5-Acetyl (or 5-benzoyl)-8-hydroxyquinoline-4-substituted thiosemi- carbazones (IIa-m, IIIa-m respectively) have been prepared via the condensation of 5-acetyl (or 5-benzoyl)-8hydroxyquinoline with the appropriate 4-substituted-3-thiosemicabazides (Ia-l). The thiosemicarbazones (IIa-l, IIIa-f) were subjected to cyclization into the corresponding thiazolidinones (IVa-l, Va-f) by the reaction with ethyl bromoacetate in the presence of anhydrous sodium acetate. The structures of the thiosemicarbazones as well as the corresponding thiazolidinones were assigned based on both elemental and spectroscopic evidences. The prepared compounds were also evaluated for antibacterial and antifungal activities.