Synthesis and biology of bis-xylosylated dihydroxynaphthalenes.
Johnsson, Richard LU ; Mani, Katrin LU
and Ellervik, Ulf
LU
(2007)
In Bioorganic & Medicinal Chemistry
15(8).
p.2868-2877
- Abstract
- The 10 analogous bis-xylosylated dihydroxynaphthalenes have been synthesized and their chemical and biological properties investigated. The yield of the xylosylation reactions can be correlated to the electrostatic potential, and thus to the nucleophilicity, for the oxygen atoms of the dihydroxynaphthalenes. The bis-xylosylated compounds were more stable compared to the mono-xylosylated ones. They initiate priming of glycosaminoglycan chains to less extent but the priming proceeds in two directions. Contrary to the mono-xylosylated analogs, the tested compounds did not show any antiproliferative properties.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/165440
- author
- Johnsson, Richard
LU
; Mani, Katrin
LU
and Ellervik, Ulf
LU
- organization
- publishing date
- 2007
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- Dihydroxynaphthalene, Glycosylation, Carbohydrates, Xylose
- in
- Bioorganic & Medicinal Chemistry
- volume
- 15
- issue
- 8
- pages
- 2868 - 2877
- publisher
- Elsevier
- external identifiers
-
- wos:000245637200008
- scopus:33947124596
- pmid:17321140
- ISSN
- 0968-0896
- DOI
- 10.1016/j.bmc.2007.02.020
- language
- English
- LU publication?
- yes
- id
- 05565fff-0e08-4ba7-af2d-9107b83860c6 (old id 165440)
- alternative location
- http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=17321140&dopt=Abstract
- date added to LUP
- 2016-04-01 12:10:59
- date last changed
- 2023-09-01 22:24:53
@article{05565fff-0e08-4ba7-af2d-9107b83860c6,
abstract = {{The 10 analogous bis-xylosylated dihydroxynaphthalenes have been synthesized and their chemical and biological properties investigated. The yield of the xylosylation reactions can be correlated to the electrostatic potential, and thus to the nucleophilicity, for the oxygen atoms of the dihydroxynaphthalenes. The bis-xylosylated compounds were more stable compared to the mono-xylosylated ones. They initiate priming of glycosaminoglycan chains to less extent but the priming proceeds in two directions. Contrary to the mono-xylosylated analogs, the tested compounds did not show any antiproliferative properties.}},
author = {{Johnsson, Richard and Mani, Katrin and Ellervik, Ulf}},
issn = {{0968-0896}},
keywords = {{Dihydroxynaphthalene; Glycosylation; Carbohydrates; Xylose}},
language = {{eng}},
number = {{8}},
pages = {{2868--2877}},
publisher = {{Elsevier}},
series = {{Bioorganic & Medicinal Chemistry}},
title = {{Synthesis and biology of bis-xylosylated dihydroxynaphthalenes.}},
url = {{http://dx.doi.org/10.1016/j.bmc.2007.02.020}},
doi = {{10.1016/j.bmc.2007.02.020}},
volume = {{15}},
year = {{2007}},
}