{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,16]],"date-time":"2026-01-16T09:29:01Z","timestamp":1768555741761,"version":"3.49.0"},"reference-count":100,"publisher":"MDPI AG","issue":"20","license":[{"start":{"date-parts":[[2020,10,14]],"date-time":"2020-10-14T00:00:00Z","timestamp":1602633600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100003141","name":"Consejo Nacional de Ciencia y Tecnolog\u00eda","doi-asserted-by":"publisher","award":["390894, 593307, and 697889."],"award-info":[{"award-number":["390894, 593307, and 697889."]}],"id":[{"id":"10.13039\/501100003141","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100006348","name":"Benem\u00e9rita Universidad Aut\u00f3noma de Puebla","doi-asserted-by":"publisher","award":["100108444-VIEP2019 and 100256733-VIEP2019,"],"award-info":[{"award-number":["100108444-VIEP2019 and 100256733-VIEP2019,"]}],"id":[{"id":"10.13039\/501100006348","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Transition metal-based compounds have shown promising uses as therapeutic agents. Among their unique characteristics, these compounds are suitable for interaction with specific biological targets, making them important potential drugs to treat various diseases. Copper compounds, of which Casiopeinas\u00ae are an excellent example, have shown promising results as alternatives to current cancer therapies, in part because of their intercalative properties with DNA. Vanadium compounds have been extensively studied for their pharmacological properties and application, mostly in diabetes, although recently, there is a growing interest in testing their activity as anti-cancer agents. In the present work, two compounds, [Cu(Metf)(bipy)Cl]Cl\u00b72H2O and [Cu(Impy)(Gly)(H2O)]VO3, were obtained and characterized by visible and FTIR spectroscopies, single-crystal X-ray diffraction, and theoretical methods. The structural and electronic properties of the compounds were calculated through the density functional theory (DFT) using the Austin\u2013Frisch\u2013Petersson functional with dispersion APFD, and the 6-311 + G(2d,p) basis set. Non-covalent interactions were analyzed using Hirshfeld surface analysis (HSA) and atom in molecules analysis (AIM). Additionally, docking analysis to test DNA\/RNA interactions with the Casiopeina-like complexes were carried out. The compounds provide metals that can interact with critical biological targets. In addition, they show interesting non-covalent interactions that are responsible for their supramolecular arrangements.<\/jats:p>","DOI":"10.3390\/molecules25204679","type":"journal-article","created":{"date-parts":[[2020,10,17]],"date-time":"2020-10-17T08:14:50Z","timestamp":1602922490000},"page":"4679","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":15,"title":["Synthesis, Crystal Structure, and Computational Methods of Vanadium and Copper Compounds as Potential Drugs for Cancer Treatment"],"prefix":"10.3390","volume":"25","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-5768-8200","authenticated-orcid":false,"given":"Nidia D.","family":"Corona-Motolinia","sequence":"first","affiliation":[{"name":"Centro de Qu\u00edmica del Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, 18 sur y Av. San Claudio, Col. San Manuel, Puebla C. P. 72570, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1822-7855","authenticated-orcid":false,"given":"Beatriz","family":"Mart\u00ednez-Valencia","sequence":"additional","affiliation":[{"name":"Centro de Qu\u00edmica del Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, 18 sur y Av. San Claudio, Col. San Manuel, Puebla C. P. 72570, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Lisset","family":"Noriega","sequence":"additional","affiliation":[{"name":"Facultad de Ciencias Qu\u00edmicas, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, 18 sur y Av. San Claudio, Col. San Manuel, Puebla C. P. 72570, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Brenda L.","family":"S\u00e1nchez-Gayt\u00e1n","sequence":"additional","affiliation":[{"name":"Centro de Qu\u00edmica del Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, 18 sur y Av. 