{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,26]],"date-time":"2026-10-26T10:53:39Z","timestamp":1793012019373,"version":"4.5.0"},"reference-count":71,"publisher":"MDPI AG","issue":"10","license":[{"start":{"date-parts":[[2022,5,23]],"date-time":"2022-05-23T00:00:00Z","timestamp":1653264000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Nowadays, the discovery of a new non-toxic metal complex with biological activity represents a very active area of research. Two Cu+2 complexes, [Cu(L1)2(H2O)3] (C1) (HL1= N-(5-(4-methylphenyl)-[1,3,4]\u2013thiadiazole\u20132-yl)-naphtalenesulfonamide) and [Cu(L2)2(py)2(H2O)] (C2) (HL2= N-(5-ethyl-[1,3,4]\u2013thiadiazole\u20132-yl)-naphtalenesulfonamide), with two new ligands were synthesized. The X-ray crystal structures of the complexes were determined. In both complexes, Cu+2 is five-coordinated, forming a CuN2O3 and CuN4O chromophore, respectively. The ligands act as monodentate, coordinating the metal ion through a single Nthiadiazole atom; for the C2 complex, the molecules from the reaction medium (pyridine and water) are also involved in the coordination of Cu+2. The complexes have a distorted square pyramidal square-planar geometry. The compounds were characterized by FT-IR, electronic EPR spectroscopy, and magnetic methods. The nuclease activity studies confirm the complexes\u2019 capacity to cleave the DNA molecule. Using a xanthine-xanthine oxydase system, the SOD mimetic activity of the complexes was demonstrated. Cytotoxicity studies were carried out on two tumor cell lines (HeLa, WM35) and on a normal cell line (HFL1) using the MTT method, with cisplatin used as a positive control. The antibacterial activity of the complexes was investigated against two Gram-positive and two Gram-negative bacteria, and compared with Amoxicillin and Norfloxacin using the disk diffusion method. Both complexes showed in vitro biological activity but the C2 complex was more active. A lack of in vivo toxicity was demonstrated for the C2 complex by performing hepatic, renal, and hematological studies on Swiss mice.<\/jats:p>","DOI":"10.3390\/molecules27103338","type":"journal-article","created":{"date-parts":[[2022,5,24]],"date-time":"2022-05-24T03:16:55Z","timestamp":1653362215000},"page":"3338","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":17,"title":["New Cu+2 Complexes with N-Sulfonamide Ligands: Potential Antitumor, Antibacterial, and Antioxidant Agents"],"prefix":"10.3390","volume":"27","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-0944-3161","authenticated-orcid":false,"given":"Adriana Corina","family":"Hangan","sequence":"first","affiliation":[{"name":"Department of Inorganic Chemistry, Faculty of Pharmacy, \u201cIuliu-Ha\u021bieganu\u201d University of Medicine and Pharmacy, 400012 Cluj-Napoca, Romania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1920-9272","authenticated-orcid":false,"given":"Alexandru","family":"Turza","sequence":"additional","affiliation":[{"name":"National Institute for Research and Development of Isotopic and Molecular Technologies, 400293 Cluj-Napoca, Romania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4920-4760","authenticated-orcid":false,"given":"Roxana Liana","family":"Lucaciu","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Biochemistry and Clinical Laboratory, Faculty of Pharmacy, \u201cIuliu-Ha\u021bieganu\u201d University of Medicine and Pharmacy, 400012 Cluj-Napoca, Romania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6168-3429","authenticated-orcid":false,"given":"Bogdan","family":"Sevastre","sequence":"additional","affiliation":[{"name":"Paraclinic\/Clinic Department, Faculty of Veterinary Madicine, University of Agricultural Science and Veterinary Medicine, 400372 Cluj-Napoca, Romania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7919-7381","authenticated-orcid":false,"given":"Em\u0151ke","family":"P\u00e1ll","sequence":"additional","affiliation":[{"name":"Paraclinic\/Clinic Department, Faculty of Veterinary Madicine, University of Agricultural Science and Veterinary Medicine, 400372 