"2022","journal-title":"Theranostics"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"117","DOI":"10.1002\/ardp.200600151","article-title":"Non Platinum Metal Complexes as Anti-Cancer Drugs","volume":"340","author":"Ott","year":"2007","journal-title":"Arch. Pharm."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"e1257","DOI":"10.1038\/cddis.2013.428","article-title":"Systems Biology of Cisplatin Resistance: Past, Present and Future","volume":"5","author":"Galluzzi","year":"2014","journal-title":"Cell Death Dis."},{"key":"ref_7","unstructured":"(2023, February 12). Cisplatin Side Effects: Common, Severe, Long Term. Available online: https:\/\/www.drugs.com\/sfx\/cisplatin-side-effects.html."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"387","DOI":"10.1038\/sj.bjc.6604510","article-title":"Resistance to Chemotherapy: New Treatments and Novel Insights into an Old Problem","volume":"99","author":"Raguz","year":"2008","journal-title":"Br. J. Cancer"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"364","DOI":"10.1016\/j.ejphar.2014.07.025","article-title":"Cisplatin in Cancer Therapy: Molecular Mechanisms of Action","volume":"740","author":"Dasari","year":"2014","journal-title":"Eur. J. Pharmacol."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"419","DOI":"10.1039\/c0mt00007h","article-title":"Synthesis and Biological Applications of Ionic Triphenyltin(IV) Chloride Carboxylate Complexes with Exceptionally High Cytotoxicity","volume":"2","author":"Kommera","year":"2010","journal-title":"Metallomics"},{"key":"ref_11","first-page":"1529","article-title":"Combination Chemotherapy with Cisplatin, Etoposide and Gallium Chloride for Lung Cancer: Individual Adaptation of Doses","volume":"11","author":"Collery","year":"1991","journal-title":"Anticancer Res."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"167","DOI":"10.1007\/s40495-020-00222-9","article-title":"Organotin Complexes with Promising Therapeutic Potential","volume":"6","author":"Kumar","year":"2020","journal-title":"Curr. Pharmacol. Rep."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"1020","DOI":"10.1039\/D0NJ05069E","article-title":"Synthesis, Structural Characterization and in Vitro Antiproliferative Effects of Novel Organotin(IV) Compounds with Nicotinate and Isonicotinate Moieties on Carcinoma Cells","volume":"45","author":"Vieriu","year":"2021","journal-title":"New J. Chem."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"253","DOI":"10.1016\/j.ejps.2010.11.015","article-title":"Anticancer and Cytotoxic Effects of a Triorganotin Compound with 2-Mercapto-Nicotinic Acid in Malignant Cell Lines and Tumor Bearing Wistar Rats","volume":"42","author":"Verginadis","year":"2011","journal-title":"Eur. J. Pharm. Sci."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"188","DOI":"10.1016\/j.dyepig.2014.02.021","article-title":"Synthesis and Photophysical Characterization of Organotin Compounds Derived from Schiff Bases for Organic Light Emitting Diodes","volume":"106","author":"Moggio","year":"2014","journal-title":"Dye. Pigment."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"119736","DOI":"10.1016\/j.ica.2020.119736","article-title":"Synthesis, Characterization, Crystal Structures and Anti-Diabetic Activity of Organotin (IV) Complexes with 2-(4-Hydroxynaphthylazo)-benzoic Acid","volume":"510","author":"Debnath","year":"2020","journal-title":"Inorganica Chim. Acta"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"122592","DOI":"10.1016\/j.jorganchem.2022.122592","article-title":"Synthesis and Structures of Polynuclear Organotin(IV) Complexes of a Polyaromatic Carboxylate Ligand and Cytotoxic Evaluation in Tumor Cell Lines","volume":"985","author":"Hlychho","year":"2023","journal-title":"J. Organomet. Chem."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"386","DOI":"10.5455\/jabet.2023.d134","article-title":"Path of Organotin Complexes: Synthetic Factors, Mechanisms, and Broad Spectrum Biological Influences","volume":"6","author":"Kumar","year":"2023","journal-title":"J. Adv. Biotechnol. Exp. Ther."