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P. 72570, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1716-7707","authenticated-orcid":false,"given":"Mar\u00eda Eugenia","family":"Castro","sequence":"additional","affiliation":[{"name":"Centro de Qu\u00edmica del Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, 18 sur y Av. San Claudio, Col. San Manuel, Puebla C. P. 72570, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9883-4921","authenticated-orcid":false,"given":"Enrique","family":"Gonz\u00e1lez-Vergara","sequence":"additional","affiliation":[{"name":"Centro de Qu\u00edmica del Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, 18 sur y Av. San Claudio, Col. San Manuel, Puebla C. P. 72570, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2020,10,14]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"394","DOI":"10.3322\/caac.21492","article-title":"Global cancer statistics 2018: GLOBOCAN estimates of incidence and mortality worldwide for 36 cancers in 185 countries","volume":"68","author":"Bray","year":"2018","journal-title":"CA Cancer J. Clin."},{"key":"ref_2","unstructured":"(2020, August 30). OPS\/OMS, Programa de C\u00e1ncer. Available online: https:\/\/www.paho.org\/hq\/index.php?option=com_content&view=article&id=292:cancer-program&Itemid=3904&lang=es."},{"key":"ref_3","first-page":"896","article-title":"Synthesis, characterization DNA binding and biological activity of Copper(II) complexes with mixed ligands","volume":"7","author":"Ezhilarasan","year":"2017","journal-title":"J. Chem. Biol. Phys. Sci."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"15584","DOI":"10.3390\/molecules191015584","article-title":"Cellular transport mechanisms of cytotoxic metallodrugs: An overview beyond cisplatin","volume":"19","author":"Spreckelmeyer","year":"2014","journal-title":"Molecules"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"219","DOI":"10.2174\/156802612799078964","article-title":"Next-generation anti-cancer metallodrugs","volume":"12","author":"Seiji","year":"2012","journal-title":"Curr. Trends Med. Chem."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"4540","DOI":"10.1021\/cr400460s","article-title":"Metallodrugs in medicinal inorganic chemistry","volume":"114","author":"Mjos","year":"2014","journal-title":"Chem. Rev."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"599","DOI":"10.2147\/DDDT.S119488","article-title":"Metal complexes in cancer therapy\u2013an update from drug design perspective","volume":"11","author":"Ndagi","year":"2017","journal-title":"Drug Des. Dev. Ther."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1186\/s12929-019-0518-9","article-title":"Molecular mechanisms of cisplatin-induced nephrotoxicity: A balance on the knife edge between renoprotection and tumor toxicity","volume":"26","author":"Volarevic","year":"2019","journal-title":"J. Biomed. Sci."},{"key":"ref_9","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_10","doi-asserted-by":"crossref","first-page":"8113","DOI":"10.1039\/c0dt00292e","article-title":"The Status of Platinum Anticancer Drugs in the Clinic and in Clinical Trials","volume":"39","author":"Wheate","year":"2010","journal-title":"Dalton Trans."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"79","DOI":"10.1016\/j.jtemb.2018.01.011","article-title":"Metal Transport Capabilities of Anticancer Copper Chelators","volume":"47","author":"Mihucz","year":"2018","journal-title":"Trace Elem. Med. Biol."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"1493","DOI":"10.1080\/00958972.2014.915966","article-title":"Copper compounds in nuclear medicine and oncology","volume":"67","year":"2014","journal-title":"J. Coord. Chem."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"312","DOI":"10.5958\/0974-4150.2017.00052.9","article-title":"Synthesis, characterisation, DNA binding\/cleavage, anticancer and antimicrobial activity of ternary copper(II) complexes","volume":"10","author":"Dhakshanamoorthy","year":"2017","journal-title":"Asian J. Res. Chem."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"3005","DOI":"10.1039\/c0cs00215a","article-title":"Copper complexes of bis(thiosemicarbazones): From chemotherapeutics to diagnostic and therapeutic radiopharmaceuticals","volume":"40","author":"Paterson","year":"2011","journal-title":"Chem. Soc. Rev."