دورية أكاديمية
A new biphenol-dipicolylamine based ligand and its dinuclear Zn 2+ complex as fluorescent sensors for ibuprofen and ketoprofen in aqueous solution.
العنوان: | A new biphenol-dipicolylamine based ligand and its dinuclear Zn 2+ complex as fluorescent sensors for ibuprofen and ketoprofen in aqueous solution. |
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المؤلفون: | Paderni D; Department of Pure and Applied Sciences, University of Urbino, via Ca' le Suore, 2-4, 61029 Urbino, Italy. vieri.fusi@uniurb.it., Macedi E; Department of Pure and Applied Sciences, University of Urbino, via Ca' le Suore, 2-4, 61029 Urbino, Italy. vieri.fusi@uniurb.it., Giacomazzo GE; Department of Chemistry 'Ugo Schiff', University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, FI, Italy. luca.conti@unifi.it., Formica M; Department of Pure and Applied Sciences, University of Urbino, via Ca' le Suore, 2-4, 61029 Urbino, Italy. vieri.fusi@uniurb.it., Giorgi L; Department of Pure and Applied Sciences, University of Urbino, via Ca' le Suore, 2-4, 61029 Urbino, Italy. vieri.fusi@uniurb.it., Valtancoli B; Department of Chemistry 'Ugo Schiff', University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, FI, Italy. luca.conti@unifi.it., Rossi P; Department of Industrial Engineering, University of Florence, via S. Marta 3, 50139 Florence, Italy., Paoli P; Department of Industrial Engineering, University of Florence, via S. Marta 3, 50139 Florence, Italy., Conti L; Department of Chemistry 'Ugo Schiff', University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, FI, Italy. luca.conti@unifi.it., Fusi V; Department of Pure and Applied Sciences, University of Urbino, via Ca' le Suore, 2-4, 61029 Urbino, Italy. vieri.fusi@uniurb.it., Giorgi C; Department of Chemistry 'Ugo Schiff', University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, FI, Italy. luca.conti@unifi.it. |
المصدر: | Dalton transactions (Cambridge, England : 2003) [Dalton Trans] 2024 Jun 04; Vol. 53 (22), pp. 9495-9509. Date of Electronic Publication: 2024 Jun 04. |
نوع المنشور: | Journal Article |
اللغة: | English |
بيانات الدورية: | Publisher: Royal Society of Chemistry Country of Publication: England NLM ID: 101176026 Publication Model: Electronic Cited Medium: Internet ISSN: 1477-9234 (Electronic) Linking ISSN: 14779226 NLM ISO Abbreviation: Dalton Trans Subsets: MEDLINE |
أسماء مطبوعة: | Original Publication: Cambridge, UK : Royal Society of Chemistry, c2003- |
مواضيع طبية MeSH: | Zinc*/chemistry , Fluorescent Dyes*/chemistry , Fluorescent Dyes*/chemical synthesis , Coordination Complexes*/chemistry , Coordination Complexes*/chemical synthesis , Amines*/chemistry , Picolinic Acids*/chemistry , Ketoprofen*/chemistry , Ibuprofen*/chemistry, Ligands ; Water/chemistry ; Density Functional Theory ; Phenols/chemistry ; Spectrometry, Fluorescence ; Molecular Structure ; Models, Molecular ; Solutions |
مستخلص: | In this work, the study of the new ligand 3,3'-bis[ N , N -bis(pyridine-2-ylmethyl)aminomethyl]-2,2'-dihydroxybiphenyl (L) is reported, where a central 2,2'-biphenol (BPH) fluorophore was functionalized at 3,3'-positions with two dipicolylamine (DPA) side arms as receptor units. Following the synthesis and full chemical-physical characterization, the acid-base and Zn 2+ -coordination abilities of L were investigated through a combination of potentiometric, UV-Vis, fluorescence, NMR, XRD and DFT measurements. The optical properties of the ligand turned out to be strongly dependent on the pH, being straightforwardly associated with the protonation state of the BPH moiety, whereas its peculiar design allowed to form stable mono and dinuclear Zn 2+ complexes. In the latter species, the presence of two Zn 2+ ions coordinatively unsaturated and placed at close distance to each other, prompted us to test their usefulness as metallo-receptors for two environmental pollutants of great relevance, ibuprofen and ketoprofen. Potentiometric and fluorescence investigations evidenced that these important non-steroidal anti-inflammatory drugs (NSAIDs) are effectively coordinated by the metallo-receptors and, of relevance, both the stability and the fluorescence properties of the resulting ternary adducts are markedly affected by the different chemical architectures of the two substrates. This study aims at highlighting the promising perspectives arising from the use of polyamino phenolic ligands as chemosensors for H + /Zn 2+ and other additional anionic targets in their metal-complexed forms. |
المشرفين على المادة: | J41CSQ7QDS (Zinc) 0 (Ligands) 0 (Fluorescent Dyes) 0 (Coordination Complexes) 0 (2,2'-dipicolylamine) 0 (Amines) 0 (Picolinic Acids) 90Y4QC304K (Ketoprofen) WK2XYI10QM (Ibuprofen) 059QF0KO0R (Water) 0 (Phenols) 0 (Solutions) |
تواريخ الأحداث: | Date Created: 20240520 Date Completed: 20240604 Latest Revision: 20240604 |
رمز التحديث: | 20240604 |
DOI: | 10.1039/d4dt00935e |
PMID: | 38767612 |
قاعدة البيانات: | MEDLINE |
تدمد: | 1477-9234 |
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DOI: | 10.1039/d4dt00935e |