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"481","DOI":"10.1002\/aoc.331","article-title":"Review: Organotin Compounds and Their Therapeutic Potential: A Report from the Organometallic Chemistry Department of the Free University of Brussels","volume":"16","author":"Gielen","year":"2002","journal-title":"Appl. Organomet. Chem."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"111","DOI":"10.1016\/S0010-8545(01)00399-X","article-title":"Organotin(IV)N+ Complexes Formed with Biologically Active Ligands: Equilibrium and Structural Studies, and Some Biological Aspects","volume":"224","author":"Pellerito","year":"2002","journal-title":"Coordin. Chem. Rev."},{"key":"ref_21","first-page":"174","article-title":"Pharmacological Investigations and Petra\/Osiris\/Molinspiration (POM) Analyses of Newly Synthesized Potentially Bioactive Organotin(IV) Carboxylates","volume":"158","author":"Tariq","year":"2016","journal-title":"J. Photochem."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"1526","DOI":"10.1016\/j.jorganchem.2010.03.008","article-title":"New Tetrahedral, Square-Pyramidal, Trigonal-Bipyramidal and Octahedral Organotin(IV) 4-Ethoxycarbonylpiperazine-1-Carbodithioates: Synthesis, Structural Properties and Biological Applications","volume":"695","author":"Hussain","year":"2010","journal-title":"J. Organomet. Chem."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"111544","DOI":"10.1016\/j.ejmech.2019.07.047","article-title":"Structure-Activity Relationships of New Organotin(IV) Anticancer Agents and Their Cytotoxicity Profile on HL-60, MCF-7 and HeLa Human Cancer Cell Lines","volume":"181","author":"Ullah","year":"2019","journal-title":"Eur. J. Med. Chem."},{"key":"ref_24","doi-asserted-by":"crossref","unstructured":"Syed Annuar, S.N., Kamaludin, N.F., Awang, N., and Chan, K.M. (2021). Cellular Basis of Organotin(IV) Derivatives as Anticancer Metallodrugs: A Review. Front. Chem., 9.","DOI":"10.3389\/fchem.2021.657599"},{"key":"ref_25","doi-asserted-by":"crossref","unstructured":"Adeyemi, J.O., and Onwudiwe, D.C. (2018). Organotin(IV) Dithiocarbamate Complexes: Chemistry and Biological Activity. Molecules, 23.","DOI":"10.3390\/molecules23102571"},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"145","DOI":"10.1016\/j.ica.2015.10.017","article-title":"Pharmacological Investigation of Mono-, Di- and Tri-Organotin(IV) Derivatives of Carbodithioates: Design, Spectroscopic Characterization, Interaction with SS-DNA and POM Analyses","volume":"439","author":"Sirajuddin","year":"2016","journal-title":"Inorg. Chim. Acta"},{"key":"ref_27","doi-asserted-by":"crossref","unstructured":"Abdellah, M.A., Hadjikakou, S.K., Hadjiliadis, N., Kubicki, M., Bakas, T., Kourkoumelis, N., Simos, Y.V., Karkabounas, S., Barsan, M.M., and Butler, I.S. (2009). Synthesis, Characterization, and Biological Studies of Organotin(IV) Derivatives with o- or p-Hydroxybenzoic Acids. Bioinorg. Chem. Appl., 2009.","DOI":"10.1155\/2009\/542979"},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"100955","DOI":"10.1016\/j.rechem.2023.100955","article-title":"Recent Advancements in Organotin(IV) Complexes of Drugs: Synthesis, Characterization, and Application","volume":"5","author":"Joshi","year":"2023","journal-title":"Results Chem."},{"key":"ref_29","doi-asserted-by":"crossref","unstructured":"Panteli\u0107, N.\u0110., Bo\u017ei\u0107, B., Zmejkovski, B.B., Banjac, N.R., Doj\u010dinovi\u0107, B., Wessjohann, L.A., and Kalu\u0111erovi\u0107, G.N. (2021). In Vitro Evaluation of Antiproliferative Properties of Novel Organotin(IV) Carboxylate Compounds with Propanoic Acid Derivatives on a Panel of Human Cancer Cell Lines. Molecules, 26.","DOI":"10.3390\/molecules26113199"},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"8","DOI":"10.1186\/s40199-017-0174-0","article-title":"Carboxylate Derivatives of Tributyltin (IV) Complexes as Anticancer and Antileishmanial Agents","volume":"25","author":"Waseem","year":"2017","journal-title":"DARU J. Pharm. Sci."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"114","DOI":"10.1016\/j.jinorgbio.2019.02.003","article-title":"Anti-Proliferative and Antitumor Activity of Organotin(IV) Compounds. An Overview of the Last Decade and Future Perspectives","volume":"194","author":"Banti","year":"2019","journal-title":"J. Inorg. Biochem."