Q Li, D T Chu, A Claiborne, C S Cooper, C M Lee, K Raye, K B Berst, P Donner, W Wang, L Hasvold, A Fung, Z Ma, M Tufano, R Flamm, L L Shen, J Baranowski, A Nilius, J Alder, J Meulbroek, K Marsh, D Crowell, Y Hui, L Seif, L M Melcher, J J Plattner
Two novel series of 2-pyridones were synthesized by transposition of the nitrogen of 4-quinolones to the bridgehead position. This subtle interchange of the nitrogen atom with a carbon atom yielded two novel heterocyclic nuclei, pyrido[1,2-alpha]pyrimidine and quinolizine, which had not previously been evaluated as antibacterial agents and were found to be potent inhibitors of DNA gyrase. Quinolizines with a methyl group at the 9-position such as (S)-45a (ABT-719) demonstrate exceptional broad spectrum antibacterial activity...
August 2, 1996: Journal of Medicinal Chemistry