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Synthesis, Spectral Studies and in vitro Antibacterial Evaluation of Triaza and Dioxa Aza Spiro Derivatives
Corresponding Author(s) : Manivannan Natarajan
Asian Journal of Chemistry,
Vol. 25 No. 1 (2013): Vol 25 Issue 1
Abstract
Six compounds 7,9-diphenyl-1,4-dioxa-8-azaspiro[4.5]decane 1-6 have been synthesized by Mannich reaction and cyclo condensation. The structures and stereochemistry established by IR, NMR studies. The purities were checked by elemental analysis. The synthesized compounds 1-6 adopt chair conformation with equatorial orientation of the aryl groups. All the compounds were screened for their antibacterial activity against Proteus mirabilis, Klebsiella oxytoca, Staphylococcus aureus and Salmonella paratyphi. The compound 5 exhibited excellent in vitro antibacterial activity in all species.
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- M. Sannigrahi, Tetrahedron, 55, 9007 (1999).
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- C. Marti and E.M. Carreira, J. Am. Chem. Soc., 127, 1150 (2005).
- R. Thilakam, V. Jayamani,A.K. Gayathiri and R. Kalpana, Asian J. Chem., 23, 4268 (2011).
- M.U. Hasan, M. Arab, K. Pandiarajan, R. Sekar and D. Marko, Mag. Res. Chem., 23, 292 (1985).
- K. Pandiarajan, R.T. Sabapathymohan and M.U. Hasan, Mag. Res. Chem., 24, 312 (1986).
- T. Ravindran and R. Jeyaraman, Indian J. Chem., 31B, 677 (1992).
- V.V. Dhabokar and M.W. Mihiradkar, Indian J. Chem., 48B, 1027 (2009).
- H.A. El-Masry, H.H. Fahmy and A.S.H. Abdelwahed, Molecules, 5, 1429 (2000).
- V. Baliah, A. Ekambaram and T.S. Govindarajan, Curr. Sci., 23, 264 (1954).
- O.R. Noller and V. Baliah, J. Am. Chem. Soc., 70, 3853 (1948).
- N. Pathmavathi, A. Baliah and B. Reddy, Indian J. Chem., 41B, 1670 (2002).
- N. Pathmavathi,A. Baliah and T.V.R. Reddy, B.J. Reddy and D.B. Reddy, Heteroatom Chem., 14, 513 (2003).
- M. Sujatha and R. Jeyaraman, Indian J. Chem., 31B, 507 (1992).
- T. Ravindran and R. Jeyaraman, Indian J. Chem., 31B, 677 (1992)
References
M. Sannigrahi, Tetrahedron, 55, 9007 (1999).
N. Srivastav, A. Mittal and A. Kumar, J. Chem. Soc., 35, 493 (1992).
D.M. James, H.B. Kunze and D.J. Faulkner, J. Nat. Prod., 54, 1137 (1991).
M. Jambuligam, A. Sathish, J. Vasanthakumar and K. Rakkiyappan, Asian J. Chem., 16, 1261 (2004).
C. Marti and E.M. Carreira, J. Am. Chem. Soc., 127, 1150 (2005).
R. Thilakam, V. Jayamani,A.K. Gayathiri and R. Kalpana, Asian J. Chem., 23, 4268 (2011).
M.U. Hasan, M. Arab, K. Pandiarajan, R. Sekar and D. Marko, Mag. Res. Chem., 23, 292 (1985).
K. Pandiarajan, R.T. Sabapathymohan and M.U. Hasan, Mag. Res. Chem., 24, 312 (1986).
T. Ravindran and R. Jeyaraman, Indian J. Chem., 31B, 677 (1992).
V.V. Dhabokar and M.W. Mihiradkar, Indian J. Chem., 48B, 1027 (2009).
H.A. El-Masry, H.H. Fahmy and A.S.H. Abdelwahed, Molecules, 5, 1429 (2000).
V. Baliah, A. Ekambaram and T.S. Govindarajan, Curr. Sci., 23, 264 (1954).
O.R. Noller and V. Baliah, J. Am. Chem. Soc., 70, 3853 (1948).
N. Pathmavathi, A. Baliah and B. Reddy, Indian J. Chem., 41B, 1670 (2002).
N. Pathmavathi,A. Baliah and T.V.R. Reddy, B.J. Reddy and D.B. Reddy, Heteroatom Chem., 14, 513 (2003).
M. Sujatha and R. Jeyaraman, Indian J. Chem., 31B, 507 (1992).
T. Ravindran and R. Jeyaraman, Indian J. Chem., 31B, 677 (1992)