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Synthesis of bioactive quinoline appended spiro pyrrolidines as antioxidants

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JOURNAL OF HETEROCYCLIC CHEMISTRY
卷 60, 期 9, 页码 1558-1564

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WILEY
DOI: 10.1002/jhet.4699

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A multicomponent reaction improves the efficiency and economy of the reaction process. Pyrrolidine-derived heterocycles are important scaffolds for anticancer drugs. Scientists created pyrrolizine derivatives and tested their antitumor activity against various cancer types using Mitomycin C as inspiration.
A 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.

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