{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,7]],"date-time":"2026-10-07T13:20:49Z","timestamp":1791379249324,"version":"4.3.2"},"reference-count":39,"publisher":"MDPI AG","issue":"11","license":[{"start":{"date-parts":[[2022,5,27]],"date-time":"2022-05-27T00:00:00Z","timestamp":1653609600000},"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>New coordination compounds of Mn(II), Fe(III), Co(II), and Ni(II) and the biologically active ligand L (N\u2032-benzylidenepyrazine-2-carbohydrazonamide) were synthesized and characterized by appropriate analytical techniques: elemental analysis (EA), thermogravimetric analysis (TG\u2013DTG), infrared spectroscopy (FTIR), and flame-atomic absorption spectrometry (F-AAS). The biological activity of the obtained compounds was then comprehensively investigated. Rational use of these compounds as potential drugs was proven by ADME analysis. All obtained compounds were screened in vitro for antibacterial, antifungal, and anticancer activities. Some of the studied complexes exhibited significantly higher activity than the ligand alone.<\/jats:p>","DOI":"10.3390\/molecules27113467","type":"journal-article","created":{"date-parts":[[2022,5,29]],"date-time":"2022-05-29T23:43:03Z","timestamp":1653867783000},"page":"3467","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["New Coordination Compounds Based on a Pyrazine Derivative: Design, Characterization, and Biological Study"],"prefix":"10.3390","volume":"27","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-5249-9809","authenticated-orcid":false,"given":"Alina","family":"Climova","sequence":"first","affiliation":[{"name":"Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8628-1568","authenticated-orcid":false,"given":"Ekaterina","family":"Pivovarova","sequence":"additional","affiliation":[{"name":"Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bart\u0142omiej","family":"Rogalewicz","sequence":"additional","affiliation":[{"name":"Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Anita","family":"Raducka","sequence":"additional","affiliation":[{"name":"Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ma\u0142gorzata","family":"Szczesio","sequence":"additional","affiliation":[{"name":"Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1634-0387","authenticated-orcid":false,"given":"Izabela","family":"Korona-G\u0142owniak","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Microbiology, Medical University of Lublin, 20-093 Lublin, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2027-9681","authenticated-orcid":false,"given":"Agnieszka","family":"Korga-Plewko","sequence":"additional","affiliation":[{"name":"Independent Medical Biology Unit, Medical University of Lublin, Jaczewskiego 8b, 20-090 Lublin, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7834-0828","authenticated-orcid":false,"given":"Magdalena","family":"Iwan","sequence":"additional","affiliation":[{"name":"Department of Toxicology, Medical University of Lublin, Chodzki 6, 20-093 Lublin, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9856-9232","authenticated-orcid":false,"given":"Katarzyna","family":"Gobis","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Medical University of Gdansk, 107 Gen. 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Clin."},{"key":"ref_2","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_3","doi-asserted-by":"crossref","first-page":"100","DOI":"10.1038\/s41570-018-0018-6","article-title":"Metal\u2013ligand interactions in drug design","volume":"2","author":"Riccardi","year":"2018","journal-title":"Nat. Rev. Chem."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"119521","DOI":"10.1016\/j.ica.2020.119521","article-title":"Transition metal complexes as proteasome inhibitors for cancer treatment","volume":"506","author":"Shagufta","year":"2020","journal-title":"Inorg. Chim."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"599","DOI":"10.2147\/DDDT.S119488","article-title":"Metal complexes in cancer therapy\u2014An update from drug design perspective","volume":"11","author":"Ndagi","year":"2017","journal-title":"Drug Des. Dev. Ther."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"292","DOI":"10.1039\/b904533c","article-title":"Metal trafficking: From maintaining the metal homeostasis to future drug design","volume":"1","author":"Lalla","year":"2009","journal-title":"Metallomics"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"117","DOI":"10.1111\/j.1747-0285.2010.01060.x","article-title":"From Zn to Mn: The Study of Novel Manganese-binding Groups in the Search for New Drugs against Tuberculosis","volume":"77","author":"Williams","year":"2011","journal-title":"Chem. Biol. Drug Des."