SYNTHESIS, CHARACTERIZATION, AND BIOLOGICAL ACTIVITY OF VARIOUS NEW SCHIFF BASES ASSOCIATED WITH THE 9,10-DIHYDRO-9,10[3,4]FURANOANTHRACENE-12,14-DIONE GROUP

A series of novel Schiff bases linked to Furanoanthracene-12,14-Dione (5-10) were synthesized. The first step involved the reaction of anthracene with maleic anhydride, which produced dione (1). The next step was treated the dione with aniline to produce the imide (2). In the third step, the prepared imide was reacted with chlorosulfonic acid, leading to produce epipyrroloanthracen benzenesulfonyl chloride (3). The fourth step was amination of (3) with hydrazine hydrate to give epipyrroloanthracen benzenesulfono hydrazide (4). Ultimately, this hydrazine derivative underwent a condensation reaction with various aromatic aldehydes and ketones, resulting in the formation of the desired Schiff bases (5-10). The structures of the synthesised compounds were confirmed by spectroscopic methods. The biological activities were assessed against four bacterial strains. Furthermore, compounds (5-10) underwent molecular docking studies targeting the Penicillin Binding Protein (PDB ID: 3vsl), with Penicillin G (PNM) used as a control for comparison. The newly synthesised Schiff bases are expected to exhibit biological activity, especially due to their initial synthesis from biologically relevant components.