Small Molecule Inhibitors of Protein Arginine Methyltransferases

Biochemistry and regulation of the protein arginine methyltransferases (PRMTs)

(2016) Yalemi Morales et al.   ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS

A Potent, Selective, and Cell-Active Inhibitor of Human Type I Protein Arginine Methyltransferases

(2015) Mohammad S. Eram et al.   ACS Chemical Biology

SAM/SAH Analogs as Versatile Tools for SAM-Dependent Methyltransferases

(2015) Jing Zhang et al.   ACS Chemical Biology

A Potent, Selective and Cell-Active Allosteric Inhibitor of Protein Arginine Methyltransferase 3 (PRMT3)

(2015) H. Ümit Kaniskan et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Selective inhibition of protein arginine methyltransferase 5 blocks initiation and maintenance of B-cell transformation

(2015) L. Alinari et al.   BLOOD

Chemical Biology of Protein Arginine Modifications in Epigenetic Regulation

(2015) Jakob Fuhrmann et al.   CHEMICAL REVIEWS

Targeting of cancer stem cells by inhibitors of DNA and histone methylation

(2015) Richard L Momparler et al.   EXPERT OPINION ON INVESTIGATIONAL DRUGS

Unique Features of Human Protein Arginine Methyltransferase 9 (PRMT9) and Its Substrate RNA Splicing Factor SF3B2

(2015) Andrea Hadjikyriacou et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

PRMT1 Upregulated by Epithelial Proinflammatory Cytokines Participates in COX2 Expression in Fibroblasts and Chronic Antigen-Induced Pulmonary Inflammation

(2015) Qingzhu Sun et al.   JOURNAL OF IMMUNOLOGY

Biological Efficacy and Toxicity of Diamidines in Myotonic Dystrophy Type 1 Models

(2015) Ruth B. Siboni et al.   JOURNAL OF MEDICINAL CHEMISTRY

Exploration of Cyanine Compounds as Selective Inhibitors of Protein Arginine Methyltransferases: Synthesis and Biological Evaluation

(2015) Hao Hu et al.   JOURNAL OF MEDICINAL CHEMISTRY

PAINS in the Assay: Chemical Mechanisms of Assay Interference and Promiscuous Enzymatic Inhibition Observed during a Sulfhydryl-Scavenging HTS

(2015) Jayme L. Dahlin et al.   JOURNAL OF MEDICINAL CHEMISTRY

The protein arginine methyltransferase PRMT5 regulates Aβ-induced toxicity in human cells andCaenorhabditis elegansmodels of Alzheimer's disease

(2015) Xin Quan et al.   JOURNAL OF NEUROCHEMISTRY

The dual epigenetic role of PRMT5 in acute myeloid leukemia: gene activation and repression via histone arginine methylation

(2015) S S Tarighat et al.   LEUKEMIA

The promise and peril of chemical probes

(2015) Cheryl H Arrowsmith et al.   Nature Chemical Biology

A selective inhibitor of PRMT5 with in vivo and in vitro potency in MCL models

(2015) Elayne Chan-Penebre et al.   Nature Chemical Biology

Synthesis and evaluation of protein arginine N-methyltransferase inhibitors designed to simultaneously occupy both substrate binding sites

(2015) Matthijs van Haren et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Tissue-based map of the human proteome

(2015) M. Uhlen et al.   SCIENCE

Aryl Pyrazoles as Potent Inhibitors of Arginine Methyltransferases: Identification of the First PRMT6 Tool Compound

(2015) Lorna H. Mitchell et al.   ACS Medicinal Chemistry Letters

Structure and Property Guided Design in the Identification of PRMT5 Tool Compound EPZ015666

