5-Fluoro/(trifluoromethoxy)-2-indolinone derivatives with anti-interleukin-1 activity.

Structure-Activity Relationship Oxindoles Interleukin-1 Models, Molecular Indoles / chemistry Molecular Docking Simulation Molecular Structure Antineoplastic Agents / pharmacology Drug Screening Assays, Antitumor
biological activity cytokines molecular modeling structure-activity relationships synthesis design

Journal

Archiv der Pharmazie
ISSN: 1521-4184
Titre abrégé: Arch Pharm (Weinheim)
Pays: Germany
ID NLM: 0330167

Informations de publication

Date de publication:
Dec 2023
Historique:
revised: 19 09 2023
received: 18 04 2023
accepted: 20 09 2023
medline: 4 12 2023
pubmed: 10 10 2023
entrez: 10 10 2023
Statut: ppublish

Résumé

The pro-inflammatory cytokine interleukin-1 (IL-1) drives the pathogenesis of several inflammatory diseases. Recent studies have revealed that 2-indolinones can modulate cytokine responses. Therefore, we screened several 2-indolinone derivatives in preliminary studies to develop agents with anti-IL-1 activity. First, the putative efficacies and binding interactions of 2-indolinones were evaluated by docking studies. Second, previously synthesized 5-fluoro/(trifluoromethoxy)-1H-indole-2,3-dione 3-(4-phenylthiosemicarbazones) (compounds 47-69) which had the highest inhibitory effect in the screening were evaluated for inhibitory effects on the IL-1 receptor (IL-1R). Compounds 52 (IC

Identifiants

DOI: 10.1002/ardp.202300217 PMID: 37816092
pubmed: 37816092
doi: 10.1002/ardp.202300217
doi:

Substances chimiques

Oxindoles 0
Interleukin-1 0
Indoles 0
Antineoplastic Agents 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

e2300217

Subventions

Organisme : Scientific and Technological Research Council of Turkey (TUBITAK)
ID : 1003-215S011

Informations de copyright

© 2023 The Authors. Archiv der Pharmazie published by Wiley-VCH GmbH on behalf of Deutsche Pharmazeutische Gesellschaft.

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Auteurs

Özge Soylu-Eter (Ö)

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Istanbul University, Istanbul, Turkey.
Department of Pharmaceutical Chemistry, Institute of Health Sciences, Istanbul University, Istanbul, Turkey.
ORCID: 0000-0001-8875-3522

Zekiye Şeyma Sevinçli (ZŞ)

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Van Yüzüncü Yıl University, Van, Turkey.
ORCID: 0000-0001-7821-6854

Betül Ersoy (B)

Department of Cellular and Molecular Medicine, Graduate School of Health Sciences, Koç University, Istanbul, Turkey.
Research Centre for Translational Medicine (KUTTAM), Koç University, Istanbul, Turkey.

Bahar Hasanusta (B)

Research Centre for Translational Medicine (KUTTAM), Koç University, Istanbul, Turkey.
Department of Neuroscience, Graduate School of Health Sciences, Koç University, Istanbul, Turkey.

Uğur Gatfar (U)

Department of Molecular Biology and Genetics, Graduate School of Sciences, Koç University, Istanbul, Turkey.

Nathan A Lack (NA)

Research Centre for Translational Medicine (KUTTAM), Koç University, Istanbul, Turkey.
Department of Medical Pharmacology, School of Medicine, Koç University, Istanbul, Turkey.
Department of Urologic Science, Vancouver Prostate Centre, University of British Columbia, Vancouver, Canada.
ORCID: 0000-0001-7399-5844

Burak Erman (B)

Department of Chemical and Biological Engineering, College of Engineering, Koç University, Istanbul, Turkey.
ORCID: 0000-0002-2496-6059

Ahmet Gül (A)

Division of Rheumatology, Department of Internal Medicine, Istanbul Faculty of Medicine, Istanbul University, Istanbul, Turkey.
ORCID: 0000-0001-8219-3720

Hakan S Orer (HS)

Research Centre for Translational Medicine (KUTTAM), Koç University, Istanbul, Turkey.
Department of Medical Pharmacology, School of Medicine, Koç University, Istanbul, Turkey.
ORCID: 0000-0001-7531-7254

Nilgün Karalı (N)

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Istanbul University, Istanbul, Turkey.
ORCID: 0000-0002-6916-122X

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Classifications MeSH

questionsmedicales.fr › Phénomènes physiologiques › Phénomènes pharmacologiques et toxicologiques › Phénomènes pharmacologiques › Relation structure-activité › 5-Fluoro/(trifluoromethoxy)-2-indolinone...
questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérobicycliques › Indolizine › Indolizidines › Alcaloïdes indoliques › Oxindoles › 5-Fluoro/(trifluoromethoxy)-2-indolinone...
questionsmedicales.fr › Facteurs biologiques › Protéines et peptides de signalisation intercellulaire › Cytokines › Monokines › Interleukine-1 › 5-Fluoro/(trifluoromethoxy)-2-indolinone...
questionsmedicales.fr › Techniques d'investigation › Modèles théoriques › Modèles moléculaires › 5-Fluoro/(trifluoromethoxy)-2-indolinone...
questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérobicycliques › Indoles › 5-Fluoro/(trifluoromethoxy)-2-indolinone...
questionsmedicales.fr › Sciences de l'information › Méthodologies informatiques › Simulation numérique › Simulation de docking moléculaire › 5-Fluoro/(trifluoromethoxy)-2-indolinone...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › 5-Fluoro/(trifluoromethoxy)-2-indolinone...
questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Utilisations thérapeutiques › Antinéoplasiques › 5-Fluoro/(trifluoromethoxy)-2-indolinone...
questionsmedicales.fr › Techniques d'investigation › Évaluation préclinique de médicament › Tests de criblage d'agents antitumoraux › 5-Fluoro/(trifluoromethoxy)-2-indolinone...