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

Hazra, Abhijit; Bharitkar, Yogesh
P.; Chakraborty, Debanjana; Mondal, Susanta Kumar; Singal, Nupur; Mondal, Shyamal; Maity, Arindam; Paira, Rupankar; Banerjee, Sukdeb; Mondal, Nirup B.

doi:10.1021/co3001154.s001

co3001154_si_001.pdf (2.66 MB)

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

journal contribution

posted on 2013-01-14, 00:00 authored by Abhijit Hazra, Yogesh P. Bharitkar, Debanjana Chakraborty, Susanta Kumar Mondal, Nupur Singal, Shyamal Mondal, Arindam Maity, Rupankar Paira, Sukdeb Banerjee, Nirup B. Mondal

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.