Evaluation of the Mycobactericidal Effect of Thio-functionalized Carbohydrate Derivatives

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Małgorzata Korycka-MachałaJarosław Dziadek

Abstract

Sugars with heteroatoms other than oxygen have attained considerable importance in glycobiology and in drug design since they are often more stable in blood plasma due to their resistance to enzymes, such as glycosidases, phosphorylases and glycosyltransferases. The replacement of oxygen atoms in sugars with sulfur forms thio-sugars, which are potentially useful for the treatment of diabetes and some bacterial and viral infections. Here, we evaluated the antibacterial activity of thio-functionalized carbohydrate derivatives. A set of 21 compounds was screened against acid-fast Mycobacterium tuberculosis (Mtb), gram-negative Escherichia coli and gram-positive Staphylococcus aureus. The tested carbohydrate derivatives were most effective against tubercle bacilli, with as many as five compounds (thioglycoside 6, thiosemicarbazone 16A, thiosemicarbazone 20, aminothiadiazole 23, and thiazoline 26) inhibiting its growth with MIC50 ≤ 50 µM/CFU. Only two compounds (aminothiadiazole 23 and thiazoline 26) were able to inhibit the growth of E. coli at concentrations below 1 mM, and one of them, aminothiadiazole 23, inhibited the growth of S. aureus at a concentration ≤1 mM. The five compounds affecting the growth of mycobacteria were eith...Continue Reading

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Citations

Jul 25, 2019·Antimicrobial Agents and Chemotherapy·Małgorzata Korycka-MachałaJarosław Dziadek
Mar 7, 2020·Cells·Małgorzata Korycka-MachałaJarosław Dziadek
Jul 8, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Daniela Barlocco, Fiorella Meneghetti
Sep 17, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Monika KrawczykKarol Erfurt

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Methods Mentioned

BETA
NMR
ELISA

Software Mentioned

BioDataFit
ChemDraw Professional

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