Synthesis and Antibacterial Activity of Novel 3-N-Substituted 1,8-Naphthyridin-2(1H)-ones

Abstract

Synthesis of novel N-protected and unprotected 3-N-substituted 1,8-naphthyridin-2(1H)-ones with potential inhibiting activity of penicillin-binding protein 6 (PBP6) has been developed. The synthesis is designed around a Buchwald–Hartwig crosscoupling of various 3-bromo-6-substituted-1,8-naphthyridin-2(1H)-ones with two different functionalized anilines. According to the preliminary antibacterial evaluation, the products 9b–9d and 10b–10d have demonstrated high inhibiting activity against spore germination of Staphylococcus aureus (gram positive) and Escherichia coli (gram negative). The molecular docking procedure has denoted the probable interactions of the synthesized compounds 9b–9d and 10b–10d with the target protein.