Synthesis and Anticancer Activity of new N-mustard Substituted Coumarin Derivatives

Authors

  • Nirav Tatamiya  Department of Chemistry, Saurashtra University, Rajkot, Gujarat, India
  • Jayesh babariya  Department of Chemistry, Saurashtra University, Rajkot, Gujarat, India
  • Jaydeep Rajpara  Department of Chemistry, Saurashtra University, Rajkot, Gujarat, India
  • Yogesh T. Naliapara  Department of Chemistry, Saurashtra University, Rajkot, Gujarat, India
  • D. M. Purohit  Department of Chemistry, Saurashtra University, Rajkot, Gujarat, India

Keywords:

4-chloro,3-nitro coumarin; aniline mustard; anticancer activity

Abstract

A series of N-mustard Substituted- coumarin have been synthesized characterized and evaluated for their in vitro cytotoxicity and anticancer activity against PC-3 human cancer cell lines. The methodology involves nucleophilic substitution of readily accessible 3-Cyano-4-chloro coumarin with ethanol amine further on chlorination gives substituted 4-(bis(2-chloroethyl)amino)-3-nitro-2H-chromen-2-one derivatives. Among these compounds screened, three compounds (NT-2g, NT-2f and NT-2e) showed GI50 range from 80 to 95 µg/ml. All synthesized compounds were characterized by IR, NMR and mass spectral analysis and screened for Anticanceractivity using PC-3 cell line. All the compounds showed moderate to good anticancer activity.

References

  1. Kramer, B. S., Gohagan, J. K. & Prorok, P. C. Cancer screening: theory and practice. (CRC Press, 1999).
  2. Rink, S. M. et al. F THE CHEMICAL. 1993,115, 2551–2557
  3. Kohn, K. W., Hartley, J. A. & Mattes, W. B. Mechanisms of DNA sequence selective alkylation of guanine-N7 positions by nitrogen mustards. Nucleic Acids Res. 1987,15, 10531–10549
  4. Millard, J. T., Raucher, S. & Hopkins, P. B. Mechlorethamine Cross-Links Deoxy guanosine Residues. J. Am. Chem. Soc. 1990,2459–2460
  5. Vogel Gilbert’s ann. Phys.,1820,64,161.
  6. (a).M.Stahmann, T. Wolff, K. Link, J. Am.Chem.Soc.,1943,65,2285.(b).E.Renk. W. Stoll, Prog.Drug.Res.,1968,14,226.(c).F.Kazmier,Mayo Clinic. Proc.,1974,49,918.(d).S.Moran, Crop. Protect.,2001,20,529.
  7. J.Hinmann, H. Hoeksema, E. Carbon, W. Jackson, J. Am. Chem.Soc.,1956,78,1072.
  8. A. Bourinbaiar, X. Tan, R. Nagomy, Acta Virol.,1993,37,241.
  9. I.Kostava, Curr. Med. Chem.- Anti Cancer Agents, 2005,5,29.
  10. P. Laurin, M. Klich, C. Dupis-Hamelin, P. Mauvais, P. Lassaigne, A. Bonnefoy, B.Musicki, Bioorg. Med.Chem. Lett.,1999,9,2079.
  11. V. Savelev, N. Pryanishinikova, O. Artamonova, I. Fenida, V. Zagorevskii, Khimiko FarmasevticheskiiZhurnal, 1975,9(6),10,18.
  12. A. Ruwet, C. Draguet, M.Renson, Bull.Soc.Chem.Belg.,1970,79,639.
  13. V. Trapov, E. Perfanov, L. Smirnov, Khim.-Farm. Zh.,1996,30,20.
  14. G. Raskob, P. Comp, G. Pineo, R. Hull, In Anticoagulant: Physiologic, Pathologic band Pharmacologic, D. Green, Ed.6, Eds.;CRC Press, Boca Raton,1994,231.
  15. S. Pillai, S. Menon, L. Mitscher, C. Pillai, D. Shankel, J. Nat. Prod.,1999,62,1358.
  16. W.Gao, W. Hou, M. Chang, Y. Cui, Y. Li, X. wang, L. Tang and S. Sun; Farming Zhuanli Shenqing Gongkai Shuomingshu, CN101220016,2008.

International Journal of Scientific Research in Science, Engineering and Technology

Downloads

Published

2017-10-31

Issue

Volume 3, Issue 6, September-October-2017

Section

Research Articles

License

Copyright (c) IJSRSET

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
Nirav Tatamiya, Jayesh babariya, Jaydeep Rajpara, Yogesh T. Naliapara, D. M. Purohit, " Synthesis and Anticancer Activity of new N-mustard Substituted Coumarin Derivatives, International Journal of Scientific Research in Science, Engineering and Technology(IJSRSET), Print ISSN : 2395-1990, Online ISSN : 2394-4099, Volume 3, Issue 6, pp.45-51, September-October-2017.