Early identification of promiscuous attributes of aldose reductase inhibitors using a DMSO-perturbation assay.

Aldose reductase inhibitor Chemically engineered extract Dimethyl sulfoxide Nonspecific binding inhibition Perturbation

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:
15 01 2020
Historique:
received: 05 08 2019
revised: 11 10 2019
accepted: 08 11 2019
pubmed: 21 11 2019
medline: 17 2 2021
entrez: 21 11 2019
Statut: ppublish

Résumé

Aldose reductase (AR) inhibitors are used clinically to treat long-term diabetic complications. Previous studies reported a series of AR inhibitory candidates, but unfortunately the mode of inhibition was poorly described due mainly to the lack of readily available methods for evaluating the specificity. The present study examined the AR inhibitory effects of novel synthetic hydantoins and their structural relatives, some of which were obtained from chemically engineered extracts of natural plants, and discovered several novel AR inhibitors with moderate inhibitory activity. The identified inhibitors were then subjected to a two-step mechanistic characterization using a detergent-addition assay and our novel dimethyl sulfoxide (DMSO)-perturbation assay. The detergent-addition assay revealed aggregation-based inhibitors, and the subsequent DMSO-perturbation assay identified nonspecific binding inhibitors. Thus, the present study demonstrates the usefulness of the DMSO-perturbation screen for identifying nonspecific binding characteristics of AR inhibitors.

Identifiants

pubmed: 31744675
pii: S0960-894X(19)30784-X
doi: 10.1016/j.bmcl.2019.126815
pii:
doi:

Substances chimiques

Aldehyde Reductase EC 1.1.1.21
Dimethyl Sulfoxide YOW8V9698H

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

126815

Informations de copyright

Copyright © 2019 Elsevier Ltd. All rights reserved.

Auteurs

Keisuke Tomohara (K)

Faculty of Arts and Science, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan. Electronic address: tomohara@artsci.kyushu-u.ac.jp.

Naoto Hasegawa (N)

Faculty of Pharmacy and Pharmaceutical Science, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan.

Isao Adachi (I)

Department of Hospital Pharmacy, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan.

Yoshikazu Horino (Y)

Graduate School of Science and Engineering, University of Toyama, 3190 Gofuku, Toyama 930-8555, Japan.

Takeru Nose (T)

Faculty of Arts and Science, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan. Electronic address: nose@artsci.kyushu-u.ac.jp.

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Classifications MeSH