3-(1,2,3-Triazol-1-yl)-1-thio-galactosides as small, efficient, and hydrolytically stable inhibitors of galectin-3
(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:
https://lup.lub.lu.se/record/158711
- author
- Salameh, Bader LU ; Leffler, Hakon LU and Nilsson, Ulf LU
- organization
- publishing date
- 2005
- 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}}, }