Synthesis, antibacterial evaluation and computational studies of new acridone-1,2,3-triazole hybrids

In continuation of our effort s to develop new drugs with antibacterial properties we have synthesized and evaluated new 1,2,3-triazole derivatives from acridone. The synthetic approach was started by the preparation of acridone skeleton through the Ullman condensation of 2-bromobenzoic acid and aniline derivatives. Subsequently, acridone nucleus was functionalized with propargyl bromide. Then, a click re-action of the latter compound and aromatic azides led to the formation of the title compounds in good yields. The synthesized compounds were screened for their in vitro antibacterial activity against one gram-positive bacteria S. aureus and three gram-negative bacteria P. putida, K. pneumoniae and E. coli . Among the synthesized compounds, 2-methyl-10-((1-(o-tolyl)-1H-1,2,3-triazol-4-yl)methyl)acridone ( 4e ) had the most potent inhibitory activity against S. aureus with MIC = 10.1 mu g/mL. Then, in silico docking studies were used in order to understand the binding interactions and mode of action of these com-pounds. (c) 2021 Elsevier B.V. All rights reserved.