ALKYLBENZONAPHTHYRIDINONES AND BENZONAPHTHYRIDINIUM
QUATERNARY SALTS
B. Dondela, W. SliwaFour methyl and ethylbenzonaphthyridinones, along with two ethylbenzonaphthyridinium iodides, 2,5-dimethyl-l,5-benzo[c]naphthyridinium iodide, as well as three isomeric N-3'-bromopropylbenzonaphthyridinium bromides have been synthesized and their structures col!firmed by IH NMR spectroscopy. Biological data Oninimal inhibitor 3, concentrations)for two q/'the obtained compounds are presented.Keywords: alkylbenzonaphthyridinones, benzonaphthyridinium quaternary salts, antibacterial activity. Quaternary salts of azaaromatics [1] are of interest for their chemical reactivity [2, 3] and applications, e.g., as NLO materials [4], biomimetic models [5], biological agents [6, 7], as well as components of supramolecular systems [8, 9].The present work is a continuation of our research concerning benzonaphthyridines (BNs) 1-3.
2 3These compounds and their derivatives show antibacterial, antifungal, and in some cases antineoplastic activities [10][11][12][13]. Due to the presence of two nitrogen atoms in the molecule, BNs form N-oxides [14, 15] and complexes with metal ions [16]. The quaternary salts of BNs 1-3 are precursors of ylides serving as 1,3-dipoles in cycloaddition reactions [ 17, 18].
RESULTS AND DISCUSSIONIn the present investigation the synthesis of four methyl and ethylbenzonaphthyridinones, and that of six benzonaphthyridinium quaternary salts, has been performed. Their structures have been confirmed by ~H NMR spectroscopy and are consistent with elemental analysis data.
