Determination of the stereochemistry of anhydroerythromycin A, the principal degradation product of the antibiotic erythromycin A

• Published in: Organic & biomolecular chemistry Vol. 4; no. 6; pp. 1014 - 1019
• Main Authors: Hassanzadeh, A, Helliwell, M, Barber, J
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 01.01.2006
• Subjects: Chemistry; Chemistry, Organic; Erythromycin - analogs & derivatives; Erythromycin - chemistry; Magnetic Resonance Spectroscopy; Models, Molecular; Molecular Conformation; Monte Carlo Method; Physical Sciences; Science & Technology; DECOMPOSITION; NMR; DERIVATIVES; MOLECULAR MECHANICS; ACIDIC AQUEOUS-SOLUTIONS

Anhydroerythromycin A arises from the acid-catalysed degradation of erythromycin A both in vitro and in vivo. It has negligible antibacterial activity, but inhibits drug oxidation in the liver, and is responsible for unwanted drug-drug interactions. Its structure has 18 chiral centres common with er...