Synthesis, characterization, and biological evaluation of some sulfur- and nitrogen-containing heterocyclic compounds
Mahesh J. Birajdar, Sameep M. Sonvane, Gopal V. Lohiya, Vivek B. Panchbhai, Ajay B. Gadgul, Yogesh P. Kulkarni, Kranti L. SatputeAbstract:
INTRODUCTION:
A literature suggests a thiazolidinone & benzthiazole scaffolds has a wide range of biological activities and therapeutic potential. Substituted thiazolidinone has drawn attention of several researchers over the last two decades. After reviewing this, we planned to synthesize a novel thiazolidinone derivatives clubbed with benzthiazole moiety with potent biological action.
MATERIALS AND METHODS:
Scaffold thiazolidene 2,4 dione (I) was synthesized by refluxing 40hrs thiourea and chloroacetic acid.. Subsequently 5 (4 ethoxybenzylidene) 1,3 thiazolidine 2,4 dione (II) formed by refluxing thiazolidinedione(I) with 4 ethoxybenzaldehyde and sodium acetate for 12 hrs in glacial acetic acid. The final moiety (III) was produced using Mannich base reaction which involved reaction of 5 (4 ethoxybenzylidene) 1,3 thiazolidine 2,4 dione (II) with formaldehyde and substituted 2 amino benzthiazole for 12 hr in an ethanolic medium. The synthesized novel substituted thiazolidinone was screened for analgesic action using Eddy’s hot plate method, for antibacterial activity using the disc diffusion method, and anti-inflammatory activity using the carrageen-induced paw edema model.
RESULT:
The new thizolodine-2,4-dione scaffold was evaluated for antibacterial activity in the current work, and in comparison with other test compounds and conventional medication ciprofloxacin compounds IIIe and IIIg shown good antibacterial activity. Compounds IIIa, IIIc, IIId, IIIe, and IIIf exhibited good anti-inflammatory action. Research on analgesic activity showed that compounds IIIb, IIIf, and IIIg displayed promising activity when compared to regular pentazocine.
CONCLUSION:
The current research shows that thiazolidine- 2,4-dione, a heterocyclic compound, has antibacterial, anti-inflammatory, and analgesic properties. Researchers have a lot of room to explore thiazolidine 2,4- dione scaffolds for further research.