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  • Inhibition of the β-carbonic anhydrases from Mycobacterium tuberculosis with C-cinnamoyl glycosides: identification of the first inhibitor with anti-mycobacterial activity.

Inhibition of the β-carbonic anhydrases from Mycobacterium tuberculosis with C-cinnamoyl glycosides: identification of the first inhibitor with anti-mycobacterial activity.

Bioorganic & medicinal chemistry letters (2012-12-26)
María V Buchieri, Leonardo E Riafrecha, Oscar M Rodríguez, Daniela Vullo, Héctor R Morbidoni, Claudiu T Supuran, Pedro A Colinas
ABSTRACT

A small series of C-cinnamoyl glycoside containing the phenol moiety was tested for the inhibition of the three Mycobacterium tuberculosis β-carbonic anhydrases (CAs, EC 4.2.1.1) with activities in the low micromolar range detected. The compounds were also tested for the inhibition of growth of M. tuberculosis H(37)Rv strain, leading to the identification of (E)-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-4-(3-hydroxyphenyl)but-3-en-2-one (1) as the first carbonic anhydrase inhibitor with anti-tubercular activity.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Cinnamoyl chloride, ≥95.0%