Research Article | Volume: 7, Issue: 6, June, 2017

Synthesis and antimicrobial activity of Bis-Derivatives of 3a′, 6a′Dihydro-2'H-Spiro[Indole-3,1'-Pyrrolo[3,4-c]Pyrrole]-2,4',6'(1H, 3'H, 5'H)-Trione

Ruslan Gr. Redkin Evgeniya I. Syumka Leonid A. Shemchuk Valentin P. Chernykh   

Open Access   

Published:  Jun 30, 2017

DOI: 10.7324/JAPS.2017.70610

The interaction of isatins, α-amino acids and 1,6-bismaleimidohexane has been studied. It was found that for 1'-R3-2'-R2-3'-R1-5'-(6-{1'-R3-2'-R2-3'-R1-2,4',6'-trioxo-1,2,3',3'a,4',5',6',6'a-octahydro-2'H-spiro[indole-3,1'-pyrrolo[3,4-c]pyrrole]-5'-yl}hexyl)-1,2,3',3'a,4',5',6',6'a-octahydro-2'H-spiro[indole-3,1'-pyrrolo[3,4-c]pyrrole]-2,4',6'-triones were formed through three-component 1,3-dipolar cycloaddition of azomethine ylides generated in situ by the decarboxylative condensation of isatin and some α-amino acids with dipolarophile 1,6-bismaleimidohexane. This method has the advantages of mild reaction conditions, high atom economy and excellent yields. The most suitable conditions for this reaction are boiling alcohol-water medium. The obtained compounds showed a weak selective antimicrobial activity for the Micrococcaceae family.

Keyword:     Isatins α-amino acids 2-oxindoles bis-spirocyclic systems bis-maleimides 13-cycloaddition antimicrobial activity.


Redkin RG, Syumka EI, Shemchuk LA, Chernykh VP. Synthesis And Antimicrobial Activity of Bis-Derivatives of 3a′,6a′-Dihydro2'H-Spiro[Indole-3,1'Pyrrolo[3,4-c]Pyrrole]-2,4',6'(1H, 3'H, 5'H)- Trione. J App Pharm Sci, 2017; 7 (06): 069-078.

Copyright:The Author(s). This is an open access article distributed under the Creative Commons Attribution Non-Commercial License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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