Biological evaluation of isothiazoloquinolones containing aromatic heterocycles at the 7-position: In vitro activity of a series of potent antibacterial agents that are effective against methicillin-resistant Staphylococcus aureus

Several of the reported analogues demonstrate strong in vitro antistaphylococcal activity, particularly against MRSA, and low cytotoxicity. We synthesized a diverse series of 9 H-isothiazolo[5,4- b]quinoline-3,4-diones containing heteroaromatic groups at the 7-position via palladium-catalyzed cross-...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2006-03, Vol.16 (5), p.1277-1281
Main Authors: Wiles, Jason A., Song, Yongsheng, Wang, Qiuping, Lucien, Edlaine, Hashimoto, Akihiro, Cheng, Jijun, Marlor, Christopher W., Ou, Yangsi, Podos, Steven D., Thanassi, Jane A., Thoma, Christy L., Deshpande, Milind, Pucci, Michael J., Bradbury, Barton J.
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacology
Anti-Bacterial Agents - toxicity
Antibacterial
Antibacterial agents
Antibiotics. Antiinfectious agents. Antiparasitic agents
Azo Compounds - chemical synthesis
Azo Compounds - chemistry
Azo Compounds - pharmacology
Azo Compounds - toxicity
Biological and medical sciences
Cell Line, Tumor
Cyclization
Fluorine - chemistry
Humans
Medical sciences
Methicillin Resistance
Methicillin-resistant Staphylococcus aureus
Molecular Structure
Pharmacology. Drug treatments
Quinolone
Quinolones - chemical synthesis
Quinolones - chemistry
Quinolones - pharmacology
Quinolones - toxicity
Staphylococcus aureus
Staphylococcus aureus - drug effects
Staphylococcus aureus - physiology
Structure-Activity Relationship
Sulfhydryl Compounds - chemistry
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Summary:Several of the reported analogues demonstrate strong in vitro antistaphylococcal activity, particularly against MRSA, and low cytotoxicity. We synthesized a diverse series of 9 H-isothiazolo[5,4- b]quinoline-3,4-diones containing heteroaromatic groups at the 7-position via palladium-catalyzed cross-coupling. Many of these compounds demonstrated potent antistaphylococcal activity (MICs ⩽2 μg/mL) against a multi-drug-resistant strain (ATCC 700699) and low cytotoxic activity (CC 50 > 100 μM) against the human cell line Hep2 (laryngeal carcinoma).
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2005.11.064