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South African Journal of Chemistry

versión On-line ISSN 1996-840X
versión impresa ISSN 0379-4350

S.Afr.j.chem. (Online) vol.65  Durban  2012

 

RESEARCH ARTICLE

 

Synthesis and antibacterial activity of some 5,5'-(1,4-phenylene)-bis-1,3,4-oxadiazole and bis-1,2,4-triazole derivatives as precursors of new S-nucleosides

 

 

Yazid DatoussaidI, *; Adil A. OthmanI; Gilbert KirschII

ILaboratory of Biomolecular and Organic Synthesis, Chemistry Department, Faculty of Science, University of Sciences and Technology-Mohamed Boudiaf-Oran-USTO, P.O.B. 1505 El-M'naouer, 31000, Oran, Algeria
IILaboratoire d'Ingénierie Moleculaire et Biochimie Pharmacologique, Université Verlaine, Metz 57070, France

 

 


ABSTRACT

Five compounds, namely 5,5'-benzene-1,4-diylbis(1,3,4-oxadiazole-2-thiol)6 and 5,5'-benzene-1,4-diylbis(1H-1,2,4-triazole-3-thiol) 7a and its derivatives 7b-d were synthesized. Two related S-nucleosides 9 and 10 have been prepared from 6 and 7a Some of these synthesized compounds were tested in vitro by spotting on Mueller Hinton Agar medium against some Gram-positive bacteria, Staphylococcus aureus and Enterococcus faecalis and three Gram-negative bacteria Escherichia coli, Pseudomonasaeruginosa, Pseudomonas fluorescens and compared with the known antibiotics cephalosporin (cefotaxim) and gentamycin. Compound 6: showed significant inhibitory activity against Gram-positive E. faecalis and Gram-negative E. coli bacteria while the others have shown variable inhibition activity.

Keywords: Terephthalic acid, 1,3,4-oxadiazole, 1H-1,2,4-triazole, S-nucleosides, antimicrobial activity


 

 

Full text available only in PDF format.

 

Acknowledgements

Thanks are due to Professor M. Kihel and Mr. A. Mami of the Laboratory of Applied Microbiology, Faculty of Science, University of Oran, Essenia, Oran, for discussion and technical assistance. We also thank Mrs Veronique Poddig of 'Laboratoire d'ingénierie moléculaire et biologie pharmacologique de l' Université de Metz, France, for recording the NMR spectra and Dr. Serge Schneider of Université de Luxembourg, Luxembourg, for recording the mass spectra.

 

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Received 22 February 2011
Revised 17 May 2011
Accepted 22 January 2012

 

 

* To whom correspondence should be addressed. E-mail: adelaliothman@gmail.com

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