Cluj-Napoca, Romania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lumini\u021ba Simona","family":"Oprean","sequence":"additional","affiliation":[{"name":"Department of Inorganic Chemistry, Faculty of Pharmacy, \u201cIuliu-Ha\u021bieganu\u201d University of Medicine and Pharmacy, 400012 Cluj-Napoca, Romania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gheorghe","family":"Borodi","sequence":"additional","affiliation":[{"name":"National Institute for Research and Development of Isotopic and Molecular Technologies, 400293 Cluj-Napoca, Romania"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,5,23]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1089","DOI":"10.1016\/j.drudis.2009.09.003","article-title":"Current applications and future potential for bioinorganic chemistry in the development of anticancer drugs","volume":"14","author":"Sadler","year":"2009","journal-title":"Drug Discov. Today"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"144","DOI":"10.1016\/j.cbpa.2014.02.003","article-title":"Metal-based anticancer chemotherapeutic agents","volume":"19","author":"Muhammad","year":"2014","journal-title":"Curr. Opin. Chem. Biol."},{"key":"ref_3","first-page":"1617","article-title":"Hypersensitivity reactions to platinum derivatives: Findings of new predictive markers","volume":"20","author":"Cetean","year":"2015","journal-title":"J. BUON"},{"key":"ref_4","first-page":"568","article-title":"Platinum derivatives: A multidisciplinary approach","volume":"22","author":"Oprean","year":"2017","journal-title":"J. BUON"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"2338","DOI":"10.1016\/j.ejmech.2007.10.003","article-title":"Synthesis and antitumor studies on novel Co(II), Ni(II) and Cu(II) metal complexes of bis (3-acetylcoumarin) thiocarbohydrazone","volume":"43","author":"Sathisha","year":"2008","journal-title":"Eur. J. Med. Chem."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"128","DOI":"10.1016\/j.ejmech.2016.07.018","article-title":"In vitro and in vivo studies of the antineoplastic activity of copper (II) compounds against human leukemia THP-1 and murine melanoma B16-F10 cell lines","volume":"123","author":"Borges","year":"2016","journal-title":"Eur. J. Med. Chem."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"110","DOI":"10.1016\/j.freeradbiomed.2010.10.696","article-title":"A copper chelate of thiosemicarbazone NSC 689534 induces oxidative\/ER stress and inhibits tumor growth in vitro and in vivo","volume":"50","author":"Hancock","year":"2011","journal-title":"Free Radic. Biol. Med."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1501","DOI":"10.1021\/acs.molpharmaceut.5b00938","article-title":"Developing an anticancer copper (II) prodrug based on the His242 residue of the human serum albumin carrier IIA subdomain","volume":"13","author":"Qi","year":"2016","journal-title":"Mol. Pharm."},{"key":"ref_9","first-page":"18","article-title":"Copper complexes in cancer therapy","volume":"5","author":"Denoyer","year":"2018","journal-title":"Met. Ions Life Sci."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"837373","DOI":"10.3389\/fonc.2022.837373","article-title":"A Novel copper(II) indenoisoquinoline complex inhibits topoisomerase I, induces G2 phase arrest, and autophagy in three adenocarcinomas","volume":"12","author":"Molinaro","year":"2022","journal-title":"Front. Oncol."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"1337","DOI":"10.1002\/ejic.202100168","article-title":"Anticancer activity and mode of action of copper (II)-bis (thiosemicarbazonato) complexes with pendant nitrogen heterocycles","volume":"14","author":"Palma","year":"2021","journal-title":"Eur. J. Inorg. Chem."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"111563","DOI":"10.1016\/j.jinorgbio.2021.111563","article-title":"Copper(II) complexes with non-steroidal anti-inflammatory drugs: Structural characterization, in vitro and in silico biological profile","volume":"224","author":"Malis","year":"2021","journal-title":"J. Inorg. Biochem."