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1684","DOI":"10.1002\/cmdc.201900426","article-title":"Design and biological evaluation of manganese-and ruthenium-based hybrid CO-RMs (HYCOs)","volume":"14","author":"Ollivier","year":"2019","journal-title":"ChemMedChem"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"2605","DOI":"10.2147\/DDDT.S143875","article-title":"Protective role of quercetin against manganese-induced injury in the liver, kidney, and lung; and hematological parameters in acute and subchronic rat models","volume":"11","author":"Bahar","year":"2017","journal-title":"Drug Des. Dev. Ther."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"11451","DOI":"10.1039\/D0DT02135K","article-title":"Recent advances in iron-complexes as drug candidates for cancer therapy: Reactivity, mechanism of action and metabolites","volume":"49","author":"Hognon","year":"2020","journal-title":"Dalton Trans."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"0066","DOI":"10.1038\/s41570-017-0066","article-title":"The medicinal chemistry of ferrocene and its derivatives","volume":"1","author":"Patra","year":"2017","journal-title":"Nat. Rev. Chem."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"2866","DOI":"10.1016\/j.bmcl.2011.03.082","article-title":"Synthesis and in vitro antitubercular activity of ferrocene-based hydrazones","volume":"21","author":"Mahajana","year":"2011","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"2229","DOI":"10.1039\/C8QO00422F","article-title":"Application of organocatalysis in bioorganometallic chemistry: Asymmetric synthesis of multifunctionalized spirocyclic pyrazolone\u2013ferrocene hybrids as novel RalA inhibitors","volume":"5","author":"Zhang","year":"2018","journal-title":"Org. Chem. Front."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1007\/s10904-004-2371-9","article-title":"Macromolecular ferrocene compounds as cancer drug models","volume":"15","author":"Neuse","year":"2005","journal-title":"J. Inorg. Organomet. Polym. Mater."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"740","DOI":"10.1002\/aoc.3498","article-title":"Synthesis, characterization and biological evaluation of a cobalt(II) complex with 5-chloro-8-hydroxyquinoline as anticancer agent","volume":"30","author":"Zhang","year":"2016","journal-title":"Appl. Organometal. Chem."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"13796","DOI":"10.1039\/C5DT02101D","article-title":"Advances in cobalt complexes as anticancer agents","volume":"44","author":"Munteanu","year":"2015","journal-title":"Dalton Trans."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"189","DOI":"10.1016\/j.cbpa.2012.11.019","article-title":"Cobalt derivatives as promising therapeutic agents","volume":"17","author":"Heffern","year":"2013","journal-title":"Curr. Opin. Chem. Biol."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"5245","DOI":"10.1021\/jm101096x","article-title":"Preparation and characterization of amino-linked heterocyclic carbene palladium, gold, and silver complexes and their use as anticancer agents that act by triggering apoptotic cell death","volume":"54","author":"Wang","year":"2011","journal-title":"J. Med. Chem."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"2451","DOI":"10.1039\/C5NJ02739J","article-title":"New pyridazine-based binuclear nickel (II), copper (II) and zinc (II) complexes as prospective anticancer agents","volume":"40","author":"Rafi","year":"2016","journal-title":"New J. Chem."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"5643","DOI":"10.1039\/C5NJ00594A","article-title":"Iron (III) and nickel (II) complexes as potential anticancer agents: Synthesis, physicochemical and structural properties, cytotoxic activity and DNA interactions","volume":"39","author":"Congur","year":"2015","journal-title":"New J. Chem."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"128013","DOI":"10.1016\/j.molstruc.2020.128013","article-title":"Synthesis, characterization of some pyrazine derivatives as anti-cancer agents: In vitro and in Silico approaches","volume":"1210","author":"Tantawy","year":"2020","journal-title":"J. Mol. Struct."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"33","DOI":"10.1517\/13543776.2014.982533","article-title":"Pyrazine derivatives: A patent review (June 2012\u2013present)","volume":"25","author":"Dolezal","year":"2015","journal-title":"Expert Opin. Ther. Pat."},{"key":"ref_23","first-page":"15","article-title":"Medicinal applications of coordination chemistry","volume":"2","author":"Jones","year":"2007","journal-title":"R. Soc. Chem."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1016\/S0169-409X(00)00129-0","article-title":"Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings","volume":"46","author":"Lipinski","year":"2001","journal-title":"Adv. Drug Deliv. Rev."