(2015) Kenneth W. Duncan et al.   ACS Medicinal Chemistry Letters

Discovery of a Dual PRMT5–PRMT7 Inhibitor

(2015) David Smil et al.   ACS Medicinal Chemistry Letters

PRMT9 is a Type II methyltransferase that methylates the splicing factor SAP145

(2015) Yanzhong Yang et al.   Nature Communications

Cross-talk between PRMT1-mediated methylation and ubiquitylation on RBM15 controls RNA splicing

(2015) Li Zhang et al.   eLife

PRMT7 Induces Epithelial-to-Mesenchymal Transition and Promotes Metastasis in Breast Cancer

(2014) R. Yao et al.   CANCER RESEARCH

Diamidine Compounds for Selective Inhibition of Protein Arginine Methyltransferase 1

(2014) Leilei Yan et al.   JOURNAL OF MEDICINAL CHEMISTRY

Selective Inhibitors of Protein Methyltransferases

(2014) H. Ümit Kaniskan et al.   JOURNAL OF MEDICINAL CHEMISTRY

Protein arginine methyltransferase 5 is a key regulator of the MYCN oncoprotein in neuroblastoma cells

(2014) Ji Hyun Park et al.   Molecular Oncology

Chemistry: Chemical con artists foil drug discovery

(2014) Jonathan Baell et al.   NATURE

A gain-of-function mouse model identifies PRMT6 as a NF-κB coactivator

(2014) Alessandra Di Lorenzo et al.   NUCLEIC ACIDS RESEARCH

Virtual screening and biological evaluation of novel small molecular inhibitors against protein arginine methyltransferase 1 (PRMT1)

(2014) Yiqian Xie et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Structural biology and chemistry of protein arginine methyltransferases

(2014) Matthieu Schapira et al.   MedChemComm

Structural insight into arginine methylation by the mouse protein arginine methyltransferase 7: a zinc finger freezes the mimic of the dimeric state into a single active site

(2014) Vincent Cura et al.   ACTA CRYSTALLOGRAPHICA SECTION D-BIOLOGICAL CRYSTALLOGRAPHY

Cross-talk among epigenetic modifications: lessons from histone arginine methylation

(2013) Diego Molina-Serrano et al.   BIOCHEMICAL SOCIETY TRANSACTIONS

Novel symmetrical ureas as modulators of protein arginine methyl transferases

(2013) Noelia Fontán et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Axl, a prognostic and therapeutic target in acute myeloid leukemia mediates paracrine crosstalk of leukemia cells with bone marrow stroma

(2013) I. Ben-Batalla et al.   BLOOD

Protein arginine methylation of non-histone proteins and its role in diseases

(2013) Han Wei et al.   CELL CYCLE

Protein post-translational modifications and regulation of pluripotency in human stem cells

(2013) Yu-Chieh Wang et al.   CELL RESEARCH

A TR-FRET-Based Functional Assay for Screening Activators of CARM1

(2013) Hao Zeng et al.   CHEMBIOCHEM

Asymmetric Dimethylarginine (ADMA): A Promising Biomarker for Cardiovascular Disease?

(2013) Georgios Bouras et al.   CURRENT TOPICS IN MEDICINAL CHEMISTRY

Targeting protein arginine N-methyltransferases with peptide-based inhibitors: opportunities and challenges

(2013) Mynol Vhuiyan et al.   Future Medicinal Chemistry

Mammalian Protein Arginine Methyltransferase 7 (PRMT7) Specifically Targets RXR Sites in Lysine- and Arginine-rich Regions

(2013) You Feng et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

Dimethylarginine – biomarkers in progression of kidney disease / Dimetilarginini – biomarkeri u progresiji bubrežnih oboljenja

(2013) Tatjana Cvetković et al.   Journal of Medical Biochemistry

Exploiting an Allosteric Binding Site of PRMT3 Yields Potent and Selective Inhibitors

