Michaela Rendošová, Róbert Gyepes, Simona Sovová, Danica Sabolová, Mária Vilková, Petra Olejníková, Martin Kello, Boris Lakatoš, Zuzana Vargová
{"title":"Ga(III) pyridinecarboxylate complexes: potential analogues of the second generation of therapeutic Ga(III) complexes?","authors":"Michaela Rendošová, Róbert Gyepes, Simona Sovová, Danica Sabolová, Mária Vilková, Petra Olejníková, Martin Kello, Boris Lakatoš, Zuzana Vargová","doi":"10.1007/s00775-023-02012-2","DOIUrl":null,"url":null,"abstract":"<div><p>A series of novel Ga(III)—pyridine carboxylates ([Ga(Pic)<sub>3</sub>]·H<sub>2</sub>O (GaPic; HPic = picolinic acid), H<sub>3</sub>O[Ga(Dpic)<sub>2</sub>]·H<sub>2</sub>O (GaDpic; H<sub>2</sub>Dpic = dipicolinic acid), [Ga(Chel)(H<sub>2</sub>O)(OH)]<sub>2</sub>·4H<sub>2</sub>O (GaChel; H<sub>2</sub>Chel = chelidamic acid) and [Ga(Cldpic)(H<sub>2</sub>O)(OH)]<sub>2</sub> (GaCldpic; H<sub>2</sub>Cldpic = 4-chlorodipicolinic acid)) have been synthesized by simple one-step procedure. Vibrational spectroscopy (mid-IR), elemental analysis, thermogravimetric analysis and X-ray diffraction confirmed complexes molecular structure, inter and intramolecular interactions and their influence to spectral and thermal properties. Moreover, complex species speciation was described in Ga(III)-HPic and Ga(III)-H<sub>2</sub>Dpic systems by potentiometry and <sup>1</sup>H NMR spectroscopy and mononuclear complex species were determined; [Ga(Pic)<sub>2</sub>]<sup>+</sup> (log<i>β</i><sub><i>021</i></sub> = 16.23(6)), [Ga(Pic)<sub>3</sub>] (log<i>β</i><sub><i>031</i></sub> = 20.86(2)), [Ga(Dpic)<sub>2</sub>]<sup>−</sup> (log<i>β</i><sub><i>021</i></sub> = 15.42(9)) and [Ga(Dpic)<sub>2</sub>(OH)]<sup>2−</sup> (log<i>β</i><sub><i>-121</i></sub> = 11.08(4)). To confirm the complexes stability in 1% DMSO (primary solvent for biological testing), timescale <sup>1</sup>H NMR spectra were measured (immediately after dissolution up to 96 h). Antimicrobial activity evaluated by IC<sub>50</sub> (0.05 mM) is significant for GaDpic and GaCldpic against difficult to treat and multi-resistant <i>P. aeruginosa</i>. On the other hand, the GaPic complex is most effective against Jurkat, MDA-MB-231 and A2058 cancer cell lines and significantly also decreases the HepG2 cancer cells viability at 75 and 100 μM concentrations in a relatively short time (up to 48 h). In addition, fluorescence measurements have been used to elucidate bovine serum albumin binding activity between ligands, Ga(III) complexes and bovine serum albumin.</p><h3>Graphical abstract</h3>\n <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\n </div>","PeriodicalId":603,"journal":{"name":"JBIC Journal of Biological Inorganic Chemistry","volume":"28 6","pages":"591 - 611"},"PeriodicalIF":2.7000,"publicationDate":"2023-07-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s00775-023-02012-2.pdf","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"JBIC Journal of Biological Inorganic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://link.springer.com/article/10.1007/s00775-023-02012-2","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0
Abstract
A series of novel Ga(III)—pyridine carboxylates ([Ga(Pic)3]·H2O (GaPic; HPic = picolinic acid), H3O[Ga(Dpic)2]·H2O (GaDpic; H2Dpic = dipicolinic acid), [Ga(Chel)(H2O)(OH)]2·4H2O (GaChel; H2Chel = chelidamic acid) and [Ga(Cldpic)(H2O)(OH)]2 (GaCldpic; H2Cldpic = 4-chlorodipicolinic acid)) have been synthesized by simple one-step procedure. Vibrational spectroscopy (mid-IR), elemental analysis, thermogravimetric analysis and X-ray diffraction confirmed complexes molecular structure, inter and intramolecular interactions and their influence to spectral and thermal properties. Moreover, complex species speciation was described in Ga(III)-HPic and Ga(III)-H2Dpic systems by potentiometry and 1H NMR spectroscopy and mononuclear complex species were determined; [Ga(Pic)2]+ (logβ021 = 16.23(6)), [Ga(Pic)3] (logβ031 = 20.86(2)), [Ga(Dpic)2]− (logβ021 = 15.42(9)) and [Ga(Dpic)2(OH)]2− (logβ-121 = 11.08(4)). To confirm the complexes stability in 1% DMSO (primary solvent for biological testing), timescale 1H NMR spectra were measured (immediately after dissolution up to 96 h). Antimicrobial activity evaluated by IC50 (0.05 mM) is significant for GaDpic and GaCldpic against difficult to treat and multi-resistant P. aeruginosa. On the other hand, the GaPic complex is most effective against Jurkat, MDA-MB-231 and A2058 cancer cell lines and significantly also decreases the HepG2 cancer cells viability at 75 and 100 μM concentrations in a relatively short time (up to 48 h). In addition, fluorescence measurements have been used to elucidate bovine serum albumin binding activity between ligands, Ga(III) complexes and bovine serum albumin.
期刊介绍：
Biological inorganic chemistry is a growing field of science that embraces the principles of biology and inorganic chemistry and impacts other fields ranging from medicine to the environment. JBIC (Journal of Biological Inorganic Chemistry) seeks to promote this field internationally. The Journal is primarily concerned with advances in understanding the role of metal ions within a biological matrix—be it a protein, DNA/RNA, or a cell, as well as appropriate model studies. Manuscripts describing high-quality original research on the above topics in English are invited for submission to this Journal. The Journal publishes original articles, minireviews, and commentaries on debated issues.
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