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Facile one-pot synthesis of spirooxindole-pyrrolidine derivatives and their antimicrobial and acetylcholinesterase inhibitory activities

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Abstract

A library of novel spirooxindole-pyrrolidine derivatives were facilely synthesized via 1,3-dipolar cycloaddition of azomethine ylide generated from sarcosine and paraformaldehyde with various 3-methyleneoxindolines. The relative configuration of obtained spiro[indoline-3,3′-pyrrolidines] was successfully elucidated by determination of nine single-crystal structures. The antimicrobial activities and the inhibitory activity towards acetylcholinesterase of the synthesized spiro compounds were also preliminarily evaluated, in which the spiro[indoline-3,3′-pyrrolidine] 4d exhibited the most potent activity with an IC50 value of 69.07 ± 10.99 μM against acetylcholinesterase (AChE).

Graphical abstract: Facile one-pot synthesis of spirooxindole-pyrrolidine derivatives and their antimicrobial and acetylcholinesterase inhibitory activities

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Publication details

The article was received on 31 Jul 2018, accepted on 29 Aug 2018 and first published on 29 Aug 2018


Article type: Paper
DOI: 10.1039/C8NJ03813A
Citation: New J. Chem., 2018, Advance Article
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    Facile one-pot synthesis of spirooxindole-pyrrolidine derivatives and their antimicrobial and acetylcholinesterase inhibitory activities

    Y. Huang, W. Min, Q. Wu, J. Sun, D. Shi and C. Yan, New J. Chem., 2018, Advance Article , DOI: 10.1039/C8NJ03813A

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