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"3606","DOI":"10.2174\/092986710793213751","article-title":"Copper compounds in cancer chemotherapy","volume":"17","year":"2010","journal-title":"Curr. Med. Chem."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"815","DOI":"10.1021\/cr400135x","article-title":"Advances in copper complexes as anticancer agents","volume":"114","author":"Santini","year":"2014","journal-title":"Chem. Rev."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"1325","DOI":"10.2174\/092986709787846532","article-title":"Copper compounds in anti-cancer strategies","volume":"16","author":"Tardito","year":"2009","journal-title":"Curr. Med. Chem."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"1195","DOI":"10.1007\/s10895-018-2283-7","article-title":"Recent Advances in Copper Intercalators as Anticancer Agents","volume":"28","author":"Shobha","year":"2018","journal-title":"J. Fluoresc."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"7401","DOI":"10.1021\/bi00371a023","article-title":"Nuclease activity of 1, 10-phenanthroline-copper ion: Reaction with CGCGAATTCGCG and its complexes with netropsin and EcoRI","volume":"25","author":"Kuwabara","year":"1986","journal-title":"Biochemistry"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"875","DOI":"10.4172\/2161-0444.1000445","article-title":"Progress in Copper Complexes as Anticancer Agents","volume":"7","author":"Tabti","year":"2017","journal-title":"Med. Chem. (Los Angeles)"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"12269","DOI":"10.1016\/S0021-9258(19)86305-6","article-title":"Oxygen-dependent cleavage of DNA by the 1,10-phenanthroline cuprous complex. Inhibition of Escherichia coli DNA polymerase I","volume":"254","author":"Sigman","year":"1979","journal-title":"J. Biol. Chem."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"303","DOI":"10.1016\/0022-1902(80)80269-7","article-title":"Complexes of (2,2\u2032-bipyridyl) copper(II) and (1,10-phenanthroline) copper(II) with some amino acids","volume":"42","author":"Kwik","year":"1980","journal-title":"J. Inorg. Nucl. Chem."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"2198","DOI":"10.1021\/ic971154r","article-title":"Chemical Nuclease Activity of 1, 10-Phenanthroline\u2212Copper. Isotopic Probes of Mechanism","volume":"37","author":"Zelenko","year":"1998","journal-title":"Inorg. Chem."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"65","DOI":"10.1002\/cjoc.201190062","article-title":"Synthesis, Crystal Structure and DNA Cleavage Activity of a Ternary Copper(II) Complex of Dipyrido[3,2-d:2\u2032,3\u2032-f]-quinoxaline and Glycine","volume":"29","author":"Zhang","year":"2011","journal-title":"Chin. J. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","unstructured":"Crans, D.C., Henry, L., Cardiff, G., and Posner, B.I. (2019). Developing vanadium as an antidiabetic or anti-cancer drug: A clinical and historical perspective. Met. Ions Life Sci.","DOI":"10.1515\/9783110527872-008"},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"Kowalski, S., Wyrzykowski, D., and Inkielewicz-Stepniak, I. (2020). Molecular and Cellular Mechanisms of Cytotoxic Activity of Vanadium Compounds against Cancer Cells. Molecules, 25.","DOI":"10.3390\/molecules25071757"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"24","DOI":"10.1016\/j.ccr.2014.12.002","article-title":"Vanadium compounds in medicine","volume":"301","author":"Pessoa","year":"2015","journal-title":"Coord. Chem. Rev."},{"key":"ref_28","doi-asserted-by":"crossref","unstructured":"Irving, E., and Stoker, A.W. (2017). Vanadium Compounds as PTP Inhibitors. Molecules, 22.","DOI":"10.3390\/molecules22122269"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"87","DOI":"10.1016\/j.ccr.2015.03.010","article-title":"The chemistry and biology of vanadium compounds in cancer therapeutics","volume":"301","author":"Kioseoglou","year":"2015","journal-title":"Coord. Chem. Rev."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"134","DOI":"10.1016\/j.jinorgbio.2015.02.021","article-title":"Vanadium(IV) and copper(II) complexes of salicylaldimines and aromatic heterocycles: Cytotoxicity, DNA binding, and DNA cleavage properties","volume":"147","author":"Correia","year":"2015","journal-title":"J. Inorg. Biochem."