Abstract
Synthetic Studies and Antibacterial Activity of Nucleobases and their N- and S-Glucosidesfrom 2-Amino Benzoic Acid and its Benzamido Derivatives
Samia Benhammadi, Salimairaten and Adil A. Othman
DOI : http://dx.doi.org/10.13005/ojc/320528
Abstract:
A series of S-glucosides11a-14a and their benzamido derivatives 11b-14b have been synthesized by reacting D-glucose withthiol groups of 5-(2’-aminophenylene)-1,3,4-oxadiazole-2-thioles7(a,b), 5-(2’-aminophenylene)-1,3,4-thiadiazole-2-thiols8(a,b), 5-(2’-aminophenylene)-1,2,4-triazole-3-thiols9(a,b)and 5-(2’-aminophenylene)-4-N-amino-1,2,4-triazole-3-thiols10(a,b). The thiols7(a,b)-10(a,b) have been synthesized from hydrazides3(a,b)which already been synthesized from 2-aminobenzoic acid and its benzamido derivative.Allsynthesized compoundswerecharacterized by IR, UV,1H- and13C- NMR. Nucleobases and a representative of S-glycoside weretestedin vitro against the following microorganisms: twoGram-positive bacteria Staphylococcus aureusandBacillus cereusand two Gram-negative bacteria Escherichia coli, Pseudomonasaeruginosaand they exhibited significant effects.Amykacinewas used as positive standard.
Keywords:Nucleobases; glycosides; benzamide derivatives; synthesis; antibacterial activity
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