(2013) Feng Liu et al.   JOURNAL OF MEDICINAL CHEMISTRY

Arginine Methylation Initiates BMP-Induced Smad Signaling

(2013) Jian Xu et al.   MOLECULAR CELL

Target validation using chemical probes

(2013) Mark E Bunnage et al.   Nature Chemical Biology

PRMT5 dimethylates R30 of the p65 subunit to activate NF- B

(2013) H. Wei et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Automethylation of protein arginine methyltransferase 6 (PRMT6) regulates its stability and its anti-HIV-1 activity

(2013) Diane N Singhroy et al.   Retrovirology

Loss of the major Type I arginine methyltransferase PRMT1 causes substrate scavenging by other PRMTs

(2013) Surbhi Dhar et al.   Scientific Reports

Current Chemical Biology Approaches to Interrogate Protein Methyltransferases

(2012) Minkui Luo   ACS Chemical Biology

Quantitative mass spectrometry in proteomics: critical review update from 2007 to the present

(2012) Marcus Bantscheff et al.   ANALYTICAL AND BIOANALYTICAL CHEMISTRY

Peptide Backbone Conformation Affects the Substrate Preference of Protein Arginine Methyltransferase I

(2012) Knut Kölbel et al.   BIOCHEMISTRY

PRMT1 interacts with AML1-ETO to promote its transcriptional activation and progenitor cell proliferative potential

(2012) W.-J. Shia et al.   BLOOD

Alternatively spliced protein arginine methyltransferase 1 isoform PRMT1v2 promotes the survival and invasiveness of breast cancer cells

(2012) R. Mitchell Baldwin et al.   CELL CYCLE

S-Adenosyl-Methionine-Dependent Methyltransferases: Highly Versatile Enzymes in Biocatalysis, Biosynthesis and Other Biotechnological Applications

(2012) Anna-Winona Struck et al.   CHEMBIOCHEM

A High Throughput Scintillation Proximity Imaging Assay for Protein Methyltransferases

(2012) Glorymar Ibanez et al.   COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING

Synthesis and evaluation of carbocyanine dyes as PRMT inhibitors and imaging agents

(2012) Sarmistha Halder Sinha et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Protein arginine methyltransferases (PRMTs) as therapeutic targets

(2012) Boksik Cha et al.   EXPERT OPINION ON THERAPEUTIC TARGETS

Protein Arginine Methyltransferases (PRMTs): Promising Targets for the Treatment of Pulmonary Disorders

(2012) Dariusz Zakrzewicz et al.   INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES

Protein Arginine Methyltransferase 7 Regulates Cellular Response to DNA Damage by Methylating Promoter Histones H2A and H4 of the Polymerase δ Catalytic Subunit Gene,POLD1

(2012) Vrajesh Karkhanis et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

Human Protein Arginine Methyltransferase 7 (PRMT7) Is a Type III Enzyme Forming ω-NG-Monomethylated Arginine Residues

(2012) Cecilia I. Zurita-Lopez et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

Upregulated Protein Arginine Methyltransferase 1 by IL-4 Increases Eotaxin-1 Expression in Airway Epithelial Cells and Participates in Antigen-Induced Pulmonary Inflammation in Rats

(2012) Q. Sun et al.   JOURNAL OF IMMUNOLOGY

Pharmacophore-Based Virtual Screening and Biological Evaluation of Small Molecule Inhibitors for Protein Arginine Methylation

(2012) Juxian Wang et al.   JOURNAL OF MEDICINAL CHEMISTRY

Sinefungin Derivatives as Inhibitors and Structure Probes of Protein Lysine Methyltransferase SETD2

(2012) Weihong Zheng et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Chemical and biochemical approaches in the study of histone methylation and demethylation

(2012) Keqin Kathy Li et al.   MEDICINAL RESEARCH REVIEWS

HOXA9 Methylation by PRMT5 Is Essential for Endothelial Cell Expression of Leukocyte Adhesion Molecules

(2012) S. Bandyopadhyay et al.   MOLECULAR AND CELLULAR BIOLOGY

Symmetric dimethylation of H3R2 is a newly identified histone mark that supports euchromatin maintenance

