European Journal of Medicinal Chemistry 2009-01-01

Synthesis and evaluation ofin vitroanti-tuberculosis activity ofN-substituted glycolamides

Fereidoon Daryaee, Farzad Kobarfard, Ali Khalaj, Parisa Farnia, Fereidoon Daryaee, Farzad Kobarfard, Ali Khalaj, Parisa Farnia

Index: Eur. J. Med. Chem. 44(1) , 289-95, (2009)

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Abstract

On the basis of the structural similarity of N-substituted glycolamides with N-glycolyl muramic acid residues of the cell wall of Mycobacterium tuberculosis, a series of these compounds were designed and synthesized by the reaction of glycolic acid acetonide 1 (2,2-dimethyl-5-oxo-1,3-dioxolane) with the proper amines. The minimum inhibitory concentration (MIC) was determined against M. tuberculosis H 37Rv in BACTEC 12B medium, using the Microplate Alamar Blue Assay (MABA). Among the synthesized compounds, all those with disubstituted amide structure accompanied by one or two heteroatom(s) with loan pair(s) of electrons atom(s) β to the amide nitrogen demonstrated moderate anti-tuberculosis activity and all the monosubstituted amides showed no activity at all.