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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

IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata

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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 Hazra, Abhijit
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
 
Date 2013
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/1957/1/ACS_COMBINATORIAL_SCIENCE__Volume_15(_1)_41%2D48;2013[140].pdf
Hazra, Abhijit 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. ACS Combinatorial Science, 15 (1). pp. 41-48.
 
Relation http://dx.doi.org/10.1021/co3001154
http://www.eprints.iicb.res.in/1957/