Skip to main content

Lund University Publications

LUND UNIVERSITY LIBRARIES

3-(1,2,3-Triazol-1-yl)-1-thio-galactosides as small, efficient, and hydrolytically stable inhibitors of galectin-3

Salameh, Bader LU ; Leffler, Hakon LU and Nilsson, Ulf LU (2005) In Bioorganic & Medicinal Chemistry Letters 15(14). p.3344-3346
Abstract
Copper(I)-catalyzed addition of alkynes to methyl 3-azido-3-deoxy-1-thio-β-d-galactopyranoside afforded stable and structurally simple 3-deoxy-3-(1H-1,2,3-triazol-1-yl)-1-thio-galactosides carrying a panel of substituents at the triazole C4 in high yields. The 3-(1H-[1,2,3]-triazol-1-yl)-1-thio-galactoside collection synthesized contained inhibitors of the tumor- and inflammation-related galectin-3 with Kd values as low as 107 μM, which is as potent as the natural disaccharide inhibitors lactose and N-acetyllactosamine.
Please use this url to cite or link to this publication:
author
; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Bioorganic & Medicinal Chemistry Letters
volume
15
issue
14
pages
3344 - 3346
publisher
Elsevier
external identifiers
  • pmid:15963723
  • wos:000230337100004
  • scopus:20644448817
ISSN
0960-894X
DOI
10.1016/j.bmcl.2005.05.084
language
English
LU publication?
yes
additional info
The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240), Division of Microbiology, Immunology and Glycobiology - MIG (013025200)
id
8ddae8f1-cd91-4055-8302-269a3bca19f2 (old id 158711)
date added to LUP
2016-04-01 12:36:01
date last changed
2022-01-27 07:17:23
@article{8ddae8f1-cd91-4055-8302-269a3bca19f2,
  abstract     = {{Copper(I)-catalyzed addition of alkynes to methyl 3-azido-3-deoxy-1-thio-β-d-galactopyranoside afforded stable and structurally simple 3-deoxy-3-(1H-1,2,3-triazol-1-yl)-1-thio-galactosides carrying a panel of substituents at the triazole C4 in high yields. The 3-(1H-[1,2,3]-triazol-1-yl)-1-thio-galactoside collection synthesized contained inhibitors of the tumor- and inflammation-related galectin-3 with Kd values as low as 107 μM, which is as potent as the natural disaccharide inhibitors lactose and N-acetyllactosamine.}},
  author       = {{Salameh, Bader and Leffler, Hakon and Nilsson, Ulf}},
  issn         = {{0960-894X}},
  language     = {{eng}},
  number       = {{14}},
  pages        = {{3344--3346}},
  publisher    = {{Elsevier}},
  series       = {{Bioorganic & Medicinal Chemistry Letters}},
  title        = {{3-(1,2,3-Triazol-1-yl)-1-thio-galactosides as small, efficient, and hydrolytically stable inhibitors of galectin-3}},
  url          = {{http://dx.doi.org/10.1016/j.bmcl.2005.05.084}},
  doi          = {{10.1016/j.bmcl.2005.05.084}},
  volume       = {{15}},
  year         = {{2005}},
}