Development of HC-258, a Covalent Acrylamide TEAD Inhibitor That Reduces Gene Expression and Cell Migration.


Journal

ACS medicinal chemistry letters
ISSN: 1948-5875
Titre abrégé: ACS Med Chem Lett
Pays: United States
ID NLM: 101521073

Informations de publication

Date de publication:
14 Dec 2023
Historique:
received: 06 09 2023
revised: 22 11 2023
accepted: 22 11 2023
pmc-release: 14 12 2024
medline: 20 12 2023
pubmed: 20 12 2023
entrez: 20 12 2023
Statut: epublish

Résumé

The transcription factor YAP-TEAD is the downstream effector of the Hippo pathway which controls cell proliferation, apoptosis, tissue repair, and organ growth. Dysregulation of the Hippo pathway has been correlated with carcinogenic processes. A co-crystal structure of TEAD with its endogenous ligand palmitic acid (PA) as well as with flufenamic acid (FA) has been disclosed. Here we report the development of HC-258, which derives from FA and possesses an oxopentyl chain that mimics a molecule of PA as well as an acrylamide that reacts covalently with TEAD's cysteine. HC-258 reduces the

Identifiants

pubmed: 38116405
doi: 10.1021/acsmedchemlett.3c00386
pmc: PMC10726447
doi:

Types de publication

Journal Article

Langues

eng

Pagination

1746-1753

Informations de copyright

© 2023 American Chemical Society.

Déclaration de conflit d'intérêts

The authors declare no competing financial interest.

Auteurs

Ahmed Fnaiche (A)

Département de Chimie, Université du Québec à Montréal, C.P. 8888, Succursale Centre-Ville, Montréal, Québec H3C 3P8, Canada.

Hwai-Chien Chan (HC)

Département de Chimie, Université du Québec à Montréal, C.P. 8888, Succursale Centre-Ville, Montréal, Québec H3C 3P8, Canada.

Alexis Paquin (A)

Département de Chimie, Université du Québec à Montréal, C.P. 8888, Succursale Centre-Ville, Montréal, Québec H3C 3P8, Canada.

Narjara González Suárez (N)

Département de Chimie, Université du Québec à Montréal, C.P. 8888, Succursale Centre-Ville, Montréal, Québec H3C 3P8, Canada.

Victoria Vu (V)

Structural Genomics Consortium, 101 College Street, Toronto, Ontario M5G 1L7, Canada.

Fengling Li (F)

Structural Genomics Consortium, 101 College Street, Toronto, Ontario M5G 1L7, Canada.

Abdellah Allali-Hassani (A)

Structural Genomics Consortium, 101 College Street, Toronto, Ontario M5G 1L7, Canada.

Michelle Ada Cao (MA)

Structural Genomics Consortium, 101 College Street, Toronto, Ontario M5G 1L7, Canada.
Department of Pharmacology and Toxicology, University of Toronto, Toronto, Ontario M5S 1A8, Canada.

Magdalena M Szewczyk (MM)

Structural Genomics Consortium, 101 College Street, Toronto, Ontario M5G 1L7, Canada.

Albina Bolotokova (A)

Structural Genomics Consortium, 101 College Street, Toronto, Ontario M5G 1L7, Canada.

Frédéric Allemand (F)

Centre de Biologie Structurale, CNRS, INSERM, Univ. Montpellier, 34090 Montpellier, France.

Muriel Gelin (M)

Centre de Biologie Structurale, CNRS, INSERM, Univ. Montpellier, 34090 Montpellier, France.

Dalia Barsyte-Lovejoy (D)

Structural Genomics Consortium, 101 College Street, Toronto, Ontario M5G 1L7, Canada.

Vijayaratnam Santhakumar (V)

Structural Genomics Consortium, 101 College Street, Toronto, Ontario M5G 1L7, Canada.

Masoud Vedadi (M)

Department of Pharmacology and Toxicology, University of Toronto, Toronto, Ontario M5S 1A8, Canada.
Drug Discovery Program, Ontario Institute for Cancer Research, Toronto, Ontario M5G 0A3, Canada.

Jean-François Guichou (JF)

Centre de Biologie Structurale, CNRS, INSERM, Univ. Montpellier, 34090 Montpellier, France.

Borhane Annabi (B)

Département de Chimie, Université du Québec à Montréal, C.P. 8888, Succursale Centre-Ville, Montréal, Québec H3C 3P8, Canada.

Alexandre Gagnon (A)

Département de Chimie, Université du Québec à Montréal, C.P. 8888, Succursale Centre-Ville, Montréal, Québec H3C 3P8, Canada.

Classifications MeSH