Abstract:
:An efficient method for the reconstruction of the 9-dihydroerythromycin A macrolactone skeleton has been established. The key steps are oxidative cleavage at the 11,12-position and reconstruction after insertion of an appropriate functionalized amino alcohol. Novel 15-membered macrolides, we named as "11a-azalides", were synthesized based on the above methodology and evaluated for their antibacterial activity. Among them, (13R)-benzyloxymethyl-11a-azalide showed the most potent Streptococcus pneumoniae activity, with improved activity against a representative erythromycin-resistant strain compared to clarithromycin (CAM).
journal_name
ACS Med Chem Lettjournal_title
ACS medicinal chemistry lettersauthors
Sugimoto T,Tanikawa Tdoi
10.1021/ml100252ssubject
Has Abstractpub_date
2010-12-30 00:00:00pages
234-7issue
3issn
1948-5875journal_volume
2pub_type
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