A B C
Z. Naturforsch. 2013, 68b, 1049 – 1055
doi:10.5560/ZNB.2013-3122
Heterocycles [f]-Fused onto Quinolones. Synthesis of Novel Dioxo-N-ethylpyrano[2,3-f]- and [3,2-f]quinoline-10-carboxylic Acids
Almeqdad Y. Habashneh1, Mustafa M. El-Abadelah1, Mohammad S. Mubarak1, and Wolfgang Voelter2
1 Chemistry Department, Faculty of Science, The University of Jordan, Amman 11942, Jordan
2 Interfakultäres Institut für Biochemie, Universität Tübingen, Hoppe-Seyler-Straße 4, 72076 Tübingen, Germany
Reprint requests to Prof. Dr. W. Voelter. E-mail: wolfgang.voelter@uni-tuebingen.de or A. Y. Habashneh. E-mail: a.habashneh@ju.edu.jo
Received April 28, 2013 / published online September 4, 2013
A model N-ethyl-1,10-dioxo-3-phenylpyrano[3,2-f]quinoline-9-carboxylic acid (8) and the isomeric (2-substituted) pyrano[2,3-f]quinoline-9-carboxylic acids (6 and 7) were prepared from the corresponding 6/7-aminochromen-4-ones via the Gould-Jacobs reaction. The new tricyclic heterocycles 68 exhibit moderate antibacterial activity (MIC = 16–64 μg mL−1) against E. coli and S. aureus.
Key words: 7-Aminoflavone, 6-Aminoflavone, 7-Amino-2-methyl-4H-chromen-4-one, Regioselective Cyclization, Pyrano[2,3-f] and [3,2-f]quinolones
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