Synthesis and Evaluation of Antioxidant Properties of Novel 2‐[2‐(4‐chlorophenyl) benzimidazole‐1‐yl]‐N‐(2‐arylmethylene amino) acetamides and 2‐[2‐(4‐chlorophenyl) benzimidazole‐1‐yl]‐N‐(4‐oxo‐2‐aryl‐thiazolidine‐3‐yl) acetamides‐I

Abstract

Our approach was to synthesize and examine the antioxidant properties of some new 2-[2-(4-chlorophenyl)benzimidazole-1-yl]-N-(2-arylmethyleneamino) acetamide (1-18) and 2-[2-(4-chlorophenyl)benzimidazole-1-yl]-N-(4-oxo-2-aryl-thiazolidine-3-yl)acetamide (1t-18t) derivatives. Their in vitro effects on rat liver microsomal NADPH-dependent lipid peroxidation levels (LP assay) and microsomal ethoxyresorufin O-deethylase activities (EROD assay) were determined. The free radical scavenging properties of the compounds were also examined in vitro determining the interaction of 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical. The compounds showed significant effects in the above tests. Reactive oxygen species (ROS) and reactive nitrogen species (RNS) are generated in aerobic organisms as part of the normal physiological and metabolic processes or from exogenous factors and agents. These ROS are capable of damaging a wide range of essential macromolecules (membrane lipids, proteins, nucleic acids). The damages by ROS are directly or indirectly implicated in the pathogenesis of various disorders such as cardiovascular diseases, Alzheimer's and other neurodegenerative diseases,

Synthesis and evaluation of antioxidant activities of novel 1,3,4-oxadiazole and imine containing 1$H$-benzimidazoles

“…On the other hand, compound 4a bearing chloro substituent showed no activity on LP levels. 10 5-Mercapto-S -substituted 1,3,4-oxadiazole derivatives (5)(6)(7)(8)(9)(10)(11)(12) had moderate inhibitory activity on LP levels in the range of 46%-61%, whereas imine containing compounds (13)(14)(15)(16)(17)(18)(19)(20)(21)(22) exhibited diverse levels of activity. Compounds 15 (68%) and 18 (100%) displayed the highest activity among all of the synthesized compounds.…”

“…All the final 1,3,4-oxadiazole derivatives caused significant inhibition (77%-95%) of EROD activity. Typically, imine-containing compounds (13)(14)(15)(16)(17)(18)(19)(20)(21)(22) showed better EROD inhibitory effects than 1,3,4-oxadiazoles (5-12). All the compounds except 7…”

“…Cl - (5)(6)(7)(8)(9)(10)(11)(12) and arylmethyleneamino acetamide (13)(14)(15)(16)(17)(18)(19)(20)(21)(22) (Table 1) were performed and their antioxidant properties were investigated (Table 2).…”

An Acetamide Derivative as a Camptothecin Sensitizer for Human Non‐Small‐Cell Lung Cancer Cells through Increased Oxidative Stress and JNK Activation

“…For instance, 40006, an acetamide derivative, has been shown to inhibit inflammation of murine macrophage J774A.1 cells through reducing endogenous ROS [19]. Furthermore, acetamide derivatives have also been reported to exert anticancer activity [19, 20]. N -Butyl-2-(2-fluorophenyl) acetamide (SCK6), an acetamide compound, has been reported to inhibit proliferation and to induce apoptosis of human lung squamous carcinoma CH27 cell via G 1 cell cycle arrest [21].…”

Antibacterial and Enzyme Inhibition Screening of Some New Acetamide and Azomethine Derivatives

“…The molecules bearing heterocyclic 1,3,4-Oxadiazole ring [1][2][3][4] , acetamoyl moiety [5][6][7][8][9] and azomethine moiety [10][11][12][13] have been demonstrated to exhibit a wide spectrum of pharmacological activities including anticancer, antimicrobial, antidepressant, anti-inflammatory, antioxidant, anticonvulsant and many other activities. We have introduced different molecules possessing multiple functionalities [14][15][16][17] along with remarkable antibacterial and antienzymatic activities.…”