title: Regio- and stereoselective synthesis of a library of bioactive dispiro-oxindolo/acenaphthoquino andrographolides via 1,3-dipolar cycloaddition reaction under microwave irradiation.
abstract: 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.
authors.affiliation: Department of Chemistry, Indian Institute of Chemical Biology , Council of Scientific and Industrial Research, 4, Raja S. C. Mullick Road, Jadavpur, Kolkata 700 032, India.
authors.forename: Abhijit
authors.initials: A
authors.lastname: Hazra
authors.forename: Yogesh P
authors.initials: YP
authors.lastname: Bharitkar
authors.forename: Debanjana
authors.initials: D
authors.lastname: Chakraborty
authors.forename: Susanta Kumar
authors.initials: SK
authors.lastname: Mondal
authors.forename: Nupur
authors.initials: N
authors.lastname: Singal
authors.forename: Shyamal
authors.initials: S
authors.lastname: Mondal
authors.forename: Arindam
authors.initials: A
authors.lastname: Maity
authors.forename: Rupankar
authors.initials: R
authors.lastname: Paira
authors.forename: Sukdeb
authors.initials: S
authors.lastname: Banerjee
authors.forename: Nirup B
authors.initials: NB
authors.lastname: Mondal
mesh_terms: D003500:Cyclization; D061565:Cycloaddition Reaction; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D008872:Microwaves; D015394:Molecular Structure; D054852:Small Molecule Libraries
chemical_list: D004224:Diterpenes; D054852:Small Molecule Libraries