Synthesis and SAR of azalide 3,6-ketal aromatic derivatives as potent gram-positive and gram-negative antibacterial agents

• Published in: Bioorganic & medicinal chemistry letters Vol. 12; no. 17; pp. 2431 - 2434
• Main Authors: Cheng, Hengmiao, Dirlam, John P., Ziegler, Carl B., Lundy, Kristin M., Hayashi, Shigeru F., Kamicker, Barbara J., Dutra, Jason K., Daniel, Kirsten L., Santoro, Sheryl L., George, David M., Bertsche, Camilla D., Sakya, Subas M., Suarez-Contreras, Melani
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 02.09.2002; Elsevier
• Subjects: Animals; Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - pharmacology; Antibacterial agents; Antibiotics. Antiinfectious agents. Antiparasitic agents; Azithromycin - analogs & derivatives; Biological and medical sciences; Female; Gram-Negative Bacteria - drug effects; Gram-Positive Bacteria - drug effects; Mastitis - drug therapy; Medical sciences; Mice; Microbial Sensitivity Tests; Pharmacology. Drug treatments; Staphylococcus aureus - drug effects; Structure-Activity Relationship; Nitrogen heterocycle; Escherichia coli; Azithromycin; Macrocycle; Pasteurella multocida; Pyridine derivatives; Acetal; Structure activity relation; Bacteria; Micrococcales; Micrococcaceae; Aromatic compound; Staphylococcus aureus; Enterobacteriaceae; Oxygen nitrogen heterocycle; Rodentia; Lactone; In vitro; Macrolide; Spiran; Pasteurellaceae; Infection; Mammary gland diseases; In vivo; Vertebrata; Chemical modification; Experimental disease; Mammalia; Mouse; Aminoglycoside; Animal; Antibacterial agent
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/S0960-894X(02)00434-1

3,6-Ketals of 15-membered azalide pseudoaglycones are a novel series of macrolide antibiotics. The aromatic derivatives of the azalide 3,6-ketals demonstrated potent antibacterial activities against both Gram-positive and Gram-negative bacteria. Graphic