(2012) Valentina Migliori et al.   NATURE STRUCTURAL & MOLECULAR BIOLOGY

Perceiving the epigenetic landscape through histone readers

(2012) Catherine A Musselman et al.   NATURE STRUCTURAL & MOLECULAR BIOLOGY

Role of asymmetrical dimethylarginine in the progression of renal disease

(2012) Vasileios Raptis et al.   NEPHROLOGY

Ablation of PRMT6 reveals a role as a negative transcriptional regulator of the p53 tumor suppressor

(2012) Mathieu Neault et al.   NUCLEIC ACIDS RESEARCH

The arginine methyltransferase PRMT6 regulates cell proliferation and senescence through transcriptional repression of tumor suppressor genes

(2012) C. Stein et al.   NUCLEIC ACIDS RESEARCH

Protein Arginine Methyltransferase 5 Functions in Opposite Ways in the Cytoplasm and Nucleus of Prostate Cancer Cells

(2012) Zhongping Gu et al.   PLoS One

Crystal structure of the human PRMT5:MEP50 complex

(2012) S. Antonysamy et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

An Allosteric Inhibitor of Protein Arginine Methyltransferase 3

(2012) Alena Siarheyeva et al.   STRUCTURE

Analogues of the HIV-Tat peptide containing Nη-modified arginines as potent inhibitors of protein arginine N-methyltransferases

(2012) Peter 't Hart et al.   MedChemComm

Catalytic site remodelling of the DOT1L methyltransferase by selective inhibitors

(2012) Wenyu Yu et al.   Nature Communications

Characterizing DNA Methyltransferases With An Ultrasensitive Luciferase-Linked Continuous Assay

(2011) Ivan Hemeon et al.   ANALYTICAL CHEMISTRY

Structural basis for CARM1 inhibition by indole and pyrazole inhibitors

(2011) John S. Sack et al.   BIOCHEMICAL JOURNAL

Acyl derivatives of p-aminosulfonamides and dapsone as new inhibitors of the arginine methyltransferase hPRMT1

(2011) Elisabeth-Maria Bissinger et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Selective Killing of Mixed Lineage Leukemia Cells by a Potent Small-Molecule DOT1L Inhibitor

(2011) Scott R. Daigle et al.   CANCER CELL

Protein Arginine Methyltransferase 5 Accelerates Tumor Growth by Arginine Methylation of the Tumor Suppressor Programmed Cell Death 4

(2011) M. A. Powers et al.   CANCER RESEARCH

Readers of histone modifications

(2011) Miyong Yun et al.   CELL RESEARCH

Peptidic Partial Bisubstrates as Inhibitors of the Protein Arginine N-Methyltransferases

(2011) Peter 't Hart et al.   CHEMBIOCHEM

Identification and characterization of novel spliced variants of PRMT2 in breast carcinoma

(2011) Jing Zhong et al.   FEBS Journal

Growing PAINS in academic drug discovery

(2011) Adrian Whitty   Future Medicinal Chemistry

Identification and expression analysis of a novel transcript of the human PRMT2 gene resulted from alternative polyadenylation in breast cancer

(2011) Jing Zhong et al.   GENE

Protein-arginine Methyltransferase 1 (PRMT1) Methylates Ash2L, a Shared Component of Mammalian Histone H3K4 Methyltransferase Complexes

(2011) Jill S. Butler et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

Novel 3,5-Bis(bromohydroxybenzylidene)piperidin-4-ones as Coactivator-Associated Arginine Methyltransferase 1 Inhibitors: Enzyme Selectivity and Cellular Activity

(2011) Donghang Cheng et al.   JOURNAL OF MEDICINAL CHEMISTRY

Small molecule inhibitors that discriminate between protein arginine N-methyltransferases PRMT1 and CARM1

(2011) James Dowden et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

The C-Terminal Domain of RNA Polymerase II Is Modified by Site-Specific Methylation