},{"key":"ref_13","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_14","doi-asserted-by":"crossref","first-page":"1837","DOI":"10.1002\/zaac.200700214","article-title":"Synthesis, crystal structures and properties of [Cu(L1)2(py)2(H2O)](H2O) [HL1=N-(5-ethyl-[1,3,4]-thiadiazole-2-yl)- toluenesulfonamidate] and [Cu(L2)2(py)2(H2O)] [HL2 = N-(5-ethyl-[1,3,4]-thiadiazole-2-yl)- benzenesulfonamidate]","volume":"633","author":"Hangan","year":"2007","journal-title":"Z. Anorg. Allg. Chem."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"615","DOI":"10.1107\/S0108768110039327","article-title":"Structure of N-(5-ethyl-[1,3,4]-thiadiazole-2-yl)-toluenesulfonamide by combined X-ray powder diffraction, 13C solid-state NMR and molecular modelling","volume":"6","author":"Hangan","year":"2010","journal-title":"Acta Cryst."},{"key":"ref_16","first-page":"932","article-title":"Synthesis of new N-substituted heterocyclic sulfonamides","volume":"6","author":"Hangan","year":"2012","journal-title":"Farmacia"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"395","DOI":"10.1134\/S1070328415050024","article-title":"Synthesis, crystal structure, proprieties and nuclease activity of a new Cu(II) complex [Cu(L)2(Py)2(H2O)] (HL=N-(5-(4-methylphenyl)-[1,3,4]-thiadiazole-2-yl)-toluenesulfonamide)","volume":"41","author":"Hangan","year":"2015","journal-title":"Russ. J. Coord. Chem."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"815","DOI":"10.1007\/s12039-016-1077-1","article-title":"Synthesis, crystal structure and characterization of new biologically active Cu(II) complexes with ligand derived from N-subtituted sulfonamide","volume":"128","author":"Hangan","year":"2016","journal-title":"J. Chem. Sci."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"153","DOI":"10.1007\/s11243-017-0120-5","article-title":"Synthesis, crystal structures, characterization and antitumor activities of two copper(II) complexes of a sulfonamide ligand","volume":"42","author":"Hangan","year":"2017","journal-title":"Transit. Met. Chem."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"884","DOI":"10.1016\/j.ica.2018.07.045","article-title":"Synthesis, crystal structure, DNA cleavage and antitumor activity of two copper(II) complexes with N-sulfonamide ligand","volume":"482","author":"Hangan","year":"2018","journal-title":"Inorg. Chim. Acta"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"1102","DOI":"10.3109\/14756366.2015.1096270","article-title":"Salts of 5-amino-2-sulfonamide-1,3,4-thiadiazole, a structural and analog of acetazolamide, show interesting carbonic anhydrase inhibitory properties, diuretic, and anticonvulsant action","volume":"31","author":"Diaz","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"17236","DOI":"10.1039\/D0NJ01889A","article-title":"Sulfonamide-containing copper(II) complexes: New insights on biophysical interactions and antibacterial activities","volume":"44","author":"Nakahata","year":"2020","journal-title":"New J. Chem."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"622","DOI":"10.1080\/14756366.2020.1724995","article-title":"Bioorganometallic derivatives of 4-hydrazino-benzenesulphonamide as carbonic anhydrase inhibitors: Synthesis, characterisation and biological evaluation","volume":"35","author":"Brichet","year":"2020","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"2537","DOI":"10.1016\/j.poly.2009.05.017","article-title":"Oxidative DNA cleavage by copper ternary complexes of 1,10-phenanthroline and ethylenediamine-sulfonamide derivatives","volume":"28","author":"Bodoki","year":"2009","journal-title":"Polyhedron"},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"240","DOI":"10.1107\/S2053229622002984","article-title":"Structural studies of various olmesartan solvates","volume":"78","author":"Grosu","year":"2022","journal-title":"Acta Cryst. C"},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"226","DOI":"10.1107\/S1600576719014092","article-title":"Mercury 4.0: From visualization to analysis, design and prediction","volume":"53","author":"Macrae","year":"2020","journal-title":"J. Appl. Cryst."