Synthesis, antifungal and antibacterial activities of some new 2-benzylideneamino-5-arylimino-3-oxo-l,2,4-thiadiazolidines

Abstract

3-Oxo-1,2,4-thiadiazolidines 3a-e have been proved to be exceptionally promising antifungal and anti-bacterial moieties. Synthesis of this new series of compounds has been achieved by a single pot method, i.e. by the oxidehydrogenation of 1-aryl-5-benzylideneamino-2,4-thiobiurets la-e with N-chlorosuccinimide in ethanol medium in 60-65% yields, respectively. Oxidative debenzylation and cyclisation of the related 1-aryl-5-benzylidenearmno-2-5-benzyliso-2,4-thiobiurets 2a-e has also been accomplished leading to the formation of the above oxothiadiazolidines 3a-e in moderate yields.The antifungal activity of 3e has shown maximum inhibition (100%) against Colletotrichum sp. at 500μg/mL. The compounds 3a,c,d are also the promising candidates which have shown more than 72% inhibition against all the tested fungi. Similarly the compounds 3a and 3e at 10 mg/mL concentration has exhibited maximum antibacterial activity by disc diffusion technique against ten listed micro-organisms. Thus the present series of compounds may be further taken up for their futurestic in vivo plant cell screening.