Heterocycles 48. Synthesis, Characterization and Biological Evaluation of Imidazo[2,1-b][1,3,4]Thiadiazole Derivatives as Anti-Inflammatory Agents

Molecules

LászlóCsaba Bencze¹  Silvia Imre²  Anamaria Cristina³  Denisa Leonte³  Valentin Zaharia³  Gabriel Marc⁴  Laurian Vlase⁵  Cristina Mogoșan⁶  Bogdan Apan⁷ 

[1] Biocatalysis and Biotransformation Research Group, Babeș-Bolyai University, Cluj-Napoca 400028, Romania;Department of Analytical Chemistry and Drug Analysis, Tîrgu Mureș University of Medicine and Pharmacy, Târgu Mureș 540139, Romania;Department of Organic Chemistry, Iuliu Hațieganu University of Medicine and Pharmacy, Cluj-Napoca 400012, Romania;Department of Pharmaceutical Chemistry, Iuliu Hațieganu University of Medicine and Pharmacy, Cluj-Napoca 400012, Romania;Department of Pharmaceutical Technology and Biopharmaceutics, Iuliu Hațieganu University of Medicine and Pharmacy, Cluj-Napoca 400012, Romania;Department of Pharmacology, Physiology and Pathophysiology, Iuliu Hațieganu University of Medicine and Pharmacy, Cluj-Napoca 400349, Romania;Department of Pharmacology, Toxicology and Clinical Pharmacology, Iuliu Hațieganu University of Medicine and Pharmacy, Cluj-Napoca 400349, Romania;

关键词: imidazo[2,1-b][1,3,4]thiadiazole derivatives;    anti-inflammatory activity;    molecular docking;    antinociceptive activity;   

DOI  :  10.3390/molecules23102425

来源: DOAJ

【 摘 要 】

Non-steroidal anti-inflammatory drugs (NSAIDs) are an important pharmacological class of drugs used for the treatment of inflammatory diseases. They are also characterized by severe side effects, such as gastrointestinal damage, increased cardiovascular risk and renal function abnormalities. In order to synthesize new anti-inflammatory and analgesic compounds with a safer profile of side effects, a series of 2,6-diaryl-imidazo[2,1-b][1,3,4]thiadiazole derivatives 5a–l were synthesized and evaluated in vivo for their anti-inflammatory and analgesic activities in carrageenan-induced rat paw edema. Among all compounds, 5c showed better anti-inflammatory activity compared to diclofenac, the standard drug, and compounds 5g, 5i, 5j presented a comparable antinociceptive activity to diclofenac. None of the compounds showed ulcerogenic activity. Molecular docking studies were carried out to investigate the theoretical bond interactions between the compounds and target, the cyclooxygenases (COX-1/COX-2). The compound 5c exhibited a higher inhibition of COX-2 compared to diclofenac.

【 授权许可】

Unknown