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"3814","DOI":"10.1039\/b704980c","article-title":"Towards quantitative analysis of intermolecular interactions with Hirshfeld surfaces","volume":"37","author":"McKinnon","year":"2007","journal-title":"Chem. Commun."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"4517","DOI":"10.1021\/cg8005212","article-title":"Hirshfeld surfaces identify inadequacies in computations of intermolecular interactions in crystals: Pentamorphic 1,8-Dihydroxyanthraquinone","volume":"8","author":"Rohl","year":"2008","journal-title":"Cryst. Growth Des."},{"key":"ref_29","unstructured":"Shiver, D.F., Atkins, P.W., and Langdorf, C.H. (1998). Espectros electronicos de complejos. Quimica Inorganica, Editorial Revert\u00e9."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"613","DOI":"10.1016\/0277-5387(96)00317-8","article-title":"Metallation of 2-sulfanilamidopyrimidine (sulfadiazine). X-ray diffraction structure and solution behaviour of bis(sulfadiazinato) mercury(II) bis(dimethylsulfoxide)","volume":"16","author":"Fiol","year":"1997","journal-title":"Polyhedron"},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"178","DOI":"10.1016\/S0020-1693(98)00018-8","article-title":"Coordination chemistry of mixed pyridine-phenol ligands; mononuclear palladium(II) and dinuclear copper(II) complexes of derivatives of bidentate N,O-chelating ligands based on 2-(2-hydroxyphenyl)pyridine","volume":"278","author":"Otter","year":"1998","journal-title":"Inorg. Chim. Acta"},{"key":"ref_32","doi-asserted-by":"crossref","unstructured":"Desiraju, G.R. (2003). Crystal Design Structure and Function Perspectives in Supramolecular Chemistry, John Wiley&Sons.","DOI":"10.1002\/0470868015"},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"2873","DOI":"10.1021\/ic402599e","article-title":"A versatile dinucleating ligand containing sulfonamide groups","volume":"53","author":"Sundberg","year":"2014","journal-title":"Inorg. Chem."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"23","DOI":"10.1140\/epjd\/s10053-020-00027-x","article-title":"Preferred protonation site of a series of sulfa drugs in the gas phase revealed by IR spectroscopy","volume":"75","author":"Uhlemann","year":"2021","journal-title":"Eur. Phys. J. D"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"4386","DOI":"10.4067\/s0717-97072019000104386","article-title":"Bio-potent sulfonamides","volume":"64","author":"Dineshkumar","year":"2019","journal-title":"J. Chil. Chem. Soc."},{"key":"ref_36","unstructured":"Hathaway, B.J. (1987). Comprehensive Coordination Chemistry, Wilkinson&Gillard. Chapter 9."},{"key":"ref_37","doi-asserted-by":"crossref","unstructured":"Bertini, I., and Drago, R. (1979). ESR and NMR of Paramagnetic Species in Biological and Related Systems, Nato Advances Study Institutes Series (ASIC).","DOI":"10.1007\/978-94-009-9524-6"},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"e6530","DOI":"10.1002\/aoc.6530","article-title":"Synthesis, spectroscopic and thermal studies of Cu+2, Ni+2 and Co+3 complexes of Schiff base containing furan moiety. Antitumor, antioxidant, antibacterial and DNA interaction studies","volume":"36","author":"Venkateswarlu","year":"2022","journal-title":"Appl. Organomet. Chem."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"859","DOI":"10.1021\/acs.jcim.8b00055","article-title":"Theoretical studies on DNA-cleavage mechanism of copper(II) complexes: Probing generation of reactive oxygen species","volume":"58","author":"Miao","year":"2018","journal-title":"J. Chem. Inf. Model."},{"key":"ref_40","doi-asserted-by":"crossref","unstructured":"\u010capek, J., and Rou\u0161ar, T. (2021). Detection of oxidative stress induced by nanomaterials in cells -The roles of reactive oxygen species and glutathione. Molecules, 26.","DOI":"10.3390\/molecules26164710"},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"1085","DOI":"10.1089\/ars.2010.3663","article-title":"Anticancer activity of metal complexes: Involvement of redox processes","volume":"15","author":"Jungwirth","year":"2021","journal-title":"Antioxid. Redox Signal."