},{"key":"ref_31","first-page":"97","article-title":"Vanadium: Possible Use in Cancer Chemoprevention and Therapy","volume":"3","author":"Novotny","year":"2014","journal-title":"J. Cancer Res. Updates"},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.ejmech.2019.04.073","article-title":"Synthesis and biological evaluation of vanadium complex as novel antitumor agents","volume":"176","author":"Ying","year":"2019","journal-title":"Eur. J. Med. Chem."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"110815","DOI":"10.1016\/j.jinorgbio.2019.110815","article-title":"Vanadium(V) tris-3,5-di-tert-butylcatecholato complex: Links between speciation and antiproliferative activity in human pancreatic cancer cells","volume":"201","author":"Griffin","year":"2019","journal-title":"J. Inorg. Biochem."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"14","DOI":"10.1016\/j.jinorgbio.2017.05.010","article-title":"Antitumoral effect of vanadium compounds in malignant melanoma cell lines","volume":"174","author":"Rozzo","year":"2017","journal-title":"J. Inorg. Biochem."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"1687","DOI":"10.1039\/c9mt00174c","article-title":"Antiproliferative activity of vanadium compounds: Effects on the major malignant melanoma molecular pathways","volume":"11","author":"Pisano","year":"2019","journal-title":"Metallomics"},{"key":"ref_36","doi-asserted-by":"crossref","unstructured":"Le\u00f3n, I.L., Ruiz, M.C., Franca, C.A., Paraj\u00f3n-Costa, B.S., and Baran, E.J. (2018). Metvan, bis(4,7-Dimethyl-1,10-phenanthroline) sulfatooxidovanadium(IV): DFT and Spectroscopic Study\u2014Antitumor Action on Human Bone and Colorectal Cancer Cell Lines. Biol. Trace Elem. Res.","DOI":"10.1007\/s12011-018-1597-2"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"111081","DOI":"10.1016\/j.jinorgbio.2020.111081","article-title":"Cyclo-tetravanadate bridged copper complexes as potential double bullet pro-metallodrugs for cancer treatment","volume":"208","author":"Noriega","year":"2020","journal-title":"J. Inorg. Biochem."},{"key":"ref_38","doi-asserted-by":"crossref","unstructured":"Mart\u00ednez-Valencia, B., Corona-Motolinia, N.D., S\u00e1nchez-Lara, E., S\u00e1nchez-Gayt\u00e1n, B.L., Cerro-L\u00f3pez, M., Mendoza, A., Castro, M.E., Mel\u00e9ndez-Bustamante, F.J., and Gonz\u00e1lez-Vergara, E. (2020). Synthesis and Experimental-Computational Characterization of a Copper\/Vanadium Compound with Potential Anticancer Activity. Crystals, 10.","DOI":"10.3390\/cryst10060492"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"4869","DOI":"10.1039\/C4NJ01953A","article-title":"Methyl-substituted enhancement of antitumor activity in square-planar metal complex and analysis of DE, DG, CV, UV-vis, and luminescence","volume":"39","author":"Zhang","year":"2015","journal-title":"New J. Chem."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"110953","DOI":"10.1016\/j.jinorgbio.2019.110953","article-title":"Quantitative prediction of electronic absorption spectra of copper (II)\u2013bioligand systems: Validation and applications","volume":"204","author":"Sciortino","year":"2020","journal-title":"J. Inorg. Biochem."},{"key":"ref_41","first-page":"495","article-title":"Vibrational spectra and thermodynamic analysis of metformin","volume":"44","author":"Gunasekaran","year":"2006","journal-title":"Indian J. Pure Appl. Phys."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"3016","DOI":"10.1080\/00958972.2010.504831","article-title":"Stabilization of tetrameric metavanadate ion by tris (1, 10-phenanthroline) cobalt (III): Synthesis, spectroscopic, and X-ray structural study of [Co (phen) 3] 3 (V4O12) 2Cl\u00b727H2O","volume":"63","author":"Sharma","year":"2010","journal-title":"J. Coord. Chem."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"423","DOI":"10.1007\/s11224-009-9433-0","article-title":"FT-IR spectra, vibrational assignments, and density functional calculations of imidazo [1, 2-a] pyridine molecule and its Zn (II) halide complexes","volume":"20","author":"Yurdakul","year":"2009","journal-title":"Struct. Chem."