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Synthesis of New N‐Substituted 5‐Arylidene‐2,4‐thiazolidinediones as Anti‐Inflammatory and Antimicrobial Agents
Authors:Cristina Nastasă  Brînduşa Tiperciuc  Alina Pârvu  Mihaela Duma  Ioana Ionuţ  Ovidiu Oniga
Affiliation:1. Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Iuliu Ha?ieganu University of Medicine and Pharmacy, Cluj‐Napoca, Romania;2. Faculty of Medicine, Department of Physiology, Iuliu Ha?ieganu University of Medicine and Pharmacy, Cluj‐Napoca, Romania;3. State Veterinary Laboratory for Animal Health and Food Safety, Cluj‐Napoca, Romania
Abstract:A novel series of 5‐arylidene ‐ 2,4‐thiazolidinediones (TZDs) 2a – p was synthesized from the condensation of 3‐((2‐phenylthiazol‐4‐yl)methyl)thiazolidine‐2,4‐dione with different benzaldehyde derivatives. All the structures were confirmed by their spectral (IR, 1H NMR, 13C NMR and mass) and elemental analytical data. The new molecules were evaluated in vivo as anti‐inflammatory agents in an acute experimental inflammation, evaluating the acute phase bone marrow response and phagocyte activity. All compounds, excepting one, reduced the absolute leukocytes count due to the lower neutrophil percentage. Phagocytary index was decreased by the same molecules, while only half of them reduced the phagocytary activity. The effect was superior to meloxicam, the reference anti‐inflammatory drug, for the majority of the TZD derivatives. The new molecules were also investigated for their antimicrobial properties on Gram‐positive and Gram‐negative bacteria and one fungal strain. Two compounds ( 2e and 2n ) manifested growth inhibition capacity on all the tested strains.
Keywords:Anti‐inflammatory activity  Antimicrobial activity  5‐Arylidene‐2,4‐thiazolidinedione  2‐Phenyl‐thiazole
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