Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor ß ligands

Research output: Contribution to journal › Journal article › Research › peer-review

Standard

Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor ß ligands. / Lund, Birgitte W.; Knapp, Anne Eeg; Piu, Fabrice; Gauthier, Natalie K; Begtrup, Mikael; Hacksell, Uli; Olsson, Roger.

In: Journal of Medicinal Chemistry, Vol. 52, No. 6, 2009, p. 1540-1545.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Lund, BW, Knapp, AE, Piu, F, Gauthier, NK, Begtrup, M, Hacksell, U & Olsson, R 2009, 'Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor ß ligands', Journal of Medicinal Chemistry, vol. 52, no. 6, pp. 1540-1545. https://doi.org/10.1021/jm801532e

APA

Lund, B. W., Knapp, A. E., Piu, F., Gauthier, N. K., Begtrup, M., Hacksell, U., & Olsson, R. (2009). Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor ß ligands. Journal of Medicinal Chemistry, 52(6), 1540-1545. https://doi.org/10.1021/jm801532e

Vancouver

Lund BW, Knapp AE, Piu F, Gauthier NK, Begtrup M, Hacksell U et al. Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor ß ligands. Journal of Medicinal Chemistry. 2009;52(6):1540-1545. https://doi.org/10.1021/jm801532e

Author

Lund, Birgitte W. ; Knapp, Anne Eeg ; Piu, Fabrice ; Gauthier, Natalie K ; Begtrup, Mikael ; Hacksell, Uli ; Olsson, Roger. / Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor ß ligands. In: Journal of Medicinal Chemistry. 2009 ; Vol. 52, No. 6. pp. 1540-1545.

Bibtex

@article{85a20bf0302f11df8ed1000ea68e967b,
title = "Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor {\ss} ligands",
abstract = "We recently discovered the isoform selective RAR beta 2 ligand 4'-octyl-4-biphenylcarboxylic acid (3, AC-55649). Although 3 is highly potent at RAR beta 2 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 RAR beta 2.",
keywords = "Former Faculty of Pharmaceutical Sciences",
author = "Lund, {Birgitte W.} and Knapp, {Anne Eeg} and Fabrice Piu and Gauthier, {Natalie K} and Mikael Begtrup and Uli Hacksell and Roger Olsson",
note = "Keywords: Cell Line, Tumor; Drug Design; Humans; Ligands; Receptors, Retinoic Acid; Structure-Activity Relationship",
year = "2009",
doi = "10.1021/jm801532e",
language = "English",
volume = "52",
pages = "1540--1545",
journal = "Journal of Medicinal Chemistry",
issn = "0022-2623",
publisher = "American Chemical Society",
number = "6",

}

RIS

TY - JOUR

T1 - Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor ß ligands

AU - Lund, Birgitte W.

AU - Knapp, Anne Eeg

AU - Piu, Fabrice

AU - Gauthier, Natalie K

AU - Begtrup, Mikael

AU - Hacksell, Uli

AU - Olsson, Roger

N1 - Keywords: Cell Line, Tumor; Drug Design; Humans; Ligands; Receptors, Retinoic Acid; Structure-Activity Relationship

PY - 2009

Y1 - 2009

N2 - We recently discovered the isoform selective RAR beta 2 ligand 4'-octyl-4-biphenylcarboxylic acid (3, AC-55649). Although 3 is highly potent at RAR beta 2 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 RAR beta 2.

AB - We recently discovered the isoform selective RAR beta 2 ligand 4'-octyl-4-biphenylcarboxylic acid (3, AC-55649). Although 3 is highly potent at RAR beta 2 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 RAR beta 2.

KW - Former Faculty of Pharmaceutical Sciences

U2 - 10.1021/jm801532e

DO - 10.1021/jm801532e

M3 - Journal article

C2 - 19239230

VL - 52

SP - 1540

EP - 1545

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

SN - 0022-2623

IS - 6

ER -

ID: 18652140