Synthesis of symmetrical C- and pseudo-symmetrical O-linked disaccharide analogs for arabinosyltransferase inhibitory activity in Mycobacterium tuberculosis.
Herein we report the synthesis of symmetrical C-linked and pseudo-symmetrical O-linked disaccharides structurally related to Araf motifs present in the cell wall of MTB. Their activity in a competition-based arabinosyltransferase assay using [14C]-DPA as the glycosyl donor is also presented. In addition, in vitro inhibitory activity for the disaccharides was determined in a colorimetric broth microdilution assay system against MTB H37Ra and Mycobacterium avium.
Pathak
Ashish K
AK
Drug Discovery Division, Southern Research Institute, PO Box 55305, Birmingham, AL 35255, USA.
Pathak
Vibha
V
Riordan
James R
JR
Suling
William J
WJ
Gurcha
Sudagar S
SS
Besra
Gurdyal S
GS
Reynolds
Robert C
RC
D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D004187:Disaccharides / Q000138:chemical synthesis* / Q000494:pharmacology*; D009169:Mycobacterium tuberculosis / Q000201:enzymology*; D010430:Pentosyltransferases / Q000037:antagonists & inhibitors*
D000995:Antitubercular Agents; D004187:Disaccharides; D010430:Pentosyltransferases; C101967:arabinosyltransferase