Synthesis of bioactive quinoline appended spiro pyrrolidines as antioxidants

Author:

Ali M. Mohamed Arshath1,Suriyan G. Udhaya1,Surya K. Jaga1,Mani Kailasam Saravana12ORCID

Affiliation:

1. Department of Chemistry Karpagam Academy of Higher Education Coimbatore Tamil Nadu India

2. Centre for Material Chemistry Karpagam Academy of Higher Education Coimbatore Tamil Nadu India

Abstract

AbstractA multicomponent reaction eliminates operational challenges and boosts the atom economy of the reaction process. A vast class of compounds known as pyrrolidine‐derived heterocycles act as crucial scaffolding for anticancer drugs. The scientists are inspired to create several pyrrolizine derivatives and test their potential antitumor activity against a wide range of cancer types by Mitomycin C's unique anticancer capabilities. We developed an efficient and highly discriminating three‐component reaction between isatin/indenoquinoxaline, l‐phenyl alanine, and quinolinyl‐derived chalcones in methanol results in the synthesis of biologically active novel spiro pyrrolidines that contain three pharmacophoric cores, heterocyclic quinoline scaffold, pyrrolidines, and oxindoles in a single‐molecular framework viz 1,3‐dipolar cycloaddition reaction. FT‐IR, NMR, and mass spectroscopic methods were used to elucidate the structures of the synthesized compounds. With butyrated hydroxy toluene serving as a positive control, the synthesized compounds were tested for antioxidant properties utilizing nitric oxide, 1,1‐diphenylpicrylhydrazide, and super oxide radicals, and the results were analyzed.

Publisher

Wiley

Subject

Organic Chemistry

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