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Synthesis, X-Ray Crystal Structure And Evaluation Of Biological Activities Of 1(Acetoxyethyl) -2-Methyl-5-Nitroimidazol

Authors: Molisho, Joseph Ngongo;

Synthesis, X-Ray Crystal Structure And Evaluation Of Biological Activities Of 1(Acetoxyethyl) -2-Methyl-5-Nitroimidazol

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.

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

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popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
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influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
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