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.

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

Sanfilippo Claudia;Patti Angela
2018

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. (C) 2018 Elsevier B.V. All rights reserved.
2018
Istituto di Chimica Biomolecolare - ICB - Sede Pozzuoli
Azithromycin
Aqueous solution
Lactone opening
pH-Dependent degradation
HPLC analysis
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/357253
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