Literature DB >> 23167870

Regio- and stereoselective synthesis of a library of bioactive dispiro-oxindolo/acenaphthoquino andrographolides via 1,3-dipolar cycloaddition reaction under microwave irradiation.

Abhijit Hazra1, Yogesh P Bharitkar, Debanjana Chakraborty, Susanta Kumar Mondal, Nupur Singal, Shyamal Mondal, Arindam Maity, Rupankar Paira, Sukdeb Banerjee, Nirup B Mondal.   

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.

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Year:  2012        PMID： 23167870     DOI： 10.1021/co3001154

Source DB:  PubMed          Journal:  ACS Comb Sci        ISSN： 2156-8944            Impact factor:   3.784


  2 in total

1.  A green, multicomponent, regio- and stereo-selective 1,3-dipolar cycloaddition of azides and azomethine ylides generated in situ with bifunctional dipolarophiles using PEG-400.

Authors:  Jayant Sindhu; Harjinder Singh; J M Khurana
Journal:  Mol Divers       Date:  2014-02-28       Impact factor: 2.943

2.  Synthesis of diversely substituted bis-pyrrolizidino/ thiopyrrolizidino oxindolo/acenaphthyleno curcuminoids via sequential azomethine ylide cycloaddition.

Authors:  Meenakshi Singh; Abhijit Hazra; Yogesh P Bharitkar; Ritu Kalia; Ashutosh Sahoo; Sneha Saha; V Ravichandiran; Shekhar Ghosh; Nirup B Mondal
Journal:  RSC Adv       Date:  2018-05-23       Impact factor: 3.361
  2 in total

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