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"4871","DOI":"10.1007\/s10854-016-4370-3","article-title":"Facile synthesis, characterization and optical properties of copper vanadate nanostructures for enhanced photocatalytic activity","volume":"27","year":"2016","journal-title":"J. Mater. Sci. Mater. Electron."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"19","DOI":"10.1039\/B818330A","article-title":"Hirshfeld surface analysis","volume":"11","author":"Spackman","year":"2009","journal-title":"CrystEngComm"},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"17746","DOI":"10.1039\/C9NJ02097G","article-title":"A one-dimensional supramolecular chain based on [H2V10O28]4\u2212 units decorated with 4-dimethylaminopyridinium ions: An experimental and theoretical characterization","volume":"43","author":"Castro","year":"2019","journal-title":"New J. Chem."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"11199","DOI":"10.1039\/C6OB01604A","article-title":"Estimating the energy of intramolecular hydrogen bonds from 1H NMR and QTAIM calculations","volume":"14","author":"Afonin","year":"2016","journal-title":"Org. Biomol. Chem."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"97","DOI":"10.1016\/S0009-2614(99)01306-8","article-title":"The chemical character of the intermolecular bonds of seven phases of ice as revealed by ab initio calculation of electron densities","volume":"317","author":"Jenkins","year":"2000","journal-title":"Chem. Phys. Lett."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"440","DOI":"10.1097\/FPC.0b013e32833ffb56","article-title":"Doxorubicin pathways: Pharmacodynamics and adverse effects","volume":"21","author":"Thorn","year":"2011","journal-title":"Pharm. Genom."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"5364","DOI":"10.1093\/nar\/gkv467","article-title":"Intercalation processes of copper complexes in DNA","volume":"43","author":"Cheatham","year":"2015","journal-title":"Nucleic Acids Res."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"10881","DOI":"10.1021\/jp901210g","article-title":"Copper-1, 10-phenanthroline complexes binding to DNA: Structural predictions from molecular simulations","volume":"113","author":"Robertazzi","year":"2009","journal-title":"J. Phys. Chem. B"},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"2179","DOI":"10.1073\/pnas.78.4.2179","article-title":"Structure of a B-DNA dodecamer: Conformation and dynamics","volume":"78","author":"Drew","year":"1981","journal-title":"Proc. Natl. Acad. Sci. USA"},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"3649","DOI":"10.1021\/bi00178a023","article-title":"Water ring structure at DNA interfaces: Hydration and dynamics of DNA-anthracycline complexes","volume":"33","author":"Lipscomb","year":"1994","journal-title":"Biochemistry"},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"116","DOI":"10.1016\/j.poly.2015.11.042","article-title":"Synthesis, crystal structure, DFT computation, and bioactivity measurements of copper (II) polypyridyl complexes","volume":"104","author":"Patel","year":"2016","journal-title":"Polyhedron"},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"853","DOI":"10.1016\/j.molmed.2019.05.011","article-title":"tRNA deregulation and its consequences in cancer","volume":"25","author":"Santos","year":"2019","journal-title":"Trends Mol. Med."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"607","DOI":"10.1016\/0022-2836(78)90209-7","article-title":"Crystal structure of yeast phenylalanine transfer RNA. I. Crystallographic refinement","volume":"123","author":"Sussman","year":"1978","journal-title":"J. Mol. Biol."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"16250","DOI":"10.1039\/C4RA13718C","article-title":"Crystal structure determination, spectroscopic characterization and biological profile of a tailored ionic molecular entity, Sn (iv) iminodiacetic acid\u2013piperazinediium conjugate: In vitro DNA\/RNA binding studies, Topo I inhibition activity, cytotoxic and systemic toxicity studies","volume":"5","author":"Arjmand","year":"2015","journal-title":"RSC Adv."