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Medicinal Chemistry Research

, Volume 24, Issue 10, pp 3760–3771 | Cite as

Microwave-assisted synthesis of benzenesulfonohydrazide and benzenesulfonamide cyclic imide hybrid molecules and their evaluation for anticancer activity

  • Anuj Kumar
  • Nikhil Kumar
  • Partha Roy
  • S. M. Sondhi
  • Anuj Sharma
Original Research

Abstract

4-Methyl benzenesulfonohydrazide (1a) and 4-methoxy benzenesulfonohydrazide (1b) on condensation with furan-2,5-dione, hexahydroisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione and isochroman-1,3-dione under microwave irradiation condition gave corresponding condensation products 2a,b; 3a,b; 4a,b and 5a,b, respectively, in good yields. Microwave-assisted condensation of 4-amino-N-(thiazol-2-yl)benzenesulfonamide (6a), 4-amino-N-(pyrimidin-2-yl)benzenesulfonamide (6b) and 4-amino-N-(4-methyl pyrimidin-2-yl)benzenesulfonamide (6c) with furan-2,5-dione, hexahydroisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione and isochroman-1,3-dione gave corresponding condensation products 7ac, 8ac, 9ac and 10ac, respectively, in good yields. All these compounds, i.e., 2a,b; 3a,b; 4a,b; 5a,b; 7ac; 8ac; 9ac and 10ac, were screened for in vitro anticancer activity against five human cancer cell lines, i.e., breast (T47D), lung (NCl H-522), colon (HCT-15), ovary (PA-1) and liver (Hep G2). Compounds 7c and 9c exhibited good anticancer activity against ovary (PA-1) (IC50 value 8.12 ± 1.83 µM) and liver (Hep G2) (IC50 value 4 ± 1.9 µM) cancer cell lines, respectively.

Keywords

Microwave Benzenesulfonohydrazide Benzenesulfonamide Anticancer activity 

Notes

Acknowledgments

We are thankful to technical staff of the Chemistry Department, IIT Roorkee, for spectroscopic studies and elemental analysis. Thanks are also due to Head IIC for providing NMR facility. Mr. Anuj Kumar is thankful to MHRD, New Delhi, for financial assistance.

Supplementary material

44_2015_1414_MOESM1_ESM.docx (5.9 mb)
Supplementary material 1 (DOCX 6066 kb)

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Copyright information

© Springer Science+Business Media New York 2015

Authors and Affiliations

  • Anuj Kumar
    • 1
  • Nikhil Kumar
    • 2
  • Partha Roy
    • 2
  • S. M. Sondhi
    • 1
  • Anuj Sharma
    • 1
  1. 1.Department of ChemistryIndian Institute of Technology-RoorkeeRoorkeeIndia
  2. 2.Department of BiotechnologyIndian Institute of Technology-RoorkeeRoorkeeIndia

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