Structure-Activity Relationship Study of Covalent Pan-phosphatidylinositol 5-Phosphate 4-Kinase Inhibitors.


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:
12 Mar 2020
Historique:
received: 30 08 2019
accepted: 03 11 2019
entrez: 19 3 2020
pubmed: 19 3 2020
medline: 19 3 2020
Statut: epublish

Résumé

Phosphatidylinositol 5-phosphate 4-kinases (PI5P4Ks) are important molecular players in a variety of diseases, such as cancer. Currently available PI5P4K inhibitors are reversible small molecules, which may lack selectivity and sufficient cellular on-target activity. In this study, we present a new class of covalent pan-PI5P4K inhibitors with potent biochemical and cellular activity. Our designs are based on THZ-P1-2, a covalent PI5P4K inhibitor previously developed in our lab. Here, we report further structure-guided optimization and structure-activity relationship (SAR) study of this scaffold, resulting in compound

Identifiants

pubmed: 32184968
doi: 10.1021/acsmedchemlett.9b00402
pmc: PMC7074221
doi:

Types de publication

Journal Article

Langues

eng

Pagination

346-352

Subventions

Organisme : NCI NIH HHS
ID : R01 CA197329
Pays : United States

Informations de copyright

Copyright © 2019 American Chemical Society.

Déclaration de conflit d'intérêts

The authors declare the following competing financial interest(s): N.S.G. is a founder, SAB member, and equity holder in Gatekeeper, Syros, Petra, C4, B2S, and Soltego. The Gray lab receives or has received research funding from Novartis, Takeda, Astellas, Taiho, Janssen, Kinogen, Voronoi, Her2llc, Deerfield, and Sanofi. N.S.G. and T.Z. are inventors on a patent application covering chemical matter in this publication, owned by Dana-Farber Cancer Institute. L.C.C. is a founder and member of the Board of Directors (BOD) of Agios Pharmaceuticals and is a founder and receives research support from Petra Pharmaceuticals. These companies are developing novel therapies for cancer. J.A.M. serves on the SAB of 908 Devices.

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Auteurs

Theresa D Manz (TD)

Department of Cancer Biology, Dana-Farber Cancer Institute, 360 Longwood Avenue, Boston, Massachusetts 02215, United States.
Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02215, United States.
Department of Pharmaceutical and Medicinal Chemistry, Saarland University, Saarbruecken, Germany.

Sindhu C Sivakumaren (SC)

Department of Cancer Biology, Dana-Farber Cancer Institute, 360 Longwood Avenue, Boston, Massachusetts 02215, United States.
Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02215, United States.

Adam Yasgar (A)

National Center for Advancing Translational Sciences, National Institutes of Health, Rockville, Maryland 20850, United States.

Matthew D Hall (MD)

National Center for Advancing Translational Sciences, National Institutes of Health, Rockville, Maryland 20850, United States.

Mindy I Davis (MI)

National Center for Advancing Translational Sciences, National Institutes of Health, Rockville, Maryland 20850, United States.

Hyuk-Soo Seo (HS)

Department of Cancer Biology, Dana-Farber Cancer Institute, 360 Longwood Avenue, Boston, Massachusetts 02215, United States.
Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02215, United States.

Joseph D Card (JD)

Department of Cancer Biology and Blais Proteomics Center, Dana-Farber Cancer Institute, Boston, Massachusetts 02215, United States.
Department of Oncologic Pathology, Dana-Farber Cancer Institute, 360 Longwood Avenue, Boston, Massachusetts 02215, United States.
Department of Pathology, Brigham and Women's Hospital, Harvard Medical School, Boston, Massachusetts 02215, United States.

Scott B Ficarro (SB)

Department of Cancer Biology and Blais Proteomics Center, Dana-Farber Cancer Institute, Boston, Massachusetts 02215, United States.
Department of Oncologic Pathology, Dana-Farber Cancer Institute, 360 Longwood Avenue, Boston, Massachusetts 02215, United States.
Department of Pathology, Brigham and Women's Hospital, Harvard Medical School, Boston, Massachusetts 02215, United States.

Hyeseok Shim (H)

Meyer Cancer Center, Weill Cornell Medicine and New York Presbyterian Hospital, New York, New York 10065, United States.

Jarrod A Marto (JA)

Department of Cancer Biology and Blais Proteomics Center, Dana-Farber Cancer Institute, Boston, Massachusetts 02215, United States.
Department of Oncologic Pathology, Dana-Farber Cancer Institute, 360 Longwood Avenue, Boston, Massachusetts 02215, United States.
Department of Pathology, Brigham and Women's Hospital, Harvard Medical School, Boston, Massachusetts 02215, United States.

Sirano Dhe-Paganon (S)

Department of Cancer Biology, Dana-Farber Cancer Institute, 360 Longwood Avenue, Boston, Massachusetts 02215, United States.
Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02215, United States.

Atsuo T Sasaki (AT)

Division of Hematology and Oncology, University of Cincinnati, 3125 Eden Avenue, Cincinnati, Ohio 45267-0508, United States.

Matthew B Boxer (MB)

National Center for Advancing Translational Sciences, National Institutes of Health, Rockville, Maryland 20850, United States.

Anton Simeonov (A)

National Center for Advancing Translational Sciences, National Institutes of Health, Rockville, Maryland 20850, United States.

Lewis C Cantley (LC)

Meyer Cancer Center, Weill Cornell Medicine and New York Presbyterian Hospital, New York, New York 10065, United States.

Min Shen (M)

National Center for Advancing Translational Sciences, National Institutes of Health, Rockville, Maryland 20850, United States.

Tinghu Zhang (T)

Department of Cancer Biology, Dana-Farber Cancer Institute, 360 Longwood Avenue, Boston, Massachusetts 02215, United States.
Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02215, United States.

Fleur M Ferguson (FM)

Department of Cancer Biology, Dana-Farber Cancer Institute, 360 Longwood Avenue, Boston, Massachusetts 02215, United States.
Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02215, United States.

Nathanael S Gray (NS)

Department of Cancer Biology, Dana-Farber Cancer Institute, 360 Longwood Avenue, Boston, Massachusetts 02215, United States.
Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02215, United States.

Classifications MeSH