},{"key":"ref_58","doi-asserted-by":"crossref","unstructured":"Agudelo, D., Bourassa, P., Beauregard, M., B\u00e9rub\u00e9, G., and Tajmir-Riahi, H.A. (2013). tRNA binding to antitumor drug doxorubicin and its analogue. PLoS ONE, 8.","DOI":"10.1371\/journal.pone.0069248"},{"key":"ref_59","doi-asserted-by":"crossref","unstructured":"Parveen, S., Fatima, K., Zehra, S., and Arjmand, F. (2020). RNA-targeted Cu (II)-based potential antitumor drug entity: Comprehensive structural, biological {DNA\/RNA binding, cleavage, cytotoxicity} and computational studies. J. Biomol. Struct. Dyn.","DOI":"10.1080\/07391102.2020.1797535"},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"185","DOI":"10.2174\/187152009787313837","article-title":"Copper complex as anti-cancer agents","volume":"9","author":"Marzano","year":"2009","journal-title":"Anti-Cancer Agents Med. Chem."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"1","DOI":"10.4061\/2011\/594529","article-title":"Copper and its complexes in medicine: A biochemical approach","volume":"2011","author":"Iakovidis","year":"2011","journal-title":"Mol. Biol. Int."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"8208","DOI":"10.1021\/ic700755p","article-title":"Mixed-ligand copper(II)-phenolate complexes: Effect of coligand on enhanced DNA and protein binding, DNA cleavage, and anti-cancer activity","volume":"46","author":"Rajendiran","year":"2007","journal-title":"Inorg. Chem."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"3851","DOI":"10.1016\/j.ejmech.2011.05.053","article-title":"Synthesis and structure of new bicopper(II) complexes bridged by N-(2-aminopropyl)-N\u2032-(2-oxidophenyl)oxamide: The effects of terminal ligands on structures, anti-cancer activities, and DNA-binding properties","volume":"46","author":"Li","year":"2011","journal-title":"Eur. J. Med. Chem."},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"291","DOI":"10.1016\/0162-0134(96)00015-3","article-title":"An electron spin resonance study and antimicrobial activity of copper (II)-phenanthroline complexes","volume":"63","author":"Zoroddu","year":"1996","journal-title":"J. Inorg. Biochem."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"261","DOI":"10.1016\/j.saa.2004.12.034","article-title":"Characterization and biological activities of two copper(II) complexes with diethylenetriamine and 2,2\u2032-bipyridine or 1,10-phenanthroline as ligands","volume":"62","author":"Patel","year":"2005","journal-title":"Spectrochim. Acta Part A"},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"83","DOI":"10.1016\/j.jinorgbio.2019.03.012","article-title":"Antigiardiasic activity of Cu(II) coordination compounds: Redox imbalance and membrane damage after a short exposure time","volume":"195","year":"2019","journal-title":"J. Inorg. Biochem."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"157","DOI":"10.1016\/j.biopha.2018.10.057","article-title":"In vitro anti-Trypanosoma cruzi activity of ternary copper(II) complexes and in vivo evaluation of the most promising complex","volume":"109","author":"Lopez","year":"2019","journal-title":"Biomed. Pharm."},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"12","DOI":"10.1016\/j.ica.2017.08.043","article-title":"Copper complexes as artificial DNA metallonucleases: From Sigman\u2019s reagent to next-generation anti-cancer agent?","volume":"472","author":"McGivern","year":"2018","journal-title":"Inorg. Chim. Acta"},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"110930","DOI":"10.1016\/j.jinorgbio.2019.110930","article-title":"Synthesis and structural characterization of a series of ternary copper(II)-L-dipeptide-neocuproine complexes. Study of their cytotoxicity against cancer cells including MDA-MB-231, triple-negative breast cancer cells","volume":"203","author":"Alvarez","year":"2019","journal-title":"J. Inorg. Biochem."},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"53","DOI":"10.1016\/j.cbi.2015.02.023","article-title":"Magnetic property, DFT calculation, and biological activity of bis [(\u03bc2-chloro) chloro (1, 10-phenanthroline) copper (II)] complex","volume":"231","author":"Mroueh","year":"2015","journal-title":"Chem. Biol. Interact."},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"108190","DOI":"10.1016\/j.inoche.2020.108190","article-title":"Molecular, supramolecular, DNA-binding and biological studies of piperazine and piperidine based dithiocarbamates of biocompatible copper","volume":"121","author":"Hayat","year":"2020","journal-title":"Inorg. Chem. Commun."