AI Article Synopsis
- Cephalosporins like cephalexin and cefradine are important antibiotics, but their hydrolysis (breakdown) can lead to loss of effectiveness, and there’s limited data on this reaction with modern techniques like ESI-MS.
- The study involved analyzing the hydrolysis of these antibiotics in sodium hydroxide solutions using HPLC/ESI-MS, with further confirmation from advanced mass spectrometry.
- Surprisingly, complexes were found between the hydrolysis products and iron cations, which were stable and could enhance the detection of these compounds in analytical processes, potentially improving sensitivity and specificity in future studies.
Article Abstract
Rationale: Cephalosporins (e.g. cephalexin, cefradine) are a major group of widely used β-lactam antibiotics. Hydrolysis of the β-lactam ring is an important reaction (often undesired) which leads to deactivation of β-lactams. To the best of our knowledge there is no electrospray ionization mass spectrometry (ESI-MS) data reported concerning the products of hydrolysis of cephalosporins.
Methods: The hydrolysis of cephalexin and cefradine was performed in aqueous NaOH solutions. After the process the solutions were analyzed by high-performance liquid chromatography (HPLC)/ESI-MS. The elemental compositions of the ions discussed were confirmed by the accurate mass measurements on a quadrupole time-of-flight (QTOF) mass spectrometer.
Results: Unexpectedly, complexes between the hydrolysis products of cephalexin and cefradine (CFL and CFR ) and iron cation were detected upon HPLC/ESI-MS analysis, namely the ions [(CFL -H) +Fe] and [(CFR -H) +Fe] , although iron was not added to the analyzed solutions or to the mobile phase. These ions were found to be very stable in the gas phase.
Conclusions: The detection of the complexes between the hydrolysis products of cephalosporins and iron may have a positive impact on the sensitivity and specificity of HPLC/ESI-MS analyses of the hydrolysis products of some cephalosporins.
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| http://dx.doi.org/10.1002/rcm.8073 | DOI Listing |
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