Antibacterial Activities of New Compounds Nitrogen Heterocyclic Saturated

Leila Lefrada

Abstract


This work describes the synthesis, spectroscopic, structural characterization and antibacterial activities of new saturated heterocyclic nitrogen compounds of the 1, 3, 5-triazacyclohexane type.

     The new triazacyclohexanes (R3TAC) with mixed aryl and alkyl N-substituents are synthesized by the reaction of a 1:1 mixture of 4-iodoaniline and 2-ethyl1-hexyl amine with formalin. The synthesized compounds were characterized by spectral analysis IR, 1H NMR and 13C NMR and shown to be mainly a mixture of the two mixed triazacylcohexane.

    These compounds were screened for their antibacterial activity against Gram-positive and Gram-negative bacteria by the diffusion method on agar medium. 


Keywords


synthesis; triazacyclohexanes; antibacteria

Full Text:

PDF PDF

References


A.P.N. Franchimont, H. Erp, Contribution a la connaissance des nitramines, Rec. Trav. Chim. 15 (1896) 66e68.

J.G. Miller, E.C. Wagner, Reduction studies of schiff bases. II. The polymeric states and the structures of methylene-aniline and methylene-para-toluidine. The condensation of aniline and acetaldehyde, J. Am. Chem. Soc. 54 (1932) 3698-3706.

M.V. Baker, M.C. Palermo, B.W. Skelton, A.H. White, Titanium (IV) imido complexes of 1,3,5-trialkyl-1,3,5-triazacyclohexanes, Aust. J. Chem. 52 (1999) 179-184; A. G. N. Coxon, R. D. Köhn, ACS Catal. 6 (2016) 3008−3016.

S. Guido, Synthesis and Coordination Chemistry of Traizacyclohexane and Orthoamides, Phd thesis, Technischen Universitat, Berlin, 1999.

A. Bouchemma, P.H. McCabe, G.A. Sim, Conformations of 1,3,5-triaryl-1,3,5-triazacyclohexanes: comparison of the o-, m-, and p-fluorophenyl compounds, J. Chem. Soc. Perkin Trans. 2 (1989) 585-587.

S. Latreche, A. Bouchemma, S. Bouacida, M. Bouhenguel, A. Mousser, 1,3-Bis(2-fluorophenyl)-5-propyl-1,3,5-triazacyclohexane, Acta Cryst. E 62 (2006) 4676-o4678.

S. Latreche, A. Bouchemma, S. Bouacida, M. Bouhenguel, A. Mousser, 3,5-Bis(4-fluorophenyl)-1-propyl-1,3,5-triazacyclohexane, Acta Cryst. E 62 (2006) 4674-4675.

S. Latreche, A. Bouchemma, S. Bouacida, H. Mousser, A. Mousser, 3,5-bis(2-fluorophenyl)-1-isopropyl-1,3,5-triazacyclohexane, Acta crys. E 62 (2006) 4960-4962.

Khalaj A., Nakhjiri M., Negahbani A.S., Samadizadeh M., Firoozpour L, Rajabalian S., Samadi N., Faramarzi M.A., Dibpour N.A., Shafiee A., Foroumadi A., Discovery of a novel nitroimidazolyl-oxazolidinone hybrid with potent anti Gram-positive activity: Synthesis and antibacterial evaluation, Eur.J.Med.Chem, 46 (2011) 65-70.

Pinkner J.S., Remaut H., Buelens F., Miller E., Åberg V., Pemberton N., Hedenström M.,

Larsson A., Seed P., Waksman G., Hultgren S.J., Almqvist F., Rationally designed small compounds inhibit pilus biogenesis in uropathogenic bacteria, Proc. Natl. Acad. Sci. U.S.A., 103 (2006) 17897-17900.

Meka G., K.Pillai S., Sakoulas G., Wennersten C.V., Venkataraman L., DeGirolami P.C., Eliopoulos G.M., Moellering R.C., Gold H.S., Linezolid Resistance in Sequential Staphylococcus aureus Isolates Associated with a T2500A Mutation in the 23S rRNA Gene and Loss of a Single Copy of rRNA, J. Infect. Dis. DrugTargets, 190 (2004) 311-317

M. Chebbah, A. Messai, D. Bilge, A. Bouchemma, C. Parlak. New unsymmetrically substituted triazacyclohexanes. Synthesis,characterisation, antimicrobial properties and DFT study, Journal of Molecular Structure 1129 (2017) 152-159

Ponce A.G., Fritz R., del Valle C. et Roura S.I. Antimicrobial activity of essential oils on the native microflora of organic Swiss chard, Lebensm.-Wiss.u.- Technol.36(2003), p.679-684.

in the 23S rRNA Gene and

Loss of a Single Copy of rRNA, J. Infect. Dis. DrugTargets, 190 (2004) 311-317

M. Chebbah, A. Messai, D. Bilge, A. Bouchemma, C. Parlak. New unsymmetrically substituted triazacyclohexanes. Synthesis,characterisation, antimicrobial properties and DFT study, Journal of Molecular Structure 1129 (2017) 152-159.

Ponce A.G., Fritz R., del Valle C. et Roura S.I. Antimicrobial activity of essential oils on the native microflora of organic Swiss chard, Lebensm.-Wiss.u.- Technol.36(2003), p.679-684.




DOI: http://dx.doi.org/10.5281/zenodo.889066

Refbacks

  • There are currently no refbacks.




Copyright (c) 2017 leila lefrada

_________________________________________________________________________________________________________________________

 All open access articles published in AJNP are distributed under the terms of the  Creative Commons Attribution-  4.0 International License

The research works published in this journal are free to be accessed. They can be shared (copied and redistributed in any medium or format) and\or adapted (remixed, transformed, and built upon the material for any purpose, commercially and\or not commercially) under the following terms: attribution (appropriate credit must be given indicating original authors, research work name and publication name mentioning if changes were made) and without adding additional restrictions (without restricting others from doing anything the actual license permits). Authors retain the full copyright of their published research works and cannot revoke these freedoms as long as the license terms are followed.

 

 Flag Counter