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Copper(II) triflate promoted multicomponent catalytic clubbing of piperazinyl-thiazoloquinolines and thiazolocoumarins as antimicrobials.
- Source :
-
Archiv der Pharmazie [Arch Pharm (Weinheim)] 2013 Mar; Vol. 346 (3), pp. 221-31. Date of Electronic Publication: 2013 Feb 19. - Publication Year :
- 2013
-
Abstract
- Step economical, multicomponent construction of two series based on quinoline and coumarin ring systems was carried out. Annulation towards the 2-piperazinylthiazole system was established in satisfactory yields, using copper(II) triflate. These multicomponent reaction products were examined for their potential inhibitory effect against two Gram-positive bacteria (Staphylococcus aureus and Bacillus cereus), three Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa, and Klebsiella pneumoniae) and two fungal species (Aspergillus niger and Candida albicans). In vitro pharmacological screening data demonstrated that the majority of the compounds were found to possess a significant broad-spectrum antimicrobial (25-50 µg/mL of MIC) potential and the results were comparable to control drugs. The structural assignments of final products were done on the basis of IR, 1H NMR, 13C NMR spectroscopy, and elemental analysis. The structure-activity relationship (SAR) was explored to facilitate further development of this class of compounds.<br /> (Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)
- Subjects :
- Anti-Bacterial Agents chemical synthesis
Anti-Bacterial Agents chemistry
Anti-Bacterial Agents pharmacology
Anti-Infective Agents chemistry
Anti-Infective Agents pharmacology
Antifungal Agents chemical synthesis
Antifungal Agents chemistry
Antifungal Agents pharmacology
Aspergillus niger drug effects
Candida albicans drug effects
Catalysis
Coumarins chemistry
Coumarins pharmacology
Drug Design
Gram-Negative Bacteria drug effects
Gram-Positive Bacteria drug effects
Microbial Sensitivity Tests
Molecular Structure
Piperazines chemistry
Piperazines pharmacology
Quinolines chemistry
Quinolines pharmacology
Structure-Activity Relationship
Thiazoles chemistry
Thiazoles pharmacology
Anti-Infective Agents chemical synthesis
Coumarins chemical synthesis
Mesylates chemistry
Piperazines chemical synthesis
Quinolines chemical synthesis
Thiazoles chemical synthesis
Subjects
Details
- Language :
- English
- ISSN :
- 1521-4184
- Volume :
- 346
- Issue :
- 3
- Database :
- MEDLINE
- Journal :
- Archiv der Pharmazie
- Publication Type :
- Academic Journal
- Accession number :
- 23423648
- Full Text :
- https://doi.org/10.1002/ardp.201200383