Investigation of dibromo and N-bromoacetyl derivatives of [b] carbazole-synthesis and antibacterial evaluation

Document Type: Research Paper

Authors

PG and Reseach Department of Chemistry Muthurangam Government Arts College Vellore -632 002

Abstract

The synthesis, structure and biological activity of carbazole compounds has been long focus of research interests in the field of medicinal chemistry. 5,8-dibromo-5,6-dihydro(3,2-a)carbazole A have prepared in good yield by a free radical bromination reaction of 8-bromo-5,6-dihydro9(3,2-a)carbazole with N-bromosuccinimide in carbontetrachloride at ambient temperature.. Compound 2 have prepared by free radical brimination method in carbontetrachloride at 40°C. Synthesis of compound C have carried out by free radical bromination with 5-bromo-1,2,3,4-tetrahydrocyclopenta(b)indole as reactant, in dichloromethane at ambient temperature. Compound 2, 4, and 6 were synthesized by N-bromoacetylation method using bromoacetylbromide as reactant. All the synthesized compounds were characterized and confirmed by various instrumental techniques Viz, UV-visible, FTIR, 1H NMR, 13C NMR and Mass spectroscopy. All the synthesized compounds were subjected to the antibacterial evaluation with standard Ciprofloxacin. The results showed that the synthesized compounds exhibit excellent antibacterial activity.

Keywords

References

  1. T. Eicher; S. Hauptmann, The Chemistry of Heterocycles: Structure, Reactivity, Synthesesand Applications; Thieme-Verlag: New York (1995).
  2. W.J. Houlihan, W.A. Remers, R.K. Brown, Indoles, Wiley: New York (1992).
  3.    B. R. J. sunberg, The Chemistry of Indoles: Part I, Academic Press: New York(1996).
  4. I. S. Biradar, S.Y. Manjunath, Indian J. Chem., 43B, 389 (2004).
  5. S. S. Panda, P. V. R. Chawdary, J. Pharma. Sci., 70, 208 (2008).
  6. G. S. Singh, S. Boll, Chem. Form.,133, 76 (1994).
  7. J. L. Stanton, M. H. Ackerman; J. Med Chem., 26, 986 (1983).
  8. K. Kaminnski, J. Obninska, Bio. Org. Med. Chem., 16, 4921 (2008).
  9. Archana, P. Rani, K. Bajaj, V. K. Srivastava, A. Kumar, A. Forsch, Drug. Res., 53, 301 (2003).
  10. S. Sharma, V. K. Srivastava, A. Kumar, Indian. J. Chemistry., 41B, 2647 (2002).
  11. K. Bajaj, V. K.  Srivastava, S. Lata, R. Chandra, A. Kumar, Indian. J. Chem., 42B, 1723 (2003).
  12. B. J. Brimmer, A. Jonatha, Coates and Wicthard, Tetrahedron., 44, 8741 (2003).
  13. V. Alagaramy, P. Parthiban, Rasayan journal of chemistry, 4, 24 (2011).
  14. V. Klink, G.van Koten, G. Green Chem., 5, 470 ( 2003).
  15. A. Rajashegaran, P. P. Thambi, Eur. J. Chem., 40, 1359 (2005).
  16. Y. Waki, H. J. Tanaka,. Org. Chem. 68, 3938 (2003).
  17. X. Tao, Y. Qian, J. Huang, Chem. Commun., 24, 1444 (2003).
  18. J. Walker, Chem. Rev. 93, 1937 (1993).
  19. G. Gribble, Chem. Soc. Rev. 28, 335 (1999).
  20. M. Sathiya, S. Guhanathan, World. J. Pharma. Res., 7, 805, (2018).
International Journal of New Chemistry

Volume 6, Issue 2
Spring 2019
Pages 66-75

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