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Galectin-inhibitory thiodigalactoside ester derivatives have antimigratory effects in cultured lung and prostate cancer cells.

Delaine, Tamara LU ; Cumpstey, Ian LU ; Ingrassia, Laurent ; Le Mercier, Marie ; Okechukwu, Paul LU ; Leffler, Hakon LU ; Kiss, Robert and Nilsson, Ulf LU orcid (2008) In Journal of Medicinal Chemistry 51(24). p.8109-8114
Abstract
Aromatic 3,3'-diesters of thiodigalactoside were synthesized in a rapid three-step sequence from commercially available thiodigalactoside and evaluated as inhibitors of cancer- and immunity-related galectins. For each of galectins-1, -3, -7, and -9N-terminal domain, aromatic 3,3'-diesters of thiodigalactoside were found to have affinities in the low micromolar range, which represents a 7-70 fold enhancement over thiodigalactoside itself. No significant improvement was found for galectin-8 N-terminal domain. Two of the compounds were selected for testing in cell culture and were shown to have potent antimigratory effects on human PC-3 prostate and human A549 nonsmall-cell lung cancer cells.
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author
; ; ; ; ; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Journal of Medicinal Chemistry
volume
51
issue
24
pages
8109 - 8114
publisher
The American Chemical Society (ACS)
external identifiers
  • wos:000261876400047
  • pmid:19053747
  • scopus:58149100964
ISSN
1520-4804
DOI
10.1021/jm801077j
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: Division of Microbiology, Immunology and Glycobiology - MIG (013025200), Organic chemistry (S/LTH) (011001240)
id
a9d5e9eb-1dff-4b1c-8fc3-04d4d1f59855 (old id 1276489)
date added to LUP
2016-04-01 11:56:16
date last changed
2025-10-14 13:13:33
@article{a9d5e9eb-1dff-4b1c-8fc3-04d4d1f59855,
  abstract     = {{Aromatic 3,3'-diesters of thiodigalactoside were synthesized in a rapid three-step sequence from commercially available thiodigalactoside and evaluated as inhibitors of cancer- and immunity-related galectins. For each of galectins-1, -3, -7, and -9N-terminal domain, aromatic 3,3'-diesters of thiodigalactoside were found to have affinities in the low micromolar range, which represents a 7-70 fold enhancement over thiodigalactoside itself. No significant improvement was found for galectin-8 N-terminal domain. Two of the compounds were selected for testing in cell culture and were shown to have potent antimigratory effects on human PC-3 prostate and human A549 nonsmall-cell lung cancer cells.}},
  author       = {{Delaine, Tamara and Cumpstey, Ian and Ingrassia, Laurent and Le Mercier, Marie and Okechukwu, Paul and Leffler, Hakon and Kiss, Robert and Nilsson, Ulf}},
  issn         = {{1520-4804}},
  language     = {{eng}},
  number       = {{24}},
  pages        = {{8109--8114}},
  publisher    = {{The American Chemical Society (ACS)}},
  series       = {{Journal of Medicinal Chemistry}},
  title        = {{Galectin-inhibitory thiodigalactoside ester derivatives have antimigratory effects in cultured lung and prostate cancer cells.}},
  url          = {{http://dx.doi.org/10.1021/jm801077j}},
  doi          = {{10.1021/jm801077j}},
  volume       = {{51}},
  year         = {{2008}},
}