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Selective antiproliferative activity of hydroxynaphthyl-beta-D-xylosides

Jacobsson, Mårten LU ; Ellervik, Ulf LU ; Belting, Mattias LU and Mani, Katrin LU (2006) In Journal of Medicinal Chemistry 49(6). p.1932-1938
Abstract
The antiproliferative activity of the 14 isomeric monoxylosylated dihydroxynaphthalenes has been tested in vitro toward normal HFL-1 and 3T3 A31 cells as well as transformed T24 and 3T3 SV40 cells. The antiproliferative effect toward HFL-1 cells was correlated with the polarity of the compounds. However, in the case of transformed T24 cells, some compounds showed a clearly different behavior resulting in a selective antiproliferative effect. No such correlation was found for normal 3T3 A31 or virus transformed 3T3 SV40 cells, nor for the free aglycon. These results suggest that the antiproliferative activity shown by naphthoxylosides is diverse in different cell lines and dependent on the nature of the aglycon. The anti proliferative... (More)
The antiproliferative activity of the 14 isomeric monoxylosylated dihydroxynaphthalenes has been tested in vitro toward normal HFL-1 and 3T3 A31 cells as well as transformed T24 and 3T3 SV40 cells. The antiproliferative effect toward HFL-1 cells was correlated with the polarity of the compounds. However, in the case of transformed T24 cells, some compounds showed a clearly different behavior resulting in a selective antiproliferative effect. No such correlation was found for normal 3T3 A31 or virus transformed 3T3 SV40 cells, nor for the free aglycon. These results suggest that the antiproliferative activity shown by naphthoxylosides is diverse in different cell lines and dependent on the nature of the aglycon. The anti proliferative effect of 2- (6-hydroxynaphthyl)-beta-D-xylopyranoside, in contrast to inactive 2-naphthyl-beta-D-xylopyranoside, on T24 cells was accompanied by increased apoptosis as indicated by a TUNEL assay. (Less)
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author
; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Journal of Medicinal Chemistry
volume
49
issue
6
pages
1932 - 1938
publisher
The American Chemical Society (ACS)
external identifiers
  • wos:000236400100012
  • pmid:16539380
  • scopus:33645453618
ISSN
1520-4804
DOI
10.1021/jm0512488
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: Glycobiology (013212006), Oncology, MV (013035000), Organic chemistry (S/LTH) (011001240)
id
fcfc79e7-cd87-4d7a-a43d-01cfc78096be (old id 414774)
date added to LUP
2016-04-01 12:38:16
date last changed
2021-02-17 06:49:10
@article{fcfc79e7-cd87-4d7a-a43d-01cfc78096be,
  abstract     = {The antiproliferative activity of the 14 isomeric monoxylosylated dihydroxynaphthalenes has been tested in vitro toward normal HFL-1 and 3T3 A31 cells as well as transformed T24 and 3T3 SV40 cells. The antiproliferative effect toward HFL-1 cells was correlated with the polarity of the compounds. However, in the case of transformed T24 cells, some compounds showed a clearly different behavior resulting in a selective antiproliferative effect. No such correlation was found for normal 3T3 A31 or virus transformed 3T3 SV40 cells, nor for the free aglycon. These results suggest that the antiproliferative activity shown by naphthoxylosides is diverse in different cell lines and dependent on the nature of the aglycon. The anti proliferative effect of 2- (6-hydroxynaphthyl)-beta-D-xylopyranoside, in contrast to inactive 2-naphthyl-beta-D-xylopyranoside, on T24 cells was accompanied by increased apoptosis as indicated by a TUNEL assay.},
  author       = {Jacobsson, Mårten and Ellervik, Ulf and Belting, Mattias and Mani, Katrin},
  issn         = {1520-4804},
  language     = {eng},
  number       = {6},
  pages        = {1932--1938},
  publisher    = {The American Chemical Society (ACS)},
  series       = {Journal of Medicinal Chemistry},
  title        = {Selective antiproliferative activity of hydroxynaphthyl-beta-D-xylosides},
  url          = {http://dx.doi.org/10.1021/jm0512488},
  doi          = {10.1021/jm0512488},
  volume       = {49},
  year         = {2006},
}