1-1-diphenyl-2-picrylhydrazyl and 1-2-4-triazole

There are numerous studies supporting the contribution of oxidative stress to the pathogenesis of epilepsy. Prolonged oxidative stress is associated with the overexpression of ATP-binding cassette transporters, which results in antiepileptic drugs resistance. During our studies, three 1,2,4-triazole-3-thione derivatives were evaluated for the antioxidant activity and anticonvulsant effect in the 6 Hz model of pharmacoresistant epilepsy. The investigated compounds exhibited 2-3 times more potent anticonvulsant activity than valproic acid in 6 Hz test in mice, which is well-established preclinical model of pharmacoresistant epilepsy. The antioxidant/ROS scavenging activity was confirmed in both single-electron transfer-based methods (DPPH and CUPRAC) and during flow cytometric analysis of total ROS activity in U-87 MG cells. Based on the enzymatic studies on human carbonic anhydrases (CAs), acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), one can assume that the herein investigated drug candidates will not impair the cognitive processes mediated by CAs and will have minimal off-target cholinergic effects.

Topics: Acetylcholinesterase; Animals; Anticonvulsants; Antioxidants; Biphenyl Compounds; Butyrylcholinesterase; Carbonic Anhydrase Inhibitors; Carbonic Anhydrases; Cell Line, Tumor; Cell Survival; Cholinesterase Inhibitors; Dose-Response Relationship, Drug; Epilepsy; Humans; Mice; Models, Molecular; Molecular Structure; Oxidative Stress; Picrates; Reactive Oxygen Species; Structure-Activity Relationship; Triazoles

A series of Schiff bases of 4-amino-1,2,4-triazole derivatives containing pyrazole (5a-h) were synthesized from condensation of 4-amino-5-(5-methyl-1H-pyrazol-3-yl)-4H-1,2,4-triazole-3-thiol (3) derivative with various aromatic aldehydes (4a-h). The structures of the synthesized compounds were elucidated by IR,

Topics: Analgesics, Non-Narcotic; Animals; Antioxidants; Biphenyl Compounds; Female; Indicators and Reagents; Magnetic Resonance Spectroscopy; Male; Mass Spectrometry; Pain Measurement; Picrates; Pyrazoles; Rats; Rats, Wistar; Schiff Bases; Structure-Activity Relationship; Triazoles

In the present study, we describe the synthesis of a new set of 1,2,4-triazolo[1,5-a]pyridines and their fused ring systems. The products were assayed for various types of biological activities like anti-inflammatory and antioxidative activity. Compounds 4c, 4f, 12a, 14, 16, and 19 were found to reduce carrageenan- and dextran-induced inflammation in rats. In addition, compounds 4f and 12a were found to have antioxidative radical scavenging activity. Furthermore, these compounds were tested in the model system Caenorhabiditis elegans and there increased heat stress resistance, reduced the formation of advanced glycation end products, and finally extended the life span.

Topics: Animals; Anti-Inflammatory Agents; Antioxidants; Biphenyl Compounds; Caenorhabditis elegans; Carrageenan; Dextrans; Disease Models, Animal; Dose-Response Relationship, Drug; Drug Design; Edema; Glycation End Products, Advanced; Glycosylation; Heat-Shock Response; Longevity; Male; Molecular Structure; Oxidative Stress; Picrates; Pyridines; Rats; Structure-Activity Relationship; Time Factors; Triazoles

A novel series of compounds were synthesized by cyclic condensation reaction of substituted isothiocyanate (2a-c) with 2-thiophenecarboxylic acid hydrazide (1) in the presence of ethyl alcohol, to obtain intermediate thiosemicarbazides (3a-c), which were further treated with sodium hydroxide in the presence of ethanol to obtain triazole derivatives (4a-c). The latter were refluxed with substituted secondary amines and formaldehyde for 6-10 h to afford Mannich bases (5a-k). The synthesized compounds were characterized on the basis of their spectral (IR, (13)C and (1)H NMR) data and evaluated for biological activities. Some of the compounds were found to exhibit significant antimicrobial and antioxidant activity.

Topics: Anti-Bacterial Agents; Antifungal Agents; Antioxidants; Aspergillus flavus; Aspergillus fumigatus; Biphenyl Compounds; Dose-Response Relationship, Drug; Escherichia coli; Free Radical Scavengers; Microbial Sensitivity Tests; Models, Chemical; Molecular Structure; Oxidation-Reduction; Penicillium; Picrates; Staphylococcus aureus; Thiones; Triazoles; Trichophyton

A new series of 2-(4-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole derivatives containing a 1,2,4-triazole ring were synthesized via microwave technique. This efficient procedure provides pure products within a few minutes. The newly synthesized compounds were confirmed by (1) H NMR and (13) C NMR spectra and they were screened for their lipase inhibition and antioxidant activities. Compounds 4a, 4b, 5a, and 5b showed very good scavenging activity.

Topics: Benzimidazoles; Benzothiazoles; Biphenyl Compounds; Enzyme Inhibitors; Free Radical Scavengers; Lipase; Magnetic Resonance Spectroscopy; Microwaves; Molecular Structure; Picrates; Structure-Activity Relationship; Sulfonic Acids; Triazoles

A series of 1,2,4-triazole-based Schiff base heterocyclic compounds (5a-f and 8a-i) and phenethylamines (7a-h) were synthesized and evaluated for antioxidant properties by free-radical scavenging, anti-hemolytic activity, lipid peroxidation, and their protective effects against DNA oxidative damage. Compounds 7c, 7d, 7h, 8b, and 8i showed promising DPPH(•) radical scavenging activity with the level of inhibition between 86.8% and 94%. Compounds 8a, 8b, 8d, 8g, and 8i were effective against the oxidative hemolysis of human erythrocytes and lipid peroxidation, in a dose-dependent manner, with IC50 values in the range of 55.7-80.7 and 53.2-81.2 µg/mL, respectively. Compounds 8a and 8b were effective against oxidative damage on erythrocyte ghost membrane proteins, and 8g and 8i were able to protect against DNA oxidative damage.

Topics: Antioxidants; Biphenyl Compounds; DNA Damage; Dose-Response Relationship, Drug; Erythrocyte Membrane; Free Radical Scavengers; Hemolysis; Humans; Lipid Peroxidation; Molecular Structure; Oxidative Stress; Phenethylamines; Picrates; Schiff Bases; Triazoles