(2011) R. J. Sims et al.   SCIENCE

Protein Arginine Methyltransferase 5 Regulates ERK1/2 Signal Transduction Amplitude and Cell Fate Through CRAF

(2011) P. Andreu-Perez et al.   Science Signaling

Methylation of H2AR29 is a novel repressive PRMT6 target

(2011) Tanja Waldmann et al.   Epigenetics & Chromatin

Nη-Substituted Arginyl Peptide Inhibitors of Protein ArginineN-Methyltransferases

(2010) Ted M. Lakowski et al.   ACS Chemical Biology

An enzyme-coupled ultrasensitive luminescence assay for protein methyltransferases

(2010) Glorymar Ibáñez et al.   ANALYTICAL BIOCHEMISTRY

Toward the development of potent and selective bisubstrate inhibitors of protein arginine methyltransferases

(2010) James Dowden et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

A Chloroacetamidine-Based Inactivator of Protein Arginine Methyltransferase 1: Design, Synthesis, and In Vitro and In Vivo Evaluation

(2010) Obiamaka Obianyo et al.   CHEMBIOCHEM

Non-Competitive Inhibition by Active Site Binders

(2010) Yuval Blat   Chemical Biology & Drug Design

Design, Synthesis and Biological Evaluation of Carboxy Analogues of Arginine Methyltransferase Inhibitor 1 (AMI-1)

(2010) Sabrina Castellano et al.   ChemMedChem

Effects of a novel arginine methyltransferase inhibitor on T-helper cell cytokine production

(2010) Kevin Bonham et al.   FEBS Journal

Histone arginine methylation

(2010) Alessandra Di Lorenzo et al.   FEBS LETTERS

Discovery and Mechanistic Study of a Class of Protein Arginine Methylation Inhibitors

(2010) You Feng et al.   JOURNAL OF MEDICINAL CHEMISTRY

Arginine methylation mediated by the Arabidopsis homolog of PRMT5 is essential for proper pre-mRNA splicing

(2010) X. Deng et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Arginine methylation in subunits of mammalian pre-mRNA cleavage factor I

(2010) G. Martin et al.   RNA

A fast and efficient method for quantitative measurement of S-adenosyl-l-methionine-dependent methyltransferase activity with protein substrates

(2009) Brenda B. Suh-Lailam et al.   ANALYTICAL BIOCHEMISTRY

Kinetic analysis of human protein arginine N-methyltransferase 2: formation of monomethyl- and asymmetric dimethyl-arginine residues on histone H4

(2009) Ted M. Lakowski et al.   BIOCHEMICAL JOURNAL

1,2-Diamines as inhibitors of co-activator associated arginine methyltransferase 1 (CARM1)

(2009) Eric Therrien et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Optimization of pyrazole inhibitors of Coactivator Associated Arginine Methyltransferase 1 (CARM1)

(2009) Tram Huynh et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Benzo[d]imidazole inhibitors of Coactivator Associated Arginine Methyltransferase 1 (CARM1)—Hit to Lead studies

(2009) Honghe Wan et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Arginine methyltransferase CARM1/PRMT4 regulates endochondral ossification

(2009) Tatsuo Ito et al.   BMC DEVELOPMENTAL BIOLOGY

The Emerging Therapeutic Potential of Histone Methyltransferase and Demethylase Inhibitors

(2009) Astrid Spannhoff et al.   ChemMedChem

Bisubstrate Inhibitors of Protein Kinases: from Principle to Practical Applications

(2009) Darja Lavogina et al.   ChemMedChem

Functional involvement of Tudor and dPRMT5 in the piRNA processing pathway in Drosophila germlines

(2009) Kazumichi M Nishida et al.   EMBO JOURNAL

Identification of a Novel Inhibitor of Coactivator-associated Arginine Methyltransferase 1 (CARM1)-mediated Methylation of Histone H3 Arg-17