},{"key":"ref_25","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_26","doi-asserted-by":"crossref","first-page":"3867","DOI":"10.1021\/jm000292e","article-title":"Prediction of drug absorption using multivariate statistics","volume":"3","author":"Egan","year":"2000","journal-title":"J. Med. Chem."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"2615","DOI":"10.1021\/jm020017n","article-title":"Molecular properties that influence the oral bioavailability of drug candidates","volume":"45","author":"Veber","year":"2002","journal-title":"J. Med. Chem."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"1841","DOI":"10.1021\/jm015507e","article-title":"Simple selection criteria f or drug-like chemical matter","volume":"44","author":"Muegge","year":"2001","journal-title":"J. Med. Chem."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"911","DOI":"10.1002\/ardp.201200160","article-title":"Synthesis and Antimicrobial Activity of Novel Heterocyclic Sulfamoyl-phenyl-carboximidamides Derived from ClinicallyApplied Sulfonamides","volume":"345","author":"Gobis","year":"2012","journal-title":"Arch. Pharm. Chem. Life Sci."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"120887","DOI":"10.1016\/j.jorganchem.2019.120887","article-title":"Synthesis, structure and bonding modes of pyrazine based ligands of Cp*Rh and Cp*Ir complexes: The study of in-vitro cytotoxicity against human cell lines","volume":"899","author":"Lapasam","year":"2019","journal-title":"J. Organomet. Chem."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"49","DOI":"10.1002\/hc.20751","article-title":"Studies on pyrazine derivatives LII: Antibacterial and antifungal activity of nitrogen heterocyclic compounds obtained by pyrazinamidrazone usage","volume":"23","author":"Foks","year":"2012","journal-title":"Heteroat. Chem."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"127","DOI":"10.1093\/protein\/8.2.127","article-title":"LIGPLOT: A program to generate schematic diagrams of protein-ligand interactions","volume":"8","author":"Wallace","year":"1995","journal-title":"Protein Eng."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"444","DOI":"10.1007\/s10593-014-1496-1","article-title":"Prediction of the biological activity spectra of organic compounds using the PASS online web resource","volume":"50","author":"Filimonov","year":"2014","journal-title":"Chem. Heterocycl. Compd."},{"key":"ref_34","doi-asserted-by":"crossref","unstructured":"Lagunin, A.A., Dubovskaja, V.I., Rudik, A.V., Pogodin, P.V., Druzhilovskiy, D.S., Gloriozova, T.A., Filimonov, D.A., Sastry, G.N., and Poroikov, V.V. (2018). CLC-Pred: A freely available web-service for in silico prediction of human cell line cytotoxicity for drug-like compounds. PLoS ONE, 13.","DOI":"10.1371\/journal.pone.0191838"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"42717","DOI":"10.1038\/srep42717","article-title":"SwissADME: A free web tool to evaluate pharmacokinetics, drug-likeness and medicinal chemistry friendliness of small molecules","volume":"7","author":"Daina","year":"2017","journal-title":"Sci. Rep."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"1117","DOI":"10.1002\/cmdc.201600182","article-title":"A BOILED-Egg to Predict Gastrointestinal Absorption and Brain Penetration of Small Molecules","volume":"11","author":"Daina","year":"2016","journal-title":"ChemMedChem"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"W257","DOI":"10.1093\/nar\/gky318","article-title":"ProTox-II: A webserver for the prediction of toxicity of chemicals","volume":"46","author":"Banerjee","year":"2018","journal-title":"Nucleic Acids Res."},{"key":"ref_38","doi-asserted-by":"crossref","unstructured":"Gacki, M., Kafarska, K., Pietrzak, A., Korona-G\u0142owniak, I., and Wolf, W.M. (2020). Quasi-isostructural Co(II) and Ni(II) complexes with mefenamato ligand: Synthesis, characterization, and biological activity. Molecules, 25.","DOI":"10.3390\/molecules25133099"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"159","DOI":"10.1016\/j.acthis.2018.02.005","article-title":"Tetrazolium salts and formazan products in Cell Biology: Viability assessment, fluorescence imaging, and labeling perspectives","volume":"120","author":"Stockert","year":"2018","journal-title":"Acta Histochem."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/11\/3467\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T23:20:13Z","timestamp":1760138413000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/11\/3467"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,5,27]]},"references-count":39,"journal-issue":{"issue":"11","published-online":{"date-parts":[[2022,6]]}},"alternative-id":["molecules27113467"],"URL":"https:\/\/doi.org\/10.3390\/molecules27113467","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,5,27]]}}}