title: Synthesis of new N-substituted 5-arylidene-2,4-thiazolidinediones as anti-inflammatory and antimicrobial agents.
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.
authors.affiliation: Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Iuliu Haţieganu University of Medicine and Pharmacy, Cluj-Napoca, Romania. cris.moldovan@yahoo.com
authors.forename: Cristina
authors.initials: C
authors.lastname: Nastasă
authors.forename: Brînduşa
authors.initials: B
authors.lastname: Tiperciuc
authors.forename: Alina
authors.initials: A
authors.lastname: Pârvu
authors.forename: Mihaela
authors.initials: M
authors.lastname: Duma
authors.forename: Ioana
authors.initials: I
authors.lastname: Ionuţ
authors.forename: Ovidiu
authors.initials: O
authors.lastname: Oniga
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002176:Candida albicans / Q000187:drug effects; D004195:Disease Models, Animal; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D007249:Inflammation / Q000188:drug therapy / Q000473:pathology; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D000077239:Meloxicam; D010586:Phagocytes / Q000187:drug effects / Q000378:metabolism; D051381:Rats; D017208:Rats, Wistar; D013329:Structure-Activity Relationship; D013843:Thiazines / Q000494:pharmacology; D013844:Thiazoles / Q000494:pharmacology; D045162:Thiazolidinediones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D000893:Anti-Inflammatory Agents; D000935:Antifungal Agents; D013843:Thiazines; D013844:Thiazoles; D045162:Thiazolidinediones; D000077239:Meloxicam