title: Synthesis of symmetrical C- and pseudo-symmetrical O-linked disaccharide analogs for arabinosyltransferase inhibitory activity in Mycobacterium tuberculosis.
abstract: 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.
authors.affiliation: Drug Discovery Division, Southern Research Institute, PO Box 55305, Birmingham, AL 35255, USA.
authors.forename: Ashish K
authors.initials: AK
authors.lastname: Pathak
authors.forename: Vibha
authors.initials: V
authors.lastname: Pathak
authors.forename: James R
authors.initials: JR
authors.lastname: Riordan
authors.forename: William J
authors.initials: WJ
authors.lastname: Suling
authors.forename: Sudagar S
authors.initials: SS
authors.lastname: Gurcha
authors.forename: Gurdyal S
authors.initials: GS
authors.lastname: Besra
authors.forename: Robert C
authors.initials: RC
authors.lastname: Reynolds
mesh_terms: 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*
chemical_list: D000995:Antitubercular Agents; D004187:Disaccharides; D010430:Pentosyltransferases; C101967:arabinosyltransferase