9a, 11 -CYCLIC CARBAMATES OF 15-MEMBERED AZALIDES

The novel 9a, 11 -cyclic carbamates (13-15) of 9-deoxo-9a-aza-9a-homoerythromycin A (4) have been prepared and characterized by 1H-1H and 1H-13C 2D NMR spectroscopy. When compared to azithromycin (1) or its 6-O-methyl derivative (2), the new bicyclic 15-membered azalides exhibited substantially decr...

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Published inJournal of antibiotics Vol. 46; no. 8; pp. 1239 - 1245
Main Authors KOBREHEL, GABRIJELA, LAZAREVSKI, GORJANA, KELNERIC, ZELJKO, ÐOKIC, SLOBODAN
Format Journal Article
LanguageEnglish
Published Tokyo JAPAN ANTIBIOTICS RESEARCH ASSOCIATION 1993
Japan Antibiotics Research Association
Subjects
Antibacterial agents
Antibiotics. Antiinfectious agents. Antiparasitic agents
Azithromycin - analogs & derivatives
Azithromycin - chemistry
Azithromycin - pharmacology
Bacteria - drug effects
Biological and medical sciences
Erythromycin - analogs & derivatives
Erythromycin - chemistry
Erythromycin - pharmacology
Magnetic Resonance Spectroscopy
Medical sciences
Microbial Sensitivity Tests
Pharmacology. Drug treatments
Structure-Activity Relationship
Antibiotic
Structure activity relation
Antibacterial agent
Chemical synthesis
Organic carbamate
Macrolide
Comparative study
Oxygen nitrogen heterocycle
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Summary:The novel 9a, 11 -cyclic carbamates (13-15) of 9-deoxo-9a-aza-9a-homoerythromycin A (4) have been prepared and characterized by 1H-1H and 1H-13C 2D NMR spectroscopy. When compared to azithromycin (1) or its 6-O-methyl derivative (2), the new bicyclic 15-membered azalides exhibited substantially decreased antibacterial activities in vitro.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.46.1239