},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"119744","DOI":"10.1016\/j.ica.2020.119744","article-title":"Synthesis, characterization, molecular docking and antimicrobial activity of T copper(II) complexes of metronidazole and 1,10 phenanthroline","volume":"510","author":"Gordon","year":"2020","journal-title":"Inorg. Chim. Acta"},{"key":"ref_73","doi-asserted-by":"crossref","unstructured":"\u0130nci, D., Ayd\u0131n, R., Vatan, \u00d6., and Zorlu, Y. (2020). A potent drug candidature of Cu(II) pyrazino[2,3 f][1,10]phenanthroline complexes with bioactive ligands: Synthesis, crystal structures, biomolecular interactions, radical scavenging and cytotoxicities. J. Biomol. Struct. Dyn.","DOI":"10.1080\/07391102.2020.1808070"},{"key":"ref_74","doi-asserted-by":"crossref","unstructured":"Krasnovskaya, O., Naumov, A., Guk, D., Gorelkin, P., Erofeev, A., Beloglazkina, E., and Majouga, A. (2020). Copper Coordination Compounds as Biologically Active Agents. Int. J. Mol. Sci., 21.","DOI":"10.3390\/ijms21113965"},{"key":"ref_75","doi-asserted-by":"crossref","first-page":"219","DOI":"10.1007\/s00280-006-0364-9","article-title":"Induction of oxidative damage by copper-based antineoplastic drugs (Casiope\u00ednas)","volume":"60","year":"2007","journal-title":"Cancer Chemother. Pharm."},{"key":"ref_76","unstructured":"Ruiz-Azuara, L. (1991). Process to Obtain New Mixed Copper Aminoacidate Complexes from Phenylate Phenathrolines to Be Used as Anticancerigenic Agents. (EP 0434444A1), European Patent."},{"key":"ref_77","doi-asserted-by":"crossref","first-page":"530","DOI":"10.1016\/j.poly.2015.10.034","article-title":"DNA-binding mode of antitumoral copper compounds (Casiopeinas\u00ae) and analysis of its biological meaning","volume":"102","year":"2015","journal-title":"Polyhedron"},{"key":"ref_78","doi-asserted-by":"crossref","first-page":"1376","DOI":"10.1016\/j.tiv.2011.05.008","article-title":"Genotoxicity of the copper antineoplastic coordination complexes casiopeinas\u00ae","volume":"25","year":"2011","journal-title":"Toxicol. In Vitro"},{"key":"ref_79","doi-asserted-by":"crossref","unstructured":"Ruiz-Azuara, L., Bastian, G., Bravo-G\u00f3mez, M.E., Ca\u00f1as, R.C., Flores-Alamo, M., Fuentes, I., Mejia, C., Garc\u00eda-Ramos, J.C., and Serrano, A. (2014). Abstract CT408: Phase I study of one mixed chelates copper(II) compound, Casiope\u00edna CasIIIia with antitumor activity and its mechanism of action. Cancer Res., 74.","DOI":"10.1158\/1538-7445.AM2014-CT408"},{"key":"ref_80","doi-asserted-by":"crossref","first-page":"15328","DOI":"10.1039\/c2cp42522j","article-title":"Examination of the hydrogen-bonding networks in small water clusters (n = 2\u20135, 13, 17) using absolutely localized molecular orbital energy decomposition analysis","volume":"14","author":"Cobar","year":"2012","journal-title":"Phys. Chem. Chem. Phys."},{"key":"ref_81","first-page":"267","article-title":"Coordination environment changes of the vanadium in vanadium-dependent haloperoxidase enzymes","volume":"186","author":"McLauchlan","year":"2018","journal-title":"JIB"},{"key":"ref_82","first-page":"157","article-title":"The crystal chemistry of the M+ VO3 (M+= Li, Na, K, NH4, Tl, Rb, and Cs) pyroxenes","volume":"22","author":"Hawthorne","year":"1977","journal-title":"JSSC"},{"key":"ref_83","doi-asserted-by":"crossref","first-page":"x181080","DOI":"10.1107\/S2414314618010805","article-title":"Redetermination of ammonium metavanadate","volume":"3","year":"2018","journal-title":"IUCrData"},{"key":"ref_84","doi-asserted-by":"crossref","first-page":"2514","DOI":"10.1021\/ar5001555","article-title":"Halogen Bonds in Crystal Engineering: Like Hydrogen Bonds yet Different","volume":"47","author":"Mukherjee","year":"2014","journal-title":"Acc. Chem. Res."},{"key":"ref_85","doi-asserted-by":"crossref","first-page":"222","DOI":"10.1016\/S0020-1693(03)00385-2","article-title":"Decavanadates: A building-block for supramolecular assemblies","volume":"356","author":"Duarte","year":"2003","journal-title":"Inorg. Chim. Acta."