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pH-Dependent Stability of Azithromycin in Aqueous Solution and Structure Identification of Two New Degradation Products

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

J Pharm Biomed Anal. 2018 Sep 5;158:47-53.

PMID: 29860178

Abstract:

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP117693411 Desosaminylazithromycin Desosaminylazithromycin 117693-41-1 Price
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