{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,14]],"date-time":"2025-10-14T00:33:44Z","timestamp":1760402024804,"version":"build-2065373602"},"reference-count":34,"publisher":"MDPI AG","issue":"5","license":[{"start":{"date-parts":[[2020,5,6]],"date-time":"2020-05-06T00:00:00Z","timestamp":1588723200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Symmetry"],"abstract":"<jats:p>Platinum compounds are anti-cancer drugs and can bind to canonical purine bases, mainly guanine, found within double helical DNA. Platinum compounds can be transferred directly to pathologically altered sites in a specific and site-oriented manner by nanocarriers as potential nanocarriers for carboplatin. Two types of nanostructures were used as potential nanocarriers for carboplatin, the first were functionalized C60 fullerene molecules and the second were rhombellanes. The analyzed nanostructures show considerable symmetry, which affects the affinity of the studied nanocarriers and ligands. Thus symmetry of nanostructures affects the distribution of binding groups on their surface. After the docking procedure, analysis of structural properties revealed many interesting features. In all described cases, binding affinities of complexes of platinum compounds with functionalized fullerene C60 are higher compared with affinities of complexes of platinum compounds with rhombellane structures. All platinum compounds easily create complexes with functionalized fullerene C60, CID_16156307, and at the same time show the highest binding affinity. The binding affinities of lobaplatin and heptaplatin are higher compared with oxaliplatin and nedaplatin. The high value of binding affinity and equilibrium constant K is correlated with creation of strong and medium hydrogen bonds or is correlated with forming a hydrogen bond network. The performed investigations enabled finding nanocarriers for lobaplatin, heptaplatin, oxaliplatin and nedaplatin molecules.<\/jats:p>","DOI":"10.3390\/sym12050749","type":"journal-article","created":{"date-parts":[[2020,5,7]],"date-time":"2020-05-07T04:46:07Z","timestamp":1588826767000},"page":"749","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Docking of Platinum Compounds on Cube Rhombellane Functionalized Homeomorphs"],"prefix":"10.3390","volume":"12","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-8433-3520","authenticated-orcid":false,"given":"Beata","family":"Szefler","sequence":"first","affiliation":[{"name":"Department of Physical Chemistry, Faculty of Pharmacy, Collegium Medicum, Nicolaus Copernicus University, Kurpi\u0144skiego 5, 85-096 Bydgoszcz, Poland"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7268-4956","authenticated-orcid":false,"given":"Przemys\u0142aw","family":"Czele\u0144","sequence":"additional","affiliation":[{"name":"Department of Physical Chemistry, Faculty of Pharmacy, Collegium Medicum, Nicolaus Copernicus University, Kurpi\u0144skiego 5, 85-096 Bydgoszcz, Poland"}]}],"member":"1968","published-online":{"date-parts":[[2020,5,6]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"698","DOI":"10.1038\/205698a0","article-title":"Inhibition of cell division in Escherichia coli by electrolysis products from a platinum electrode","volume":"205","author":"Rosenberg","year":"1965","journal-title":"Nature"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"385","DOI":"10.1038\/222385a0","article-title":"Platinum compounds: A new class of potent antitumour agents","volume":"222","author":"Rosenberg","year":"1969","journal-title":"Nature"},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"656","DOI":"10.1016\/j.ejca.2008.10.038","article-title":"Effect of the chronic combined administration of cisplatin and paclitaxel in a rat model of peripheral neurotoxicity","volume":"45","author":"Carozzi","year":"2009","journal-title":"Eur. J. Cancer"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"10","DOI":"10.1158\/1535-7163.MCT-08-0840","article-title":"Platinum neurotoxicity pharmacogenetics","volume":"8","author":"Mcwhinney","year":"2009","journal-title":"Mol. Cancer Ther."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"131","DOI":"10.1016\/j.drup.2005.04.006","article-title":"Modifications of DNA by platinum complexes. Relation to resistance of tumors to platinum antitumor drugs","volume":"8","author":"Brabec","year":"2005","journal-title":"Drug Resist. Updat."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"622","DOI":"10.1021\/tx060058c","article-title":"Kinetics of carboplatin-DNA binding in genomic DNA and bladder cancer cells as determined by accelerator mass spectrometry","volume":"19","author":"Hah","year":"2006","journal-title":"Chem. Res. Toxicol."},{"key":"ref_7","doi-asserted-by":"crossref","unstructured":"Szefler, B., Czele\u0144, P., Szczepanik, A., and Cysewski, P. (2019). Does affinity of cisplatin to B-Vitamins impair the therapeutic effect in the case of patient with lung cancer consuming carrot or beet juice. Anti-Cancer Agents Med. Chem., 19.","DOI":"10.2174\/1871520619666190325150624"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"6143","DOI":"10.2147\/IJN.S172907","article-title":"Nanotechnology, from quantum mechanical calculations up to drug delivery","volume":"13","author":"Szefler","year":"2018","journal-title":"Int. J. Nanomed."},{"key":"ref_9","first-page":"249","article-title":"Nature of polyethyleneimine-glucose oxidase interactions","volume":"61","author":"Szefler","year":"2016","journal-title":"Stud. Univ. Babes-Bolyai Chem."