Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor β ligands
Lund, Birgitte W. ; Knapp, Anne Eeg ; Piu, Fabrice ; Gauthier, Natalie K. ; Begtrup, Mikael ; Hacksell, Uli and Olsson, Roger LU
(2009)
In Journal of Medicinal Chemistry
52(6).
p.1540-1545
- Abstract
We recently discovered the isoform selective RARβ2 ligand 4′-octyl-4-biphenylcarboxylic acid (3, AC-55649). Although 3 is highly potent at RARβ2 and displays excellent selectivity, solubility issues make it unsuitable for drug development. Herein we describe the exploration of the SAR in a biphenyl and a phenylthiazole series of analogues of 3. This ultimately led to the design of 28, a novel, orally available ligand with excellent isoform selectivity for the RARβ2.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/80d8c618-6501-4c6c-b703-f74276010a92
- author
- Lund, Birgitte W.
; Knapp, Anne Eeg
; Piu, Fabrice
; Gauthier, Natalie K.
; Begtrup, Mikael
; Hacksell, Uli
and Olsson, Roger
LU
- publishing date
- 2009-03-26
- type
- Contribution to journal
- publication status
- published
- in
- Journal of Medicinal Chemistry
- volume
- 52
- issue
- 6
- pages
- 6 pages
- publisher
- The American Chemical Society (ACS)
- external identifiers
-
- pmid:19239230
- scopus:64349083102
- ISSN
- 0022-2623
- DOI
- 10.1021/jm801532e
- language
- English
- LU publication?
- no
- id
- 80d8c618-6501-4c6c-b703-f74276010a92
- date added to LUP
- 2019-10-02 09:52:07
- date last changed
- 2025-10-14 10:56:24
@article{80d8c618-6501-4c6c-b703-f74276010a92,
abstract = {{<p>We recently discovered the isoform selective RARβ2 ligand 4′-octyl-4-biphenylcarboxylic acid (3, AC-55649). Although 3 is highly potent at RARβ2 and displays excellent selectivity, solubility issues make it unsuitable for drug development. Herein we describe the exploration of the SAR in a biphenyl and a phenylthiazole series of analogues of 3. This ultimately led to the design of 28, a novel, orally available ligand with excellent isoform selectivity for the RARβ2.</p>}},
author = {{Lund, Birgitte W. and Knapp, Anne Eeg and Piu, Fabrice and Gauthier, Natalie K. and Begtrup, Mikael and Hacksell, Uli and Olsson, Roger}},
issn = {{0022-2623}},
language = {{eng}},
month = {{03}},
number = {{6}},
pages = {{1540--1545}},
publisher = {{The American Chemical Society (ACS)}},
series = {{Journal of Medicinal Chemistry}},
title = {{Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor β ligands}},
url = {{http://dx.doi.org/10.1021/jm801532e}},
doi = {{10.1021/jm801532e}},
volume = {{52}},
year = {{2009}},
}