Characterization of clinafloxacin photodegradation products by LC-MS/MS and NMR

Lovdahl, Michael; Priebe, Stephen R.

doi:10.1016/s0731-7085(00)00330-7

Cited by 33 publications

(30 citation statements)

References 19 publications

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“…The mass spectrum of clinafloxacin showed the formation of four main fragment ions corresponding to the loss of: (i) NH 3 m/z 349, (ii) H 2 O m/z 348, (iii) CO 2 m/z 322, and (iv) H 2 O and C 2 H 5 N m/z 305. The fragmentation pattern of PTP-2 was analogous to that seen for clinafloxacin (see Table 3) and supported the proposed structure with NMR technique [16]. The photoproduct non-polar 10 (PTP-10) of clinafloxacin was characterized by the combination of LC-MS in APCI(+) mode, NMR, and IR.…”

Section: Identification Of Transformation Productssupporting

confidence: 73%

“…The combination of LC single quadrupole MS, LC-IT-MS, NMR, and IR was used for the identification of the phototransformation products of a potent fluoroquinolone antimicrobial used in human medicine, clinafloxacin, in aqueous solutions at pH<4 [16] (see Table 2). The structures of eight new photodegradation products (see Table 3) were identified that were produced by two degradation routes: (i) dechlorination, followed by further reactions involving the quinolone ring and loss of chlorine, to yield four polar products; and (ii) degradation of the pyrrolidine side chain without loss of chlorine, yielding several non-polar photodegradation products.…”

Section: Identification Of Transformation Productsmentioning

confidence: 99%

“…This suggests the formation of a bond from the cyclopropyl group to the eight position of the quinolone ring. The characteristic isotope ratio of the molecular ion in LC-ESI-MS showed that PTP-2 and the other polar degradation products formed did not contain chlorine [16]. To provide a reference data set, the fragmentation pathway of clinafloxacin was determined.…”

Section: Identification Of Transformation Productsmentioning

confidence: 99%

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Analyzing transformation products of synthetic chemicals

Pérez

Petrović

Barceló

2008

The Handbook of Environmental Chemistry

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Section: Identification Of Transformation Productssupporting

confidence: 73%

Section: Identification Of Transformation Productsmentioning

confidence: 99%

Section: Identification Of Transformation Productsmentioning

confidence: 99%

See 1 more Smart Citation

Analyzing transformation products of synthetic chemicals

Pérez

Petrović

Barceló

2008

The Handbook of Environmental Chemistry

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“…scholars applied this new technique to identification of photolysis products of pesticide (Dearth, Korniski, and Gerlock 1995;Ding, Jacobs, and Lavine 2011;Gu et al 2003;Guzsvany et al 2010;Lovdahl et al 2000). In this study, the aim was to investigate the photolysis of clothianidin.…”

mentioning

confidence: 99%

Separation and Identification of Photolysis Products of Clothianidin by Ultra-Performance Liquid Tandem Mass Spectrometry

Gong¹,

Chen

Wang

et al. 2012

Analytical Letters

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Photolysis of clothianidin by Xenon lamp was investigated by Ultra-Performance Liquid Chromatography Electrospray Ionization tandem mass spectrometry (UPLC-ESI/MS/ MS). Quantitative study on the photodegradation of clothianidin found that the photodegradation obeyed first order kinetics (C ¼ 9.9917e -0.187 t , R 2 ¼ 0.994). The half-life was about 3.6 hours. Qualitative study on photolysis products of clothianidin were taken by checking all total ion spectra of different sample time. A total of eight products was found in this study. The structure of each product was determined by the total ion spectrometry spectrum and daughter-scan spectrum. The mechanism of photodegradation of this pesticide included radical denitration, nucleophilic substitution, and rearrangement, ring-open, and ring-close. Through the analysis of the change of every product and the mass information, the photolysis pathway was drawn. From this study, products of V, VI, and VII seemed more stable than clothianidin.

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“…6 Hence we applied the present method for the separation of the degradation products of fleroxacin which was subjected to forced sunlight exposure.…”

Section: Introductionmentioning

confidence: 99%

Validation of an HPLC Method for the Determination of Fleroxacin and Its Photo‐degradation Products in Pharmaceutical Forms

2004

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HPLC determination of fleroxacin in dosage forms was carried out using either reversed-phase column YMC pack ODS-AQ or Supelco LC Hisep shielded hydrophobic phase column, with UV detection at 280 nm. The mobile phase for ODS column consisted of 50:50:0.5 v/v/v and for Hisep column 15:85:0.5 v/v/v acetonitrile-water-triethylamine. The pH of the mobile phase was adjusted to 6.30 for ODS column and to 6.85 for Hisep column, with H3PO4. Linear response was obtained in the concentration range of fleroxacin between 0.01 and 1.30 micrograms/mL. Detection limit was 4.8 ng/mL. Recovery test in the determination of fleroxacin in "Quinodis" tablets (Hoffmann La Roche, nominal mass 400 or 200 mg) was 98-101% for both columns. The effect of the composition and pH of the mobile phase on spectra, retention time and dissociation constants of fleroxacin was discussed. The proposed method could be also used for separation of the photo-degradation products of fleroxacin. Ten degradation products were separated on the ODS-AQ column, thus confirming the suitability of the proposed method for stability study of fleroxacin in pharmaceuticals.

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Characterization of clinafloxacin photodegradation products by LC-MS/MS and NMR

Cited by 33 publications

References 19 publications

Analyzing transformation products of synthetic chemicals

Analyzing transformation products of synthetic chemicals

Separation and Identification of Photolysis Products of Clothianidin by Ultra-Performance Liquid Tandem Mass Spectrometry

Validation of an HPLC Method for the Determination of Fleroxacin and Its Photo‐degradation Products in Pharmaceutical Forms

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