},{"key":"ref_10","doi-asserted-by":"crossref","unstructured":"Szefler, B., Diudea, M., Putz, M.V., and Grudzi\u0144ski, I.P. (2016). Molecular dynamic studies of the complex polyethylenimine and glucose oxidase. Int. J. Mol. Sci., 17.","DOI":"10.3390\/ijms17111796"},{"key":"ref_11","doi-asserted-by":"crossref","unstructured":"Szefler, B., and Czele\u0144, P. (2019). Docking of cisplatin on fullerene derivatives and some cube rhombellane functionalized homeomorphs. Symmetry, 11.","DOI":"10.3390\/sym11070874"},{"key":"ref_12","doi-asserted-by":"crossref","unstructured":"Szefler, B., and Czele\u0144, P. (2019). Docking of polyethylenimines derivatives on cube rhombellane functionalized homeomorphs. Symmetry, 11.","DOI":"10.3390\/sym11081048"},{"key":"ref_13","doi-asserted-by":"crossref","unstructured":"Czele\u0144, P., and Szefler, B. (2019). The immobilization of oxindole derivatives with use of cube rhombellane homeomorphs. Symmetry, 11.","DOI":"10.3390\/sym11070900"},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"362","DOI":"10.1063\/1.1749304","article-title":"The nature of the chemical bond. V. The quantum mechanical calculation of the resonance energy of benzene and naphthalene and the hydrocarbon free radicals","volume":"1","author":"Pauling","year":"1933","journal-title":"J. Chem. Phys."},{"key":"ref_15","unstructured":"Daudel, R., Lefebre, R., and Moser, C. (1959). Quantum Chemistry, Interscience."},{"key":"ref_16","doi-asserted-by":"crossref","unstructured":"Diudea, M.V., Lungu, C.N., and Nagy, C.L. (2018). Cube-rhombellane related structures: A drug perspective. Molecules, 23.","DOI":"10.3390\/molecules23102533"},{"key":"ref_17","doi-asserted-by":"crossref","unstructured":"Nagy, K. (2020). Computational Exploration of Functionalized Rhombellanes: Building Blocks and Double-Shell Structures. Symmetry, 12.","DOI":"10.3390\/sym12030343"},{"key":"ref_18","first-page":"527","article-title":"Fullerenes patched by flowers","volume":"11","author":"Pop","year":"2013","journal-title":"Cent. Eur. J. Chem."},{"key":"ref_19","unstructured":"Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Mennucci, B., and Petersson, G.A. (2009). Gaussian 09, Revision, A.1, Gaussian Inc."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"3449","DOI":"10.1021\/cr9903656","article-title":"Aromaticity of polycyclic conjugated hydrocarbons","volume":"103","year":"2003","journal-title":"Chem. Rev."},{"key":"ref_21","doi-asserted-by":"crossref","unstructured":"Diudea, M.V., and Nagy, C.L. (2007). Periodic Nanostructures, Springer.","DOI":"10.1007\/978-1-4020-6020-5"},{"key":"ref_22","unstructured":"Pauling, L. (1960). The Nature of the Chemical Bond University, Vol. 260, Cornell University Press."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"1349","DOI":"10.1021\/cr990323h","article-title":"Aromaticity and ring currents","volume":"101","author":"Gomes","year":"2001","journal-title":"Chem. Rev."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"1333","DOI":"10.1021\/jo016255s","article-title":"To what extent can aromaticity be defined uniquely","volume":"67","author":"Krygowski","year":"2002","journal-title":"J. Org. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"3842","DOI":"10.1021\/cr030088+","article-title":"Nucleus-independent chemical shifts (NICS) as an aromaticity criterion","volume":"105","author":"Chen","year":"2005","journal-title":"Chem. Rev."},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"Nagy, K., Szefler, B., and Nagy, C.L. (2020). Computational Exploration of FunctionalizedRhombellanes: Building Blocks andDouble-Shell Structures. Symmetry, 12.","DOI":"10.3390\/sym12030343"},{"key":"ref_27","first-page":"1","article-title":"Interaction of indomethacin with functionalized rhombellanes","volume":"4","author":"Pop","year":"2019","journal-title":"Croat. Chem. Acta"},{"key":"ref_28","unstructured":"(2020, March 19). PubChem, Available online: https:\/\/pubchem.ncbi.nlm.nih.gov\/."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"2785","DOI":"10.1002\/jcc.21256","article-title":"Autodock4 and AutoDockTools4: Automated docking with selective receptor flexiblity","volume":"30","author":"Morris","year":"2009","journal-title":"J. Comput. Chem."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"380","DOI":"10.1002\/jcc.540130311","article-title":"Molecular docking using shape descriptors","volume":"13","author":"Shoichet","year":"2004","journal-title":"J. Comput. Chem."},{"key":"ref_31","unstructured":"(2019, November 06). Autodock. Available online: http:\/\/autodock.1369657.n2.nabble.com\/ADL-Parameters-for-docking-with-metal-ions-in-receptor-td2505649.html."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"375","DOI":"10.1016\/S1367-5931(00)00217-9","article-title":"High-throughput docking for lead generation","volume":"5","author":"Abagyan","year":"2001","journal-title":"Curr. Opin. Chem. Biol."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"204","DOI":"10.1021\/acs.jcim.9b00778","article-title":"Autodock vina adopts more accurate binding poses but autodock4 forms better binding affinity","volume":"60","author":"Nguyen","year":"2020","journal-title":"J. Chem. Inf. Model"},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"33","DOI":"10.1016\/0263-7855(96)00018-5","article-title":"VMD: Visual molecular dynamics","volume":"14","author":"Humphrey","year":"1996","journal-title":"J. Mol. 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