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"10","DOI":"10.7324\/JAPS.2019.90602","article-title":"Cytotoxicity Evaluation and the Mode of Cell Death of K562 Cells Induced by Organotin (IV) (2-Methoxyethyl) Methyldithiocarbamate Compounds","volume":"9","author":"Kamaludin","year":"2019","journal-title":"J. Appl. Pharm. Sci."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"11153","DOI":"10.3390\/molecules180911153","article-title":"Metal Complexes of Quinolone Antibiotics and Their Applications: An Update","volume":"18","author":"Uivarosi","year":"2013","journal-title":"Molecules"},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"147","DOI":"10.1016\/bs.aihch.2020.08.001","article-title":"Quinolones as Prospective Drugs: Their Syntheses and Biological Applications","volume":"135","author":"Aly","year":"2021","journal-title":"Adv. Heterocycl. Chem."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"128869","DOI":"10.1016\/j.molstruc.2020.128869","article-title":"Structural Basis of Quinolone Derivatives, Inhibition of Type I and II Topoisomerases and Inquiry into the Relevance of Bioactivity in Odd or Even Branches with Molecular Docking Study","volume":"1221","author":"Wang","year":"2020","journal-title":"J. Mol. Struct."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"37","DOI":"10.1007\/5584_2019_428","article-title":"Quinolines and Quinolones as Antibacterial, Antifungal, Anti-Virulence, Antiviral and Anti-Parasitic Agents","volume":"1282","author":"Senerovic","year":"2020","journal-title":"Adv. Exp. Med. Biol."},{"key":"ref_37","doi-asserted-by":"crossref","unstructured":"Sharma, V., Das, R., Kumar Mehta, D., Gupta, S., Venugopala, K.N., Mailavaram, R., Nair, A.B., Shakya, A.K., and Kishore Deb, P. (2022). Recent Insight into the Biological Activities and SAR of Quinolone Derivatives as Multifunctional Scaffold. Bioorg. Med. Chem., 59.","DOI":"10.1016\/j.bmc.2022.116674"},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"180","DOI":"10.1086\/321846","article-title":"Quinolone Molecular Structure-Activity Relationships: What We Have Learned about Improving Antimicrobial Activity","volume":"33","author":"Peterson","year":"2001","journal-title":"Clin. Infect. Dis."},{"key":"ref_39","doi-asserted-by":"crossref","unstructured":"Kasalovi\u0107, M.P., Jela\u010da, S., Maksimovi\u0107-Ivani\u0107, D., La\u0111arevi\u0107, J., Radovanovi\u0107, L., Bo\u017ei\u0107, B., Mijatovi\u0107, S., Panteli\u0107, N.\u0110., and Kalu\u0111erovi\u0107, G.N. (2024). Novel Diphenyltin(IV) Complexes with Carboxylato N-Functionalized 2-Quinolone Ligands: Synthesis, Characterization and in Vitro Anticancer Studies. J. Inorg. Biochem., 250.","DOI":"10.1016\/j.jinorgbio.2023.112399"},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"8298","DOI":"10.1039\/D4DT00182F","article-title":"Novel Triphenyltin(IV) Compounds with Carboxylato N-Functionalized 2-Quinolones as Promising Potential Anticancer Drug Candidates: In Vitro and in Vivo Evaluation","volume":"53","year":"2024","journal-title":"Dalton Trans."},{"key":"ref_41","doi-asserted-by":"crossref","unstructured":"Kasalovi\u0107, M.P., Dimi\u0107, D., Jela\u010da, S., Maksimovi\u0107-Ivani\u0107, D., Mijatovi\u0107, S., Zmejkovski, B.B., Schreiner, S.H.F., R\u00fcffer, T., Panteli\u0107, N., and Kalu\u0111erovi\u0107, G.N. (2024). 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, 17.","DOI":"10.3390\/ph17030372"},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"849","DOI":"10.1107\/S0021889812029111","article-title":"WinGX and ORTEP for Windows: An Update","volume":"45","author":"Farrugia","year":"2012","journal-title":"J. Appl. Crystallogr."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"112","DOI":"10.1107\/S0108767307043930","article-title":"A Short History of SHELX","volume":"64","author":"Sheldrick","year":"2008","journal-title":"Acta Crystallogr. A"},{"key":"ref_44","unstructured":"(2023, November 15). G09|Gaussian. Available online: https:\/\/gaussian.com\/glossary\/g09\/."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"5648","DOI":"10.1063\/1.464913","article-title":"Density-functional Thermochemistry. III. The Role of Exact Exchange","volume":"98","author":"Becke","year":"1993","journal-title":"J. Chem. Phys."