67341-53-1Relevant articles and documents
Isolation and Structural Investigation of the Fluorescent Degradation Products of Ampicillin
Uno, Toyozo,Masada, Mikio,Kuroda, Yoshihiro,Nakagawa, Terumichi
, p. 1344 - 1354 (2007/10/02)
The reaction mechanism of the degradation of ampicillin to fluorescent products has been investigated.High performance liquid chromatography (HPLC) analysis of the degradation products obtained by reaction in the presence of mercuric chloride indicated the formation of a new fluorophore.Isolation of the product followed by spectral investigation showed the structure of the new fluorophore to be 2-hydroxy-3-phenyl-6-penillomethylpyrazine.The degradation in the presence of acetoaldehyde, however, produced another fluorophore which was identified as 2-hydroxy-3-phenyl-6-ethylpyrazine.The reaction mechanism was elucidated in terms of a penilloaldehyde intermediate on the basis of the above results.Keywords - ampicillin; reaction mechanism; fluorescent degradation products; high performance liquid chromatography; (13)C NMR spectra; mass spectra
Isolation and identification of the fluorescent degradation product of some β-lactam antibiotics
Barbhaiya,Brown,Payling,Turner
, p. 224 - 227 (2007/10/10)
A fluorescent degradation product of cephalexin, recently employed in the determination of this antibiotic in aqueous solution and human plasma, has been isolated and identified as 2-hydroxy-3-phenyl-6-methylpyrazine. Spectroscopically and chromatographically the product is indistinguishable from that obtained by the same method from a series of other cephalosporins and penicillins bearing an α-amino group on the side-chain, and from the pyrazine structure produced by synthesis. Two reported methods for the fluorimetric determination of ampicillin have also been found to yield the same degradation product and not the suggested diketopiperazine structure.
