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Synthesis, X-Ray Crystal structure and Evaluation of Biological Activities of 1-(Acetoxyethyl) -2-Methyl-5-Nitroimidazol
Research article
  

Synthesis, X-Ray Crystal structure and Evaluation of Biological Activities of 1-(Acetoxyethyl) -2-Methyl-5-Nitroimidazol


Joseph Ngongo Molisho, Patrick T. Ndingi

Department of chemistry, Faculty of Science, Université de Kinshasa, B.P.190 Kinshasa XI, DR CONGO


Corresponding author :

Joseph Ngongo Molisho,
Tel.: +243-812338094,
Email:

Received: January 2, 2017,   Accepted: January 2, 2017,   Published:


Abstract:

1-(Acetoxyethyl)-2-methyl-5-nitroimidazol 1 has been synthesized from 2-(2’-methyl-5’-nitro-1H-imidazol-1’-yl) ethanol known as metronidazole. X-Ray Crystal structure of the compound 1 is now described and shows a stereopair in the asymmetric unit, also a crystal packing of these two molecules on each other in attachment by Van der Waals contact. The Crystal system of this compound is monoclinic with a Space group P21/c and a R-value of 4.34%. Morever, the characterization of the compound 1 has been confirmed by using of the proton, carbon-13 and DEPT-135 Nuclear Magnetic Resonance data. The evaluation of its in vitro antibacterial activities shows that the compound 1 is most active than its analogue 2-(2’-methyl-5’-nitro-1H-imidazol-1’-yl) ethanol taken as reference. Against the anaerobic bacteria Euterobacterium species and the aerobic strong bacteria Pseudomonas aeruginosa ATCC, 1-(Acetoxyethyl)-2-methyl-5-nitroimidazol 1 presents a Minimal Inhibition Concentration (MIC) respectively around 62.50 mg/l and 1000 mg/l, whereas the MIC of metronidazole amount around 125 mg/l against the bacteria Euterobacterium species. Against the aerobic bacteria Pseudomonas aeruginosa ATCC, metronidazole doesn’t show any antibacterial activity. This confirms the accuracy of the biological results, because metronidazole, according to the mechanism of action, is only cytotoxic to anaerobic bacteria cells. An antibacterial activity of the derivative 1 against the aerobic strong bacteria Pseudomonas aeruginosa ATCC allows us to think that this derivative can be used to some extent against the mixed infections.


Keywords: 1-(Acetoxyethyl)-2-methyl-5-nitroimidazol, monoclinic Crystal system, Crystal packing of a stereopair in the asymmetric unit, higher antibacterial activity in mixed infections


Citation:

Joseph Ngongo Molisho et al. (2017). Synthesis, X-Ray Crystal structure and Evaluation of Biological Activities of 1-(Acetoxyethyl) -2-Methyl-5-Nitroimidazol, j. of Physical and Chemical Sciences.V4I4. DOI: 10.15297/JPCS.V4I4.02


Copyright:

© 2017 Joseph Ngongo Molisho. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.


      
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      Journal of Physical and Chemical Sciences