Resistance of Acetyl-, Formyl-, and Methoxy-Phenylboronic Acids to Boroxine Formation and Their Employment in Fluoride Determination of Dental Formulations and Beverages by Fluorescence Quenching

Basit Öğe Kaydı
dc.contributor.authorKilinc, Emrah
dc.date.accessioned2024-08-31T07:48:24Z
dc.date.available2024-08-31T07:48:24Z
dc.date.issued2024
dc.departmentEge Üniversitesien_US
dc.description.abstractPhenylboronic acids (PBAs) form stable complexes with fluoride. The effect of type (methoxy-, formyl-, and acetyl-) and position (ortho-, meta-, and para-) of electron-donating substitutions on the hydrolytic stability and acidity of PBAs, as well as their spectroscopic and physicochemical properties and their usage in spectrofluorimetric fluoride determination, were investigated. Thermal stabilities, relative predisposition, and resistance to dehydroboronation of related PBA isomers were investigated in detail and compared with the use of thermogravimetric analysis and differential scanning calorimetry profiles. Dehydroboronation reaction leads to the synthesis of related new cyclic anhydric forms - specifically named boroxines - which are clearly distinguished by Fourier transform infrared spectroscopy. PBAs were used for the complexation of fluoride for spectrofluorimetric fluoride determination in dental formulations [toothpastes (TPs) and mouth rinses (MRs)] and beverages [mineral waters (MiWs)]. Determination was done by fluorescence quenching of PBAs in response to increasing fluoride concentration. The regression equation was y = -15.336x + 983.17 (R2 = 0.9931), and was linear in the 1.4-3.0-mM range. Determinations were performed with relative errors (%) in a range of -5.60 to +1.23, -2.01 to +5.69, and -4.16 to +2.54 for MRs, TPs, and MiWs, respectively, relative to fluoride levels of commercial samples. Chemometric analyses (cluster analysis, CA, principal component analysis, PCA) were performed on the same real samples. Raw fluorescence data was investigated by PCA to check their significance in chemometric discrimination. Dendograms and score plots successfully discriminated samples in related groups. This is the first demonstration of spectrofluorometric fluoride determination based on the quenching of related isomers of PBAs thus far, also the potential of raw fluorescence data of these PBAs for chemometric discrimination studies on related pharmaceutical samples was highlighted for the first time.en_US
dc.description.sponsorshipNational Boron Research Institute [BOREN-2008-C0138]; Ege University Scientific Research Projects Coordination Unit [2008-BIL-002]en_US
dc.description.sponsorshipThis work was supported by National Boron Research Institute (Project No. BOREN-2008-C0138) and Ege University Scientific Research Projects Coordination Unit (Project No. 2008-BIL-002). The author also thanks FABAL (Pharmaceutical Sciences Research Laboratory of Faculty of Pharmacy of University of Ege, Izmir, Tuerkiye; https://www.fabal.ege.edu.tr) for DSC, TGA, and FTIR measurements.en_US
dc.identifier.doi10.1007/s10812-024-01674-3
dc.identifier.endpage1371en_US
dc.identifier.issn0021-9037
dc.identifier.issn1573-8647
dc.identifier.issue6en_US
dc.identifier.scopus2-s2.0-85181747510en_US
dc.identifier.scopusqualityQ4en_US
dc.identifier.startpage1358en_US
dc.identifier.urihttps://doi.org/10.1007/s10812-024-01674-3
dc.identifier.urihttps://hdl.handle.net/11454/104773
dc.identifier.volume90en_US
dc.identifier.wosWOS:001137715900001en_US
dc.identifier.wosqualityN/Aen_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherSpringeren_US
dc.relation.ispartofJournal of Applied Spectroscopyen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.snmz20240831_Uen_US
dc.subjectFourier Transform Infrared Spectroscopyen_US
dc.subjectDifferential Scanning Calorimetryen_US
dc.subjectThermogravimetric Analysisen_US
dc.subjectFluorescence Quenchingen_US
dc.subjectPhenylboronic Acidsen_US
dc.subjectBoroxinesen_US
dc.subjectChemoinformaticsen_US
dc.titleResistance of Acetyl-, Formyl-, and Methoxy-Phenylboronic Acids to Boroxine Formation and Their Employment in Fluoride Determination of Dental Formulations and Beverages by Fluorescence Quenchingen_US
dc.typeArticleen_US

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu