Catalyst-Free Three-Component Synthesis, Antibacterial, Antifungal, and Docking Studies of Spiroindoline Derivatives

Abstract

A sequence of functionalized 1′H-spiro-[indoline-3,5′-pyrimido[4,5-b]quinoline] − 2,2′,4′ (3′H,10′H)-trione derivatives have been synthesized by a catalyst-free three-component reaction of barbituric acid with arylamines and isatin under aqueous conditions. Neutral reaction conditions, high yields, and operational simplicity are the important features of the present protocol. The molecular docking studies of all the synthesized compounds were performed with jackbean urease (PDB ID: 3LA4). The results suggest that the compounds 4a-4j showed good binding affinities with the active site of jackbean urease having an inhibition constant Ki = 76.26 nm. This study offers the first example of the exhibition of urease inhibitory potential by spiro indoline derivatives paying route to develop more potent anti-urease compounds of medicinal and agricultural interest. The selected compounds 4a and 4j were evaluated for antimicrobial studies.

Keywords:

• Antimicrobial
• aryl amine
• jackbean urease
• spiroindoline
• 3LA4