(2009) B. Ruthrotha Selvi et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

Incorporating structural characteristics for identification of protein methylation sites

(2009) Dray-Ming Shien et al.   JOURNAL OF COMPUTATIONAL CHEMISTRY

Impaired PRMT1 activity in the liver and pancreas of type 2 diabetic Goto–Kakizaki rats

(2009) Hiroaki Iwasaki   LIFE SCIENCES

Protein Arginine Methylation in Mammals: Who, What, and Why

(2009) Mark T. Bedford et al.   MOLECULAR CELL

Minireview: Protein Arginine Methylation of Nonhistone Proteins in Transcriptional Regulation

(2009) Young-Ho Lee et al.   MOLECULAR ENDOCRINOLOGY

The physiological and pathophysiological role of PRMT1-mediated protein arginine methylation

(2009) Thomas B. Nicholson et al.   PHARMACOLOGICAL RESEARCH

Cellular ADMA: Regulation and action

(2009) Tom Teerlink et al.   PHARMACOLOGICAL RESEARCH

Protein arginine methylation in estrogen signaling and estrogen-related cancers

(2009) Catherine Teyssier et al.   TRENDS IN ENDOCRINOLOGY AND METABOLISM

Caenorhabditis elegans Protein Arginine Methyltransferase PRMT-5 Negatively Regulates DNA Damage-Induced Apoptosis

(2009) Mei Yang et al.   PLoS Genetics

Pyrazole inhibitors of coactivator associated arginine methyltransferase 1 (CARM1)

(2008) Ashok V. Purandare et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

N-Benzyl-1-heteroaryl-3-(trifluoromethyl)-1H-pyrazole-5-carboxamides as inhibitors of co-activator associated arginine methyltransferase 1 (CARM1)

(2008) Martin Allan et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

The PRMT1 gene expression pattern in colon cancer

(2008) K Mathioudaki et al.   BRITISH JOURNAL OF CANCER

Signalling pathways regulating nucleo-cytoplasmic shuttling of the mRNA-binding protein HuR

(2008) Anke Doller et al.   CELLULAR SIGNALLING

Virtual Screening and Biological Characterization of Novel Histone Arginine Methyltransferase PRMT1 Inhibitors

(2008) Ralf Heinke et al.   ChemMedChem

ADMA, cardiovascular disease and diabetes

(2008) Katarzyna Krzyzanowska et al.   DIABETES RESEARCH AND CLINICAL PRACTICE

PRMT1 mediated methylation of TAF15 is required for its positive gene regulatory function

(2008) Laure Jobert et al.   EXPERIMENTAL CELL RESEARCH

Methylation of RUNX1 by PRMT1 abrogates SIN3A binding and potentiates its transcriptional activity

(2008) X. Zhao et al.   GENES & DEVELOPMENT

Cancer treatment of the future: Inhibitors of histone methyltransferases

(2008) Astrid Spannhoff et al.   INTERNATIONAL JOURNAL OF BIOCHEMISTRY & CELL BIOLOGY

Epigenetic Multiple Ligands: Mixed Histone/Protein Methyltransferase, Acetyltransferase, and Class III Deacetylase (Sirtuin) Inhibitors

(2008) Antonello Mai et al.   JOURNAL OF MEDICINAL CHEMISTRY

In Situ Generation of a Bisubstrate Analogue for Protein Arginine Methyltransferase 1

(2008) Tanesha Osborne et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Chemical regulation of epigenetic modifications: Opportunities for new cancer therapy

(2008) Yujun George Zheng et al.   MEDICINAL RESEARCH REVIEWS

Regulation of Estrogen Rapid Signaling through Arginine Methylation by PRMT1

(2008) Muriel Le Romancer et al.   MOLECULAR CELL

Arginine methylation regulates the p53 response

(2008) Martin Jansson et al.   NATURE CELL BIOLOGY