1-1-diphenyl-2-picrylhydrazyl and benzimidazole

Synthetic routes to a series of benzoylarylbenzimidazol 3a-h have been derived from 3,4-diaminobenzophenone and an appropriate arylaldehyde in the presence of ammonium chloride or a mixture of ammonium chloride and sodium metabisulfite as catalyst. The antioxidant activity of targeted compounds 3a-h has been measured by four different methods and the overall antioxidant evaluation of the compounds indicated the significant MCA, FRAP, and (DPPH-SA) of the compounds except for the compound 3h. In vitro antidiabetic assay of α-amylase and α-glucosidase suggest a good to excellent activity for most tested compounds. The target benzimidazole 3f containing hydroxyl motif at para-position of phenyl revealed an important activity inhibitor against α- amylase (IC

Topics: alpha-Amylases; alpha-Glucosidases; Antioxidants; Benzimidazoles; Biphenyl Compounds; Dose-Response Relationship, Drug; Glycoside Hydrolase Inhibitors; Humans; Molecular Structure; Picrates; Structure-Activity Relationship

Three series of arylbenzimidazole derivatives 3-40, 45 have been simply synthesized and tested for their antioxidant capacity. The 2-arylbenzimidazoles were tested against various radicals by the DPPH, FRAP and ORAC tests and showed different activity profiles. It has been observed that the number and position of the hydroxy groups on the 2-aryl portion and the presence of a diethylamino group or a 2-styryl group are related to a good antioxidant capacity. Furthermore, benzimidazoles showed satisfactory SPF values ​​in vitro compared to the commercial PBSA filter, proving to have a good photoprotective profile. In particular, 2-arylbenzimidazole-5-sulphonic acids 15 and 38, the 2-styryl-benzimidazole 45 showed broad spectrum solar protection against UVA and UVB rays. The antiproliferative effect of the benzimidazoles was tested on human skin melanoma Colo-38 cells. The styrylbenzimidazole 45 exhibited antiproliferative effect at low micromolar concentration against Colo-38 cells and very low antiproliferative activity on normal HaCat keratinocyte cells.

Topics: Antineoplastic Agents; Antioxidants; Benzimidazoles; Biphenyl Compounds; Cell Line; Cell Proliferation; Dose-Response Relationship, Drug; Drug Screening Assays, Antitumor; Humans; Molecular Structure; Picrates; Structure-Activity Relationship

To enhance the cytotoxicity of benzimidazole and/or benzoxazole core, the benzimidazole/benzoxazole azo-pyrimidine were synthesized through diazo-coupling of 3-aminophenybenzimidazole (6a) or 3-aminophenylbenzoxazole (6b) with diethyl malonate. The new azo-molanates 6a&b mixed with urea in sodium ethoxide to afford the benzimidazolo/benzoxazolopyrimidine 7a&b. The structure elucidation of new synthesized targets was proved using spectroscopic techniques NMR, IR and elemental analysis. The cytoxicity screening had been carried out against five cancer cell lines: prostate cancer (PC-3), lung cancer (A-549), breast cancer (MCF-7), pancreas cancer (PaCa-2) and colon cancer (HT-29). Furthermore, the antioxidant activity, phospholipase A2-V and cyclooxygenases inhibitory activities of the target compounds 7a&b were evaluated and the new compounds showed potent activity (cytotoxicity IC

Topics: Antineoplastic Agents; Antioxidants; Benzimidazoles; Benzoxazoles; Biphenyl Compounds; Cell Line, Tumor; Cell Proliferation; Cyclooxygenase 1; Cyclooxygenase 2; Cyclooxygenase Inhibitors; Dose-Response Relationship, Drug; Drug Screening Assays, Antitumor; Group V Phospholipases A2; Humans; Molecular Docking Simulation; Molecular Structure; Phospholipase A2 Inhibitors; Picrates; Pyrimidines; Structure-Activity Relationship

2-Aryl-1-arylmethyl-1H-benzimidazole derivatives having different side chains on the structure were examined in vitro for their antioxidant abilities by 2,2-diphenyl-1-picryl hydrazine radical scavenging activity, reducing ability, OH radical scavenging activity, inhibition of polyphenol oxidase and xanthine oxidase. Overall, with few exceptions, all the 2-aryl-1-arylmethyl-1H-benzimidazoles showed moderate biological activity with all parameters examined. The 2-aryl-1-arylmethyl-1H-benzimidazoles were found to be reactive toward 2,2-diphenyl-1-picryl hydrazine radical and had considerable reducing ability, with significant xanthine oxidase inhibition. With few exceptions, all the compounds under study were found to possess moderate-to-poor OH radical scavenging activity and inhibited polyphenol oxidase significantly. These findings suggest that these 2-aryl-1-arylmethyl-1H-benzimidazoles can be considered as potential antioxidant and xanthine oxidase inhibitory agents, those might be further, explored for the design of lead antioxidant and antigout drug candidates using in vivo trials.

Topics: Animals; Antioxidants; Benzimidazoles; Biphenyl Compounds; Catechol Oxidase; Cattle; Enzyme Inhibitors; Hydroxyl Radical; Milk; Picrates; Protein Binding; Xanthine Oxidase

In this study, two new series of 2-amino-1,3,4-oxadiazoles and 5-aryl-1,3,4-oxadiazoles carrying a benzimidazole moiety were synthesized. The antioxidant properties of these compounds were investigated in vitro by the determination of the microsomal NADPH-dependent inhibition of lipid peroxidation levels (LP), the microsomal ethoxyresorufin O-deethylase activity (EROD), and DPPH radical scavenger effects. Among the tested compounds, 2-[(2-(4-chlorophenyl)-1H-benzo[d]imidazole-1-yl)methyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole (9) was found to be the most active compound in all three in vitro systems.

Topics: Animals; Antioxidants; Benzimidazoles; Biphenyl Compounds; Crystallography, X-Ray; Cytochrome P-450 CYP1A1; Drug Design; Free Radicals; In Vitro Techniques; Lipid Peroxidation; Male; Microsomes, Liver; Microwaves; Molecular Structure; Oxadiazoles; Picrates; Rats; Rats, Wistar; Structure-Activity Relationship

1-(4-Methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo[d]imidazole (MBMPB) was synthesized and characterized by (1)H NMR, (13)C NMR, Mass and IR spectral analysis. The mutual interaction of MBMPB with bovine serum albumin (BSA) was investigated using solution spectral studies. The binding distance has been calculated based on the theory of Forester's non-radiation energy transfer (FRET). The Stern-Volmer quenching constant (K(sv)) were calculated at different temperature. The binding site (n), apparent binding constant (K(A)) and corresponding thermodynamic parameters (ΔG,ΔH and ΔS) were calculated. Antioxidant analyses such as DPPH radical scavenging analysis, Superoxide anion scavenging analysis and Hydroxyl radical scavenging analysis have been carried out for MBMPB and it shows potential antioxidant property due to the presence of electron releasing methoxy group.

Topics: Animals; Benzimidazoles; Biphenyl Compounds; Cattle; Energy Transfer; Free Radical Scavengers; Hydroxyl Radical; Models, Molecular; Picrates; Protein Binding; Protein Conformation; Serum Albumin, Bovine; Spectrum Analysis; Superoxides; Thermodynamics