Determination and characterization of selected fluoroquinolones oxidation products under potassium permanganate treatment

2015
journal article
article
dc.abstract.enA simple, sensitive and reproducible ultra-performance liquid chromatography (UPLC) method for the determination of: danofloxacin, enrofloxacin, marbofloxacin, orbifloxacin and pefloxacin oxidation stability under permanganate treatment in acidic conditions at pH from 3.0 to 6.0, was developed. Chromatographic separations were carried out using the Acquity UPLC BEH C 1 8 column; (2.1 x 100 mm, 1.7 pm particle size). The column was maintained at 40OC, and eluted under gradient conditions using from 100% to 75% of eluent A over 10 min for danofloxacin, enrofloxacin, marbofloxacin, orbifloxacin or 95% to 75% of eluent A over 10 min for pefloxacin, at a flow rate of 0.3 mL/min. Eluent A: 1% (v/v) formic acid in water; eluent B: 0.1% (v/v) formic acid in acetonitrile. Satisfactory resolution was obtained for oxidation products. The correlation coefficients and determination coefficients (R2) obtained for linear model for all examined fluoroquinolones were greater than 0.99. Linearity range was observed in the concentration range 0.06-0.13 mg/mL. Sensitivity of the method was good. The LOD and LOQ values were found to be 0.01 mg/mL and from 0.02 to 0.04 mg/mL, respectively. Good precision and intermediate precision with %RSD less than 2.0% was observed. The oxidation processes followed kinetic of the second order reaction and depended upon solution acidity. Oxidation of fluoroquinolones proceeded at piperazine moiety yielding respective hydroxy and oxo analogs, and leaving the quinolone fragment intact. Structures of products formed were assigned on a basis of UPLC/MS/MS fragmentation pathways.pl
dc.affiliationWydział Farmaceutyczny : Zakład Chemii Analitycznejpl
dc.affiliationWydział Farmaceutyczny : Zakład Chemii Lekówpl
dc.cm.date2020-01-07
dc.cm.id74813
dc.contributor.authorHubicka, Urszula - 129734 pl
dc.contributor.authorŻmudzki, Paweł - 214411 pl
dc.contributor.authorŻuromska-Witek, Barbara - 200539 pl
dc.contributor.authorZajdel, Paweł - 133883 pl
dc.contributor.authorKrzek, Jan - 130468 pl
dc.date.accession2015-12-10pl
dc.date.accessioned2020-01-17T08:58:59Z
dc.date.available2020-01-17T08:58:59Z
dc.date.issued2015pl
dc.date.openaccess0
dc.description.accesstimew momencie opublikowania
dc.description.additionalBibliogr. s. 1113-1114pl
dc.description.number6pl
dc.description.physical1101-1114pl
dc.description.points15pl
dc.description.versionostateczna wersja wydawcy
dc.description.volume72pl
dc.identifier.eissn2353-5288pl
dc.identifier.issn0001-6837pl
dc.identifier.projectROD UJ / OPpl
dc.identifier.urihttps://ruj.uj.edu.pl/xmlui/handle/item/136599
dc.identifier.weblinkhttp://www.ptfarm.pl/pub/File/Acta_Poloniae/2015/6/1101.pdfpl
dc.languageengpl
dc.language.containerengpl
dc.rightsUdzielam licencji. Uznanie autorstwa - Użycie niekomercyjne 4.0 Międzynarodowa*
dc.rights.licenceCC-BY-NC
dc.rights.urihttp://creativecommons.org/licenses/by-nc/4.0/legalcode.pl*
dc.share.typeotwarte czasopismo
dc.subject.enfluoroquinolonespl
dc.subject.enoxidationpl
dc.subject.enkinetic evaluationpl
dc.subject.enUPLC-MS/MSpl
dc.subtypeArticlepl
dc.titleDetermination and characterization of selected fluoroquinolones oxidation products under potassium permanganate treatmentpl
dc.title.journalActa Poloniae Pharmaceutica. Drug Researchpl
dc.typeJournalArticlepl
