Articolo in rivista, 2018, ENG, 10.1016/j.jpba.2018.05.042

pH-Dependent stability of azithromycin in aqueous solution and structure identification of two new degradation products

Saita, Maria Grazia; Aleo, Danilo; Melilli, Barbara; Mangiafico, Sergio; Cro, Melina; Sanfilippo, Claudia; Patti, Angela

MEDIVIS Corso Italia; CNR Ist Chim Biomol

The degradation profile of azithromycin in buffered solutions was investigated using HPLC and found to be pH dependent in the range of 6.0-7.2. Desosaminylazitromycin, derived from hydrolytic loss of cladinose of the parent molecule, was the major degradation product at pH 6.0 but its amount progressively decreased moving toward pH 7.2. Two additional unreported degradation products were also observed and their structures were fully elucidated by MS- and NMR-spectroscopy to be associated with opening of the macrocyclic lactone ring. (C) 2018 Elsevier B.V. All rights reserved.

Journal of pharmaceutical and biomedical analysis (Print) 158 , pp. 47–53

Keywords

Azithromycin, Aqueous solution, Lactone opening, pH-Dependent degradation, HPLC analysis

CNR authors

Sanfilippo Claudia, Patti Angela

CNR institutes

ICB – Istituto di chimica biomolecolare