SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL ACTIVITY STUDY OF NOVEL SPIRO [INDOLINE-2, 2-PYRROLIDIN] - 3-ONES THROUGH 1, 3-DIPOLAR CYCLOADDITION

Abstract

Pyrrolidine is a heterocyclic compound which has one nitrogen atom in the five membered ring (C4H9N) with extensive applications in various medical and industrial fields. In this study two pyrrolidine derivatives P1and P2 were synthesized by using intermediate dibenzalacetone (chalcone) react with isatin and sarcosine in multicomponent reaction or dibenzalacetone react with azomethine ylide produce from isatin and sarcosine in [3+2] cycloaddition to get the target compounds namely novel Spiro [indoline-2, 2-pyrrolidin] - 3-ones. Structures of the synthesized compounds were elucidated by using IR, NMR (1H-NMR and 13C-NMR) and LC-MS. All products were assayed in vitro for their antimicrobial activities against Staphylococcus aureus and Escherichia coli bacteria and antifungal activities were also studied against fungi like Aspargillus Niger and Aspergillus versicolla using the paper disc diffusion method. Chloramphenicol and Tilt were used as a reference drug for the antibacterial and antifungal activities, respectively. The compound Spiro [indoline-2, 2’-pyrrolidine]-3-one derivatives (P1)at 75 μg/mL dose than 25 and 50 μg/mL showed a greater ability of inhibition against both tested bacteria specially Staphylococcus aureus than the other compound. In the antifungal activity, the chlorine substituted pyrrolidine derivative, Spiro [indoline-2, 2’-pyrrolidine]-3-one derivatives (P2) at 75 μg/mL dose than 25 and 50 μg/mL revealed good inhibitory activity against the tested fungal species specially Aspargillus Niger. These compounds can be identified as viable leads for further studies.