},{"key":"ref_86","doi-asserted-by":"crossref","first-page":"469","DOI":"10.3389\/fchem.2018.00469","article-title":"A Versatile Polyoxovanadate in Diverse Cation Matrices: A Supramolecular Perspective","volume":"6","author":"Amanchi","year":"2018","journal-title":"Front. Chem."},{"key":"ref_87","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053229614024218","article-title":"Crystal Structure Refinement with SHELXL","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Crystallogr. Sect. C Struct. Chem."},{"key":"ref_88","doi-asserted-by":"crossref","first-page":"466","DOI":"10.1107\/S0021889807067908","article-title":"Mercury CSD 2.0\u2014new features for the visualization and investigation of crystal structures","volume":"41","author":"Macrae","year":"2008","journal-title":"J. Appl. Cryst."},{"key":"ref_89","doi-asserted-by":"crossref","first-page":"339","DOI":"10.1107\/S0021889808042726","article-title":"OLEX2: A complete structure solution, refinement, and analysis program","volume":"42","author":"Dolomanov","year":"2009","journal-title":"J. Appl. Crystallogr."},{"key":"ref_90","doi-asserted-by":"crossref","first-page":"4989","DOI":"10.1021\/ct300778e","article-title":"A density functional with spherical atom dispersion terms","volume":"8","author":"Austin","year":"2012","journal-title":"J. Chem. Theor. Comput."},{"key":"ref_91","doi-asserted-by":"crossref","first-page":"1062","DOI":"10.1063\/1.457230","article-title":"Highly correlated systems: Excitation energies of first row transition metals Sc-Cu","volume":"91","author":"Raghavachari","year":"1989","journal-title":"J. Chem. Phys."},{"key":"ref_92","doi-asserted-by":"crossref","first-page":"327","DOI":"10.1016\/0009-2614(96)00349-1","article-title":"Ab initio study of solvated molecules: A new implementation of the polarizable continuum model","volume":"255","author":"Cossi","year":"1996","journal-title":"Chem. Phys. Lett."},{"key":"ref_93","doi-asserted-by":"crossref","first-page":"11024","DOI":"10.1063\/1.472902","article-title":"How does basis set superposition error change the potential surfaces for hydrogen bonded dimers?","volume":"105","author":"Simon","year":"1996","journal-title":"J. Chem. Phys."},{"key":"ref_94","unstructured":"Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Petersson, G.A., and Nakatsuji, H. (2016). Gaussian 16, Revision, B, Gaussian Inc."},{"key":"ref_95","unstructured":"Turner, M.J., MacKiinnon, J.J., Wolff, S.K., Grimwood, D.J., Spackman, P.R., Jayatilaka, D., and Spackman, M.A. (2020, October 04). CrystalExplorer17. Available online: https:\/\/crystalexplorer.scb.uwa.edu.au\/."},{"key":"ref_96","unstructured":"Keith, T.A. (2019). TK Gristmill Software, Version 19.02.13, AIMAll."},{"key":"ref_97","doi-asserted-by":"crossref","first-page":"96","DOI":"10.1021\/ci400352t","article-title":"Docking studies on DNA intercalators","volume":"54","author":"Gilad","year":"2014","journal-title":"J. Chem. Inf. Model."},{"key":"ref_98","doi-asserted-by":"crossref","first-page":"2785","DOI":"10.1002\/jcc.21256","article-title":"Autodock4 and AutoDockTools4: Automated docking with selective receptor flexibility","volume":"16","author":"Morris","year":"2009","journal-title":"J. Comput. Chem."},{"key":"ref_99","doi-asserted-by":"crossref","first-page":"1605","DOI":"10.1002\/jcc.20084","article-title":"UCSF Chimera\u2014A visualization system for exploratory research and analysis","volume":"25","author":"Pettersen","year":"2004","journal-title":"J. Comput. Chem."},{"key":"ref_100","doi-asserted-by":"crossref","first-page":"14","DOI":"10.1002\/pro.3235","article-title":"UCSF ChimeraX: Meeting modern challenges in visualization and analysis","volume":"27","author":"Goddard","year":"2018","journal-title":"Protein Sci."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/25\/20\/4679\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T10:20:49Z","timestamp":1760178049000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/25\/20\/4679"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,10,14]]},"references-count":100,"journal-issue":{"issue":"20","published-online":{"date-parts":[[2020,10]]}},"alternative-id":["molecules25204679"],"URL":"https:\/\/doi.org\/10.3390\/molecules25204679","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2020,10,14]]}}}