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"154101","DOI":"10.1063\/1.2065267","article-title":"A Density-Functional Model of the Dispersion Interaction","volume":"123","author":"Becke","year":"2005","journal-title":"J. Chem. Phys."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"1007","DOI":"10.1063\/1.456153","article-title":"Gaussian Basis Sets for Use in Correlated Molecular Calculations. I. The Atoms Boron through Neon and Hydrogen","volume":"90","author":"Dunning","year":"1989","journal-title":"J. Chem. Phys."},{"key":"ref_48","unstructured":"Weinhold, F., and Landies, C.R. (2005). Valency and Bonding: A Natural Bond Orbital Donor-Acceptor Perspective, Cambridge University Press."},{"key":"ref_49","unstructured":"Dennington, R., Keith, T., and Millam, J. (2009). Gaus View, Semichem Inc.. version 5."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"6378","DOI":"10.1021\/jp810292n","article-title":"Universal Solvation Model Based on Solute Electron Density and on a Continuum Model of the Solvent Defined by the Bulk Dielectric Constant and Atomic Surface Tensions","volume":"113","author":"Marenich","year":"2009","journal-title":"J. Phys. Chem. B"},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"1173","DOI":"10.1063\/1.474464","article-title":"Natural Chemical Shielding Analysis of Nuclear Magnetic Resonance Shielding Tensors from Gauge-Including Atomic Orbital Calculations","volume":"107","author":"Bohmann","year":"1997","journal-title":"J. Chem. Phys."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1021\/ar00109a003","article-title":"Atoms in Molecules","volume":"18","author":"Bader","year":"1985","journal-title":"Acc. Chem. Res."},{"key":"ref_53","doi-asserted-by":"crossref","unstructured":"Bader, R.F.W. (1990). Atoms in Molecules: A Quantum Theory, Oxford University Press.","DOI":"10.1093\/oso\/9780198551683.001.0001"},{"key":"ref_54","unstructured":"Keith, T.A. (2019). AIMAII, TK Gristmill Software. version 19.10.12."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"46","DOI":"10.1021\/ja0677564","article-title":"Methods to Explore Cellular Uptake of Ruthenium Complexes","volume":"129","author":"Puckett","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"2785","DOI":"10.1002\/jcc.21256","article-title":"AutoDock4 and AutoDockTools4: Automated Docking with Selective Receptor Flexibility","volume":"30","author":"Morris","year":"2009","journal-title":"J. Comput. Chem."},{"key":"ref_57","doi-asserted-by":"crossref","unstructured":"Vald\u00e9s-Tresanco, M.S., Vald\u00e9s-Tresanco, M.E., Valiente, P.A., and Moreno, E. (2020). AMDock: A Versatile Graphical Tool for Assisting Molecular Docking with Autodock Vina and Autodock4. Biol. Direct, 15.","DOI":"10.1186\/s13062-020-00267-2"},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"2199","DOI":"10.1002\/prot.24583","article-title":"Structural Studies of Bovine, Equine, and Leporine Serum Albumin Complexes with Naproxen","volume":"82","author":"Bujacz","year":"2014","journal-title":"Proteins"},{"key":"ref_59","unstructured":"Dassault Syst\u00e8mes BIOVIA (2016). Discovery Studio Modeling Environment (Release 2017), BIOVIA."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"214","DOI":"10.1016\/j.jorganchem.2012.10.006","article-title":"Synthesis, Characterization, Crystal Structures and Electrochemical Studies of Organotin(IV) Carboxylates","volume":"723","author":"Iqbal","year":"2013","journal-title":"J. Organomet. Chem."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"119433","DOI":"10.1016\/j.ica.2020.119433","article-title":"Organotin(IV) Derivatives of Amide-Based Carboxylates: Synthesis, Spectroscopic Characterization, Single Crystal Studies and Antimicrobial, Antioxidant, Cytotoxic, Anti-Leishmanial, Hemolytic, Noncancerous, Anticancer Activities","volume":"505","author":"Ahmad","year":"2020","journal-title":"Inorg. Chim. Acta"},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"1089","DOI":"10.1007\/s007060200079","article-title":"Synthesis, Characterization, and Biological Activity of n-Tributyltin Derivatives of Pharmaceutically Active Carboxylates","volume":"133","author":"Shahzadi","year":"2002","journal-title":"Monatsh. Chem."