78591-31-8Relevant 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