Fluorescence properties of retinoid X receptor antagonist NEt-SB.


Journal

Bioorganic & medicinal chemistry letters
ISSN: 1464-3405
Titre abrégé: Bioorg Med Chem Lett
Pays: England
ID NLM: 9107377

Informations de publication

Date de publication:
01 01 2021
Historique:
received: 07 09 2020
revised: 24 10 2020
accepted: 28 10 2020
pubmed: 6 11 2020
medline: 23 7 2021
entrez: 5 11 2020
Statut: ppublish

Résumé

Ligands of retinoid X receptors (RXRs) are effective against various diseases, so there is a need for efficient screening methods to discover new ligands. Existing screening methods are complex and time-consuming, and a simple fluorescence assay would be highly desirable. Here, we focused on NEt-SB (4), which has a stilbene structure, as a candidate for this purpose, and examined its fluorescence properties in detail. The fluorescence intensity of 4 was remarkably increased in highly viscous solvents and upon binding to hRXRα-LBD, due to suppression of free rotation of the stilbene moiety. Although the relatively low fluorescence intensity and the short fluorescence wavelength of 4 make this compound itself unsuitable for use in RXR binding assay, our findings provide a basis for further structural evolution, which may lead to a derivative that would be suitable for fluorescence assay of RXR binders.

Identifiants

pubmed: 33152377
pii: S0960-894X(20)30777-0
doi: 10.1016/j.bmcl.2020.127666
pii:
doi:

Substances chimiques

Ligands 0
Retinoid X Receptors 0
Stilbenes 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

127666

Informations de copyright

Copyright © 2020 Elsevier Ltd. All rights reserved.

Auteurs

Shoya Yamada (S)

Division of Pharmaceutical Sciences, Okayama University Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, 1-1-1, Tsushima-naka, Kita-ku, Okayama 700-8530, Japan; Research Fellowship Division, Japan Society for the Promotion of Science, Sumitomo-Ichibancho FS Bldg., 8 Ichibancho, Chiyoda-ku, Tokyo 102-8472, Japan.

Yuta Takamura (Y)

Division of Pharmaceutical Sciences, Okayama University Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, 1-1-1, Tsushima-naka, Kita-ku, Okayama 700-8530, Japan.

Michiko Fujihara (M)

Division of Pharmaceutical Sciences, Okayama University Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, 1-1-1, Tsushima-naka, Kita-ku, Okayama 700-8530, Japan; AIBIOS Co. Ltd., Tri-Seven Roppongi, 8F 7-7-7 Roppongi, Minato-ku, Tokyo 106-0032, Japan.

Mayu Kawasaki (M)

Graduate School of Integrated Pharmaceutical and Nutritional Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.

Sohei Ito (S)

Graduate School of Integrated Pharmaceutical and Nutritional Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.

Shogo Nakano (S)

Graduate School of Integrated Pharmaceutical and Nutritional Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.

Hiroki Kakuta (H)

Division of Pharmaceutical Sciences, Okayama University Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, 1-1-1, Tsushima-naka, Kita-ku, Okayama 700-8530, Japan. Electronic address: kakuta-h@okayama-u.ac.jp.

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Classifications MeSH