Synthesis and antimicrobial activities of novel bisacridine-1,8-dione derivatives

Abstract

A series of bisacridine-1,8-dione derivatives were synthesized by one-pot reaction of aromatic dialdehydes, dimedone or cyclohexane-1,3-dione and primer aromatic amines in acetonitrile to utilizing Amberlyst-15 as a heterogeneous catalyst. The structures of compounds were characterized by FT-IR, NMR, and elemental analysis. Antimicrobial activities of these compounds were determined by using the disc diffusion method against to these gram-positive and gram-negative bacteria and yeast. The results were compared with reference discs.

Synthesis and characterization of novel dioxoacridine sulfonamide derivatives as new carbonic anhydrase inhibitors

“…The compounds 4, 9 exhibited peaks that belong to CN group 2229 and 2222 cm −1 , respectively 32 . Besides, in the IR spectra of the compounds, aliphatic C-H stretching bands at 2997-2940 cm −1 and aromatic C-H stretching bands at 3171-3029 cm −1 were observed.…”

Straightforward Hantzsch four‐ and three‐component condensation in the presence of triphenyl(propyl‐3‐sulfonyl)phosphoniumtrifluoromethanesulfonate {[TPPSP]OTf} as a reusable and green mild ionic liquid catalyst

“…[23] Significant rate and yield enhancements were also reported for Hantzsch reactions carried out under microwave irradiation. [24][25][26] The utilization of cyclic 1,3-diketone in the Hantzsch reaction for the synthesis of polyhydroquinoline and acridine has recently been demonstrated using nickel nanoparticles, [27] 1-vinyl-3-ethylimidazolium iodide as an IL catalyst, [28] amberlyst-15, [29] sulfonated organic heteropolyacid salts, [30] protic pyridinium IL OTf, [31] {[HMIM]C(NO 2 ) 3 }, [32] SnO 2 nanoparticles, [33] [Bsim]Cl, [34] [2-Eim]HSO 4 , [35] [pyridine-SO 3 H]Cl [36] and nano-ferrous ferric oxide (nano-Fe 3 O 4 ). [37] Following our attempts to develop a novel room temperature IL as a catalyst in synthetic methodologies, herein is reported a simple and green one-pot synthesis of polyhydroquinoline and acridine derivatives via Hantzsch four-and three-component condensation reactions in high yields using an acidic IL, triphenyl(propyl-3-sulfonyl)phosphoniumtrifluoromethanesulfonate, as a catalyst for the first time (1).…”

Rapid synthesis of novel 1,8-dioxoacridine carboxylic acid derivatives by microwave irradiation and their free radical scavenging activity

“…The compounds 5 and 9 that belong to CN group exhibited peaks at 2224 and 2228 cm -1 , respectively (Kaya et al, 2011). Besides, in the IR spectra of the compounds, aliphatic C-H stretching bands at 2830-2964 cm -1 and aromatic C-H stretching bands at 3004-3086 cm -1 were observed.…”