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"2842","DOI":"10.1016\/j.ica.2009.01.003","article-title":"Organotin(IV) 4-Methoxyphenylethanoates: Synthesis, Spectroscopic Characterization, X-Ray Structures and in Vitro Anticancer Activity against Human Prostate Cell Lines (PC-3)","volume":"362","author":"Muhammad","year":"2009","journal-title":"Inorg. Chim. Acta"},{"key":"ref_64","doi-asserted-by":"crossref","unstructured":"Di, L., and Kerns, E.H. (2016). Chapter 5\u2014Lipophilicity. Drug-like Properties, Academic Press. [2nd ed.].","DOI":"10.1016\/B978-0-12-801076-1.00002-2"},{"key":"ref_65","doi-asserted-by":"crossref","unstructured":"Stocks, M. (2013). The Small Molecule Drug Discovery Process\u2014From Target Selection to Candidate Selection. Introduction to Biological and Small Molecule Drug Research and Development: Theory and Case Studies, Elsevier.","DOI":"10.1016\/B978-0-12-397176-0.00003-0"},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"4376","DOI":"10.1039\/D2RA07401J","article-title":"Copper(II) and Silver(I) Complexes with Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The Influence of the Metal Ion on the Antimicrobial Potential of the Complex","volume":"13","author":"Aleksic","year":"2023","journal-title":"RSC Adv."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"625","DOI":"10.1016\/B978-0-12-801238-3.64089-8","article-title":"Idiosyncratic Drug-Induced Liver Injury: Mechanisms and Susceptibility Factors","volume":"Volume 2","author":"Stephens","year":"2018","journal-title":"Comprehensive Toxicology"},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1021\/cc9800071","article-title":"A Knowledge-Based Approach in Designing Combinatorial or Medicinal Chemistry Libraries for Drug Discovery. 1. A Qualitative and Quantitative Characterization of Known Drug Databases","volume":"1","author":"Ghose","year":"1999","journal-title":"J. Comb. Chem."},{"key":"ref_69","first-page":"777","article-title":"Re-Assessing the Rule of 5, Two Decades On","volume":"17","author":"Mullard","year":"2018","journal-title":"Nat. Rev. Drug Discov."},{"key":"ref_70","doi-asserted-by":"crossref","unstructured":"Suzanne, M., and Steller, H. (2009). Letting Go: Modification of Cell Adhesion during Apoptosis. J. Biol., 8.","DOI":"10.1186\/jbiol152"},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"933","DOI":"10.1083\/jcb.200211118","article-title":"Reactive Oxygen Species as Essential Mediators of Cell Adhesion","volume":"161","author":"Chiarugi","year":"2003","journal-title":"J. Cell Biol."},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"19471","DOI":"10.1002\/jcp.28740","article-title":"Autophagy, Anoikis, Ferroptosis, Necroptosis, and Endoplasmic Reticulum Stress: Potential Applications in Melanoma Therapy","volume":"234","author":"Ashrafizadeh","year":"2019","journal-title":"J. Cell. Physiol."},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"2598","DOI":"10.1080\/00958972.2016.1217408","article-title":"Synthesis, Structural Characterization, in Vitro Cytotoxicities, and BSA Interaction of Di-Organotin(IV) Complexes Derived from Salicylaldehyde Nicotinoyl Hydrazone","volume":"69","author":"Xu","year":"2016","journal-title":"J. Coord. Chem."},{"key":"ref_74","doi-asserted-by":"crossref","first-page":"83","DOI":"10.1016\/j.jorganchem.2013.12.037","article-title":"Synthesis, Structural Characterization, in Vitro Cytotoxicities, DNA-Binding and BSA Interaction of Diorganotin (IV) Complexes Derived from Hydrazone Schiff Base","volume":"759","author":"Wang","year":"2014","journal-title":"J. Organomet. Chem."}],"container-title":["Pharmaceutics"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1999-4923\/16\/12\/1529\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T16:41:53Z","timestamp":1760114513000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1999-4923\/16\/12\/1529"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,11,28]]},"references-count":74,"journal-issue":{"issue":"12","published-online":{"date-parts":[[2024,12]]}},"alternative-id":["pharmaceutics16121529"],"URL":"https:\/\/doi.org\/10.3390\/pharmaceutics16121529","relation":{},"ISSN":["1999-4923"],"issn-type":[{"value":"1999-4923","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,11,28]]}}}