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"80283","DOI":"10.1155\/BCA\/2006\/80283","article-title":"Synthesis, superoxide dismutase mimetic and anticancer activities of metal complexes of 2,2-dimethylpentanedioic acid (2dmepdaH2) and 3,3-dimethylpentanedioic acid(3dmepdaH2): X-ray crystal structures of [Cu(3dmepda)(bipy)]2\u00b76H2O and [Cu(2dmepda)(bipy)(EtOH)]2\u00b7 4EtOH (bipy = 2,2\u2019 bipyridine)","volume":"2006","author":"Devereux","year":"2006","journal-title":"Bioinorg. Chem. Appl."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"112","DOI":"10.1007\/s00775-002-0394-7","article-title":"Development of novel copper(II) complexes of benzothiazole-N-sulfonamides as protective agents against superoxide anion. Crystal structures of [Cu(N\u20132-(4-methylbenzothiazole)benzenesulfonamidate)2(py)2] and [Cu(N\u20132-(6-nitrobenzothiazole) naphthalensulfonamidate)2(py)2]","volume":"8","author":"Alzuet","year":"2003","journal-title":"J. Biol. Inorg. Chem."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"189","DOI":"10.1016\/j.jinorgbio.2003.10.012","article-title":"Strong protective action of copper (II) N-substituted sulfonamide complexes against reactive oxygen species","volume":"98","author":"Alzuet","year":"2004","journal-title":"J. Inorg. Biochem."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"170","DOI":"10.1016\/S0020-1693(00)00080-3","article-title":"Superoxide dismutase activity of thernary copper complexes of sulfathiazole and imidazole derivatives. Synthesis and properties of [CuL2(R-Him)2] [HL = 4-amino-N-(thiazol-2-yl) benzensulfonamide, R-Him=4-methylimidazole, 4,4-dimethylimidazoline or 1,2-dimethylimidazole].Crystal structure of [CuL2(4,4-dimethylimidazole]","volume":"304","author":"Casanova","year":"2000","journal-title":"Inorg. Chim. Acta"},{"key":"ref_46","first-page":"368","article-title":"DNA cleavage study and SOD-mimetic activity of a new Cu(II) complex","volume":"65","author":"Hangan","year":"2017","journal-title":"Farmacia"},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"65","DOI":"10.1016\/0162-0134(94)85038-0","article-title":"Coordination behavior of sulfathiazole. Crystal structure of dichloro-disulfathiazole ethanol Cu(II) complex. Superoxide dismutase activity","volume":"56","author":"Casanova","year":"1994","journal-title":"J. Inorg. Biochem."},{"key":"ref_48","unstructured":"Hrapkiewicz, K., and Medina, L. (2013). Clinical Laboratory Animal Medicine: An Introduction, Blackwell Publishing Professional."},{"key":"ref_49","first-page":"939","article-title":"Synthesis and caracterization of some cobalt (II) complexes with amino acids having biological activities","volume":"60","author":"Rusu","year":"2009","journal-title":"Rev. Chim."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"1305","DOI":"10.1016\/j.poly.2009.12.030","article-title":"Synthesis, crystallographic, spectroscopic characterization and magnetic properties of dimer and monomer ternary copper(II) complexes with sulfonamide derivatives and 1,10-phenantroline. Nuclease activity by the oxidative mechanism","volume":"29","author":"Hangan","year":"2010","journal-title":"Polyhedron"},{"key":"ref_51","unstructured":"(2015). CrysAlis PRO, Rigaku Oxford Diffraction."},{"key":"ref_52","first-page":"3","article-title":"SHELXT\u2014Integrated space-group and crystal-structure determination","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst."},{"key":"ref_53","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 Cryst."},{"key":"ref_54","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":"Appl. Cryst."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"378","DOI":"10.1039\/B203191B","article-title":"Fingerprinting intermolecular interactions in molecular crystals","volume":"4","author":"Spackman","year":"2002","journal-title":"Cryst. Eng. Comm"},{"key":"ref_56","unstructured":"Turner, M.J., McKinnon, J.J., Wolff, S.K., Grimwood, D.J., Spackman, P.R., Jayatilaka, D., and Spackman, M.A. (2017). CrystalExplorer1, University of Western Australia."