4-[1-(Substituted aryl/alkyl carbonyl)-benzoimidazol-2-yl]-benzenesulfonic acids: Synthesis, antimicrobial activity, QSAR studies, and antiviral evaluation

Abstract

A series of 4-[1-(substituted aryl/alkyl carbonyl)-benzoimidazol-2-yl]-benzene sulphonic acids (1-20) was synthesized and evaluated, in vitro, for their antimicrobial activity and the results indicated that compounds 4-[1-(4-Nitrobenzoyl)-1H-benzoimidazol-2-yl]-benzenesulfonic acid (9) and 4-(1-octadec-9-enoyl-1H-benzoimidazol-2-yl)-benzenesulfonic acid (18) were found to be the most active ones. QSAR investigations indicated that the multi-target QSAR model was effective in describing the antimicrobial activity over the one-target QSAR models. Further the mt-QSAR model indicated the importance of the topological parameter, Balaban index (J) followed by the electronic parameter, LUMO and topological parameter, valence second order molecular connectivity index (2χv) in describing the antimicrobial activity of synthesized compounds (1-20).

Antimicrobial Screening of Synthesized some Novel Azomethines via Organic Base

“…The structures of all compounds were confirmed by the FT-IR, 1 H NM, 13 C NMR, MS and CHN analyzer. IR spectral features provide valuable information regarding the nature of functional group attached.…”

Synthesis of Potential Pharmaceutical Heterocycles as Surface Active Agents

“…156-158°C; IR (m/cm -1 ); 3337 (3NH), 2848-2915 (CHaliph), 1714, 1677, 1661 (CO), 1601 (C=C),1536 (C=N), 1259 (C=S). 1 General Procedure for Synthesis of Pyridines (14a, b) and Fused Pyridine Derivatives (15)(16)(17) A solution of chalcone 3 (1 g, 2 mmol) in AcOH (15 mL), acetylacetone (0.2 g, 2 mmol), benzoylacetone (0.32 g, 2 mmol), 1, 3-indandione (0.3 g, 2 mmol), cyclopentanone (0.17 g, 2 mmol), and/or cyclohexanone (0.2 g, 2 mmol) with ammonium acetate (0.4 g), in each case, was heated for 4 h. After cooling, the solution was poured upon ice water (20 mL), filtered and crystallized from EtOH.…”

“…Chalcone derivatives are acknowledged to be a tool in the synthesis of pharmacologically interesting heterocyclic systems such as pyrazoles, which are attracting interest due to their bioactivity [13]. Oleochemicals are necessary to a variety of applications such as plastics, surface treatments, paints, lubricants, pharmaceuticals, pesticides, detergents, soaps, textiles, and cosmetic [14][15][16][17][18][19][20]. Extending our past research in this area [21][22][23][24][25][26], we sought to prepare some new isoxazole, pyrazole, puran, pyridine and pyrimidine derivatives and evaluating their surface and biological activities to determine suitability for the applications above.…”

Novel biologically active nitro and amino substituted benzimidazo[1,2-a]quinolines

“…2,3,4 The benzimidazole unit which has a structural similarity with purine, is also the key building block for a variety of derivatives that are known to play crucial roles in the functions of a number of biologically important molecules. Besides, benzimidazoles represent the major backbone of numerous of synthetic medical and biochemical agents possessing different chemical and pharmacological features which impart them diverse biological properties like anticancer, 5,6,7 antiviral, 8,9 antibacterial, 10,11 antifungal, 12 antihistaminic 13 and anticonvulsant activity. 14 As a part of our continuing search for potential anticancer agents related to benzimidazole derivatives, we have recently reported on the synthesis, cytostatic evaluation, DNA/RNA interaction study and proteomic profiling of a series of amidino-substituted heterocyclic benzimidazoles and benzimidazo [1,2-a]quinolines.…”