dspace.entity.typePublication
dc.abstract.enpl
A simple, sensitive and reproducible ultra-performance liquid chromatography (UPLC) method for the determination of: danofloxacin, enrofloxacin, marbofloxacin, orbifloxacin and pefloxacin oxidation stability under permanganate treatment in acidic conditions at pH from 3.0 to 6.0, was developed. Chromatographic separations were carried out using the Acquity UPLC BEH C 1 8 column; (2.1 x 100 mm, 1.7 pm particle size). The column was maintained at 40OC, and eluted under gradient conditions using from 100% to 75% of eluent A over 10 min for danofloxacin, enrofloxacin, marbofloxacin, orbifloxacin or 95% to 75% of eluent A over 10 min for pefloxacin, at a flow rate of 0.3 mL/min. Eluent A: 1% (v/v) formic acid in water; eluent B: 0.1% (v/v) formic acid in acetonitrile. Satisfactory resolution was obtained for oxidation products. The correlation coefficients and determination coefficients (R2) obtained for linear model for all examined fluoroquinolones were greater than 0.99. Linearity range was observed in the concentration range 0.06-0.13 mg/mL. Sensitivity of the method was good. The LOD and LOQ values were found to be 0.01 mg/mL and from 0.02 to 0.04 mg/mL, respectively. Good precision and intermediate precision with %RSD less than 2.0% was observed. The oxidation processes followed kinetic of the second order reaction and depended upon solution acidity. Oxidation of fluoroquinolones proceeded at piperazine moiety yielding respective hydroxy and oxo analogs, and leaving the quinolone fragment intact. Structures of products formed were assigned on a basis of UPLC/MS/MS fragmentation pathways.
dc.affiliationpl
Wydział Farmaceutyczny : Zakład Chemii Analitycznej
dc.affiliationpl
Wydział Farmaceutyczny : Zakład Chemii Leków
dc.cm.date
2020-01-07
dc.cm.id
74813
dc.contributor.authorpl
Hubicka, Urszula - 129734
dc.contributor.authorpl
Żmudzki, Paweł - 214411
dc.contributor.authorpl
Żuromska-Witek, Barbara - 200539
dc.contributor.authorpl
Zajdel, Paweł - 133883
dc.contributor.authorpl
Krzek, Jan - 130468
dc.date.accessionpl
2015-12-10
dc.date.accessioned
2020-01-17T08:58:59Z
dc.date.available
2020-01-17T08:58:59Z
dc.date.issuedpl
2015
dc.date.openaccess
0
dc.description.accesstime
w momencie opublikowania
dc.description.additionalpl
Bibliogr. s. 1113-1114
dc.description.numberpl
6
dc.description.physicalpl
1101-1114
dc.description.pointspl
15
dc.description.version
ostateczna wersja wydawcy
dc.description.volumepl
72
dc.identifier.eissnpl
2353-5288
dc.identifier.issnpl
0001-6837
dc.identifier.projectpl
ROD UJ / OP
dc.identifier.uri
https://ruj.uj.edu.pl/xmlui/handle/item/136599
dc.identifier.weblinkpl
http://www.ptfarm.pl/pub/File/Acta_Poloniae/2015/6/1101.pdf
dc.languagepl
eng
dc.language.containerpl
eng
dc.rights*
Udzielam licencji. Uznanie autorstwa - Użycie niekomercyjne 4.0 Międzynarodowa
dc.rights.licence
CC-BY-NC
dc.rights.uri*
http://creativecommons.org/licenses/by-nc/4.0/legalcode.pl
dc.share.type
otwarte czasopismo
dc.subject.enpl
fluoroquinolones
dc.subject.enpl
oxidation
dc.subject.enpl
kinetic evaluation
dc.subject.enpl
UPLC-MS/MS
dc.subtypepl
Article
dc.titlepl
Determination and characterization of selected fluoroquinolones oxidation products under potassium permanganate treatment
dc.title.journalpl
Acta Poloniae Pharmaceutica. Drug Research
dc.typepl
JournalArticle
dspace.entity.type
Publication

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