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"4060","DOI":"10.37358\/RC.19.11.7702","article-title":"Synthesis, characterization and biological activity of two new Copper (II) complexes with N-sulfonamide ligand","volume":"70","author":"Hangan","year":"2019","journal-title":"Rev. Chim."},{"key":"ref_58","unstructured":"Oberlay, L.W., and Spitz, D.R. (1986). Handbook of Methods for Oxygen Radicals Research, RA Greenwald CRC Press."},{"key":"ref_59","doi-asserted-by":"crossref","unstructured":"Grozav, A., Porumb, I.D., G\u0103in\u0103, L.I., Filip, L., and Hanganu, D. (2017). Cytotoxicity and antioxidant potential of novel 2-(2-((1H-indol-5-yl) methylene)-hydrazinyl)-thiazole derivatives. Molecules, 22.","DOI":"10.3390\/molecules22020260"},{"key":"ref_60","first-page":"56","article-title":"Anticancer activity of Euonymus europaeus fruit extract on human melanoma cells","volume":"65","author":"Sevastre","year":"2017","journal-title":"Farmacia"},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"6828","DOI":"10.1016\/j.arabjc.2020.06.035","article-title":"Synthesis, characterization of inclusion compounds of amygdalin with \u03b2-cyclodextrin and sod-like activity and cytotoxicity on hela tumor cells","volume":"13","author":"Marian","year":"2020","journal-title":"Arab. J. Chem."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"812","DOI":"10.31925\/farmacia.2020.5.6","article-title":"Artemisia annua L. extract: A new phytoproduct with SOD-like and antitumor activity","volume":"68","author":"Stan","year":"2020","journal-title":"Farmacia"},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"493","DOI":"10.1093\/ajcp\/45.4_ts.493","article-title":"Antibiotic susceptibility testing by a standardized single disk method","volume":"45","author":"Bauer","year":"1966","journal-title":"Am. J. Clin. Pathol."},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"365","DOI":"10.37358\/RC.18.2.6108","article-title":"Salvia officinalis L. and Verbascum phlomoides L. Chemical, antimicrobial, antioxidant and antitumor investigations","volume":"69","author":"Marian","year":"2018","journal-title":"Rev. Chim."},{"key":"ref_65","first-page":"252","article-title":"Chemical, antioxidant and antibacterial studies of romanian Heracleum sphondylium","volume":"65","author":"Benedec","year":"2017","journal-title":"Farmacia"},{"key":"ref_66","unstructured":"Clinical and Laboratory Standards Institute (CLSI) (2018). Document M02: Performance Standards for Antimicrobial Disk Susceptibility Tests, CLSI. [13th ed.]."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"836","DOI":"10.1002\/jps.2600580708","article-title":"Antimicrobial activity of dimethyl sulfoxide against Escherichia coli, Pseudomonas aeruginosa and Bacillus megaterium","volume":"58","author":"Ansel","year":"1969","journal-title":"J. Pharm. Sci."},{"key":"ref_68","unstructured":"Markey, B.K., Leonard, F.C., Archambault, M., Cullinane, A., and Maguire, D. (2013). Clinical Veterinary Microbiology, Elsevier. [2nd ed.]."},{"key":"ref_69","unstructured":"Quinn, P.J., Markey, B.K., Leonard, F.C., Fitzpatrick, E.S., Fanning, S., and Hartigan, P.J. (2011). Veterinary Microbiology and Microbial Disease, Wiley-BlackWell. [2nd ed.]."},{"key":"ref_70","first-page":"907","article-title":"Anti-tumor effect of Euonymus Europaeus on Ehrlich tumor cells in vivo","volume":"62","author":"Sevastre","year":"2014","journal-title":"Farmacia"},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"1893","DOI":"10.37358\/RC.19.6.7243","article-title":"Artemisia annua L.: Chemical characterization, in vitro antioxidant investigations and in vivo toxicity studies","volume":"70","author":"Stan","year":"2019","journal-title":"Rev. Chim."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/10\/3338\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T23:16:44Z","timestamp":1760138204000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/10\/3338"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,5,23]]},"references-count":71,"journal-issue":{"issue":"10","published-online":{"date-parts":[[2022,5]]}},"alternative-id":["molecules27103338"],"URL":"https:\/\/doi.org\/10.3390\/molecules27103338","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,5,23]]}}}