1,5-Diarylpyrazole and vanillin hybrids: Synthesis, biological activity and DFT studies

• Published in: European journal of medicinal chemistry Vol. 100; pp. 106 - 118
• Main Authors: Hernández-Vázquez, Eduardo, Castañeda-Arriaga, Romina, Ramírez-Espinosa, Juan José, Medina-Campos, Omar Noel, Hernández-Luis, Francisco, Chaverri, José Pedraza, Estrada-Soto, Samuel
• Format: Journal Article
• Language: English
• Published: ISSY-LES-MOULINEAUX Elsevier Masson SAS 15.07.2015; Elsevier
• Subjects: Animals; Antioxidant capacity; Antioxidants - chemical synthesis; Antioxidants - chemistry; Antioxidants - pharmacology; Benzaldehydes - chemistry; Benzaldehydes - pharmacology; Chemistry, Medicinal; DFT calculations; Diabetes Mellitus, Experimental - drug therapy; Diarylpyrazole hybrids; Dose-Response Relationship, Drug; Hypoglycemia - drug therapy; Hypoglycemic Agents - chemical synthesis; Hypoglycemic Agents - chemistry; Hypoglycemic Agents - pharmacology; Life Sciences & Biomedicine; Molecular Structure; Oxidative Stress - drug effects; Pharmacology & Pharmacy; Pyrazoles - chemistry; Pyrazoles - pharmacology; Quantum Theory; Rats; Science & Technology; Structure-Activity Relationship; Vanillin; Antioxidant capacity; Vanillin; DFT calculations; Diarylpyrazole hybrids; OXIDATIVE STRESS; GUAIACOL DERIVATIVES; VITAMIN-E; ACTIVATION; HYDROGEN-ATOM ABSTRACTION; RECEPTOR; MECHANISMS; DIABETES-MELLITUS; KINETICS; COMPLICATIONS

Herein, we report the design and synthesis of 13 diarylpyrazole hybrids with vanillin constructed as dual compounds against oxidative stress and diabetes. Compounds were tested in two different antioxidant assays. It was found that all compounds showed an important antioxidant activity in both DPPH...