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Heparan/chondroitin/dermatan sulfate primer 2-(6-hydroxynaphthyl)-O-beta-D-xylopyranoside preferentially inhibits growth of transformed cells

Mani, K LU orcid ; Havsmark, B LU ; Persson, Susanne ; Kaneda, Y ; Yamamoto, H ; Sakurai, K ; Ashikari, S ; Habuchi, H ; Suzuki, S and Kimata, K , et al. (1998) In Cancer Research 58(6). p.104-1099
Abstract

Xylose forms the direct carbohydrate-protein link in extra- or pericellular proteoglycans (PGs) that are substituted with either chondroitin sulfate (CS)/dermatan sulfate (DS) and/or heparan sulfate (HS). Cell surface PGs carrying HS are important regulators of cell growth. Xylose coupled to an aromatic compound can enter cells and initiate either CS/DS synthesis or both HS and CS/DS synthesis, depending on the nature of the aromatic adduct. Here, we show that 2-(6-hydroxynaphthyl)-O-beta-D-xylopyranoside, which can prime both types of glycan chains, inhibits growth of a set of normal and transformed cells. Transformed cells are preferentially inhibited, and at a concentration of 0.15-0.20 mM xyloside, transformed cells are totally... (More)

Xylose forms the direct carbohydrate-protein link in extra- or pericellular proteoglycans (PGs) that are substituted with either chondroitin sulfate (CS)/dermatan sulfate (DS) and/or heparan sulfate (HS). Cell surface PGs carrying HS are important regulators of cell growth. Xylose coupled to an aromatic compound can enter cells and initiate either CS/DS synthesis or both HS and CS/DS synthesis, depending on the nature of the aromatic adduct. Here, we show that 2-(6-hydroxynaphthyl)-O-beta-D-xylopyranoside, which can prime both types of glycan chains, inhibits growth of a set of normal and transformed cells. Transformed cells are preferentially inhibited, and at a concentration of 0.15-0.20 mM xyloside, transformed cells are totally growth arrested, whereas normal cells are only < or = 50% inhibited. No inhibition of growth is observed with the stereoisomeric 2-(6-hydroxynaphthyl)-O-beta-L-xylopyranoside, which does not prime glycosaminoglycan synthesis at all; with the nonhydroxylated 2-naphthyl-O-beta-D-xylopyranoside, which only primes CS/DS synthesis under these conditions; or with p-nitrophenyl-O-beta-D-xylopyranoside, which is known to prime only CS/DS synthesis. We conclude that growth inhibition is due to priming of HS and/or CS/DS synthesis, which may either lead to the formation of specific antiproliferative glycans or glycan fragments or to interference with endogenous PG synthesis and turnover.

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organization
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Contribution to journal
publication status
published
subject
keywords
3T3 Cells, Animals, Chondroitin Sulfates, Dermatan Sulfate, Endothelium, Vascular, Glycosides, Growth Inhibitors, Humans, Mice, Naphthols, Stereoisomerism, Tumor Cells, Cultured, Journal Article, Research Support, Non-U.S. Gov't
in
Cancer Research
volume
58
issue
6
pages
6 pages
publisher
American Association for Cancer Research Inc.
external identifiers
  • pmid:9515787
  • scopus:0032521158
ISSN
0008-5472
language
English
LU publication?
yes
id
d87f239a-f6b2-4566-9d01-fa6f333b23ba
date added to LUP
2017-06-27 14:13:47
date last changed
2024-01-13 23:44:41
@article{d87f239a-f6b2-4566-9d01-fa6f333b23ba,
  abstract     = {{<p>Xylose forms the direct carbohydrate-protein link in extra- or pericellular proteoglycans (PGs) that are substituted with either chondroitin sulfate (CS)/dermatan sulfate (DS) and/or heparan sulfate (HS). Cell surface PGs carrying HS are important regulators of cell growth. Xylose coupled to an aromatic compound can enter cells and initiate either CS/DS synthesis or both HS and CS/DS synthesis, depending on the nature of the aromatic adduct. Here, we show that 2-(6-hydroxynaphthyl)-O-beta-D-xylopyranoside, which can prime both types of glycan chains, inhibits growth of a set of normal and transformed cells. Transformed cells are preferentially inhibited, and at a concentration of 0.15-0.20 mM xyloside, transformed cells are totally growth arrested, whereas normal cells are only &lt; or = 50% inhibited. No inhibition of growth is observed with the stereoisomeric 2-(6-hydroxynaphthyl)-O-beta-L-xylopyranoside, which does not prime glycosaminoglycan synthesis at all; with the nonhydroxylated 2-naphthyl-O-beta-D-xylopyranoside, which only primes CS/DS synthesis under these conditions; or with p-nitrophenyl-O-beta-D-xylopyranoside, which is known to prime only CS/DS synthesis. We conclude that growth inhibition is due to priming of HS and/or CS/DS synthesis, which may either lead to the formation of specific antiproliferative glycans or glycan fragments or to interference with endogenous PG synthesis and turnover.</p>}},
  author       = {{Mani, K and Havsmark, B and Persson, Susanne and Kaneda, Y and Yamamoto, H and Sakurai, K and Ashikari, S and Habuchi, H and Suzuki, S and Kimata, K and Malmström, A and Westergren-Thorsson, G and Fransson, L A}},
  issn         = {{0008-5472}},
  keywords     = {{3T3 Cells; Animals; Chondroitin Sulfates; Dermatan Sulfate; Endothelium, Vascular; Glycosides; Growth Inhibitors; Humans; Mice; Naphthols; Stereoisomerism; Tumor Cells, Cultured; Journal Article; Research Support, Non-U.S. Gov't}},
  language     = {{eng}},
  month        = {{03}},
  number       = {{6}},
  pages        = {{104--1099}},
  publisher    = {{American Association for Cancer Research Inc.}},
  series       = {{Cancer Research}},
  title        = {{Heparan/chondroitin/dermatan sulfate primer 2-(6-hydroxynaphthyl)-O-beta-D-xylopyranoside preferentially inhibits growth of transformed cells}},
  volume       = {{58}},
  year         = {{1998}},
}