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Regio- and Stereoselective Synthesis of a Library of Bioactive Dispiro-Oxindolo/Acenaphthoquino Andrographolides via 1 ,3- Dipolar Cycloaddition Reaction Under Microwave Irradiation

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Title Regio- and Stereoselective Synthesis of a Library of Bioactive Dispiro-Oxindolo/Acenaphthoquino Andrographolides via 1 ,3- Dipolar Cycloaddition Reaction Under Microwave Irradiation
 
Creator Bharitkar, Abhijit Hazra
Bharitkar, Yogesh P
Chakraborty, Debanjana
Mondal, Susanta Kumar
Singal, Nupur
Mondal, Shyamal
Maity, Arindam
Paira, Rupankar
Banerjee, Sukdeb
Mondal, Nirup B
 
Subject Chemistry
 
Description Dispiro-pyrrolidino/pyrrolizidino fused oxindoles/acenaphthoquinones have
been derived from andrographolide via azomethine ylide cycloaddition to the conjugated double-bond under microwave (MW) irradiation. The reactions are chemo-, stereo-, and regioselective in nature. Change in amino acid from sarcosine/N-benzyl glycine to L-proline changes the regiochemistry. A representative library of 40 compounds along with in vitro anticancer evaluation is reported.
 
Publisher American Chemical Society
 
Date 2013
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/1805/1/ACS_COMBINATORIAL_SCIENCE___15_(_1)_41%2D48_;2013[14].pdf
Bharitkar, Abhijit Hazra and Bharitkar, Yogesh P and Chakraborty, Debanjana and Mondal, Susanta Kumar and Singal, Nupur and Mondal, Shyamal and Maity, Arindam and Paira, Rupankar and Banerjee, Sukdeb and Mondal, Nirup B (2013) Regio- and Stereoselective Synthesis of a Library of Bioactive Dispiro-Oxindolo/Acenaphthoquino Andrographolides via 1 ,3- Dipolar Cycloaddition Reaction Under Microwave Irradiation. Journal of the American Chemical Society, 15 (1). pp. 41-48.
 
Relation http://dx.doi.org/10.1021/co3001154
http://www.eprints.iicb.res.in/1805/