RESEARCH ARTICLE

 

Synthesis and antioxidant activity of 3,3'-diselanediylbis (N,N-disubstituted indolizine-1-carboxamide) and derivatives

 

 

Chandrashekhar Narajji; Manohar D. Karvekar^*; A. Kumar Das

Department of Pharmaceutical Chemistry, Krupanidhi College of Pharmacy, 5 Sarjapur Road, Koramangala, Bangalore, 560 034, India

 

 

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ABSTRACT

A series of novel diselenides 5a-e were synthesized from α-haloketones, α-picoline alkenes and various secondary amines under a dry nitrogen atmosphere. The structures of these compounds were established by means of their spectral data and they were screened for scavenging activity against 1,1-diphenyl-2-picryl-hydrazyl (DPPH^.). The results of this research showed that two of these compounds (5e and 5d) exhibited reasonable antioxidant activity. The intermediate, methyl 5-methylindolizine-1-carboxylate was prepared by condensation of methyl acrylate with 1-(carboxymethyl)-2-methylpyridinium halide, which was prepared from a-picoline and chloroacetic acid by using the Tschischibabin reaction.

Keywords: Antioxidants, diselenides, indolizine, free radical scavenger, 1,1-DPPH

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Acknowledgements

The authors sincerely thank the management and staff of Krupanidhi College of Pharmacy for their dedicated collaboration and devotion.

 

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Received 10 September 2007
Revised 13 March 2008
Accepted 2 April 2008

 

 

* To whom correspondence should be addressed. E-mail: ch_pharmacy@rediffmail.com