The Alpha Keto Amide Moiety as a Privileged Motif in Medicinal Chemistry: Current Insights and Emerging Opportunities

α-Ketoamides as Broad-Spectrum Inhibitors of Coronavirus and Enterovirus Replication: Structure-Based Design, Synthesis, and Activity Assessment

(2020) Linlin Zhang et al.   JOURNAL OF MEDICINAL CHEMISTRY

Exploiting the Indole Scaffold to Design Compounds Binding to Different Pharmacological Targets

(2020) Sabrina Taliani et al.   MOLECULES

Fostemsavir in Adults with Multidrug-Resistant HIV-1 Infection

(2020) Michael Kozal et al.   NEW ENGLAND JOURNAL OF MEDICINE

Crystal structure of SARS-CoV-2 main protease provides a basis for design of improved α-ketoamide inhibitors

(2020) Linlin Zhang et al.   SCIENCE

Synthesis of α‐Ketoamide‐Based Stereoselective Calpain‐1 Inhibitors as Neuroprotective Agents

(2020) Ammar Jastaniah et al.   ChemMedChem

An update into the medicinal chemistry of translocator protein (TSPO) ligands

(2020) Elisabetta Barresi et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Long lasting inhibition of Mdm2-p53 interaction potentiates mesenchymal stem cell differentiation into osteoblasts

(2019) Simona Daniele et al.   BIOCHIMICA ET BIOPHYSICA ACTA-MOLECULAR CELL RESEARCH

Discovery of ABT-957: 1-Benzyl-5-oxopyrrolidine-2-carboxamides as selective calpain inhibitors with enhanced metabolic stability

(2019) Katja Jantos et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Design, synthesis, biological evaluation and molecular modelling studies of indole glyoxylamides as a new class of potential pancreatic lipase inhibitors

(2019) S.N.C. Sridhar et al.   BIOORGANIC CHEMISTRY

Unbinding of Translocator Protein 18 kDa (TSPO) Ligands: From in Vitro Residence Time to in Vivo Efficacy via in Silico Simulations

(2019) Agostino Bruno et al.   ACS Chemical Neuroscience

Translocator protein and steroidogenesis

(2018) Barbara Costa et al.   BIOCHEMICAL JOURNAL

Synthetic Approaches to New Drugs Approved During 2016

(2018) Andrew C. Flick et al.   JOURNAL OF MEDICINAL CHEMISTRY

GABA A receptor: Positive and negative allosteric modulators

(2018) Richard W. Olsen   NEUROPHARMACOLOGY

Mitigating the Metabolic Liability of Carbonyl Reduction: Novel Calpain Inhibitors with P1′ Extension

(2018) Andreas Kling et al.   ACS Medicinal Chemistry Letters

Calpain-2 as a therapeutic target for acute neuronal injury

(2017) Yubin Wang et al.   EXPERT OPINION ON THERAPEUTIC TARGETS

Discovery of Novel and Highly Selective Inhibitors of Calpain for the Treatment of Alzheimer’s Disease: 2-(3-Phenyl-1H-pyrazol-1-yl)-nicotinamides

(2017) Andreas Kling et al.   JOURNAL OF MEDICINAL CHEMISTRY

Inhibitors of HIV-1 Attachment: The Discovery and Development of Temsavir and its Prodrug Fostemsavir

(2017) Nicholas A. Meanwell et al.   JOURNAL OF MEDICINAL CHEMISTRY

Crystal structures of trimeric HIV envelope with entry inhibitors BMS-378806 and BMS-626529

(2017) Marie Pancera et al.   Nature Chemical Biology

Amphipathic guanidine-embedded glyoxamide-based peptidomimetics as novel antibacterial agents and biofilm disruptors

(2017) Shashidhar Nizalapur et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Design, Synthesis and Biological Evaluation of N -Sulfonylphenyl glyoxamide-Based Antimicrobial Peptide Mimics as Novel Antimicrobial Agents

(2017) Tsz Tin Yu et al.   ChemistrySelect

Long Residence Time at the Neurosteroidogenic 18 kDa Translocator Protein Characterizes the Anxiolytic Ligand XBD173

(2016) Barbara Costa et al.   ACS Chemical Neuroscience

Development of a potent 2-oxoamide inhibitor of secreted phospholipase A2 guided by molecular docking calculations and molecular dynamics simulations

(2016) Sofia Vasilakaki et al.   BIOORGANIC & MEDICINAL CHEMISTRY

2-Oxoamide inhibitors of cytosolic group IVA phospholipase A 2 with reduced lipophilicity

(2016) Georgia Antonopoulou et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Synthesis and structure–activity relationship of α-keto amides as enterovirus 71 3C protease inhibitors

(2016) Debin Zeng et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Recent Developments in General Methodologies for the Synthesis of α-Ketoamides

(2016) Carmela De Risi et al.   CHEMICAL REVIEWS

Lipases and their inhibitors in health and disease

(2016) Daniel K. Nomura et al.   CHEMICO-BIOLOGICAL INTERACTIONS

Efficacy and safety of telaprevir with pegylated interferon α-2a and ribavirin in Japanese patients

(2016) Hiromitsu Kumada et al.   HEPATOLOGY RESEARCH

Lead Optimization of 2-Phenylindolylglyoxylyldipeptide Murine Double Minute (MDM)2/Translocator Protein (TSPO) Dual Inhibitors for the Treatment of Gliomas

(2016) Simona Daniele et al.   JOURNAL OF MEDICINAL CHEMISTRY

A calpain-2 selective inhibitor enhances learning & memory by prolonging ERK activation

(2016) Yan Liu et al.   NEUROPHARMACOLOGY

Synthesis and biological evaluation of N-naphthoyl-phenylglyoxamide-based small molecular antimicrobial peptide mimics as novel antimicrobial agents and biofilm inhibitors

(2016) Shashidhar Nizalapur et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Design, synthesis and evaluation of N-aryl-glyoxamide derivatives as structurally novel bacterial quorum sensing inhibitors

(2016) Shashidhar Nizalapur et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Long lasting MDM2/Translocator protein modulator: a new strategy for irreversible apoptosis of human glioblastoma cells

(2016) Simona Daniele et al.   Oncotarget

Synthesis and biological evaluation of novel carbazolyl glyoxamides as anticancer and antibacterial agents

(2016) Venkataramana Reddy P O et al.   RSC Advances

TSPO ligand residence time: a new parameter to predict compound neurosteroidogenic efficacy

(2016) Barbara Costa et al.   Scientific Reports

Deepening the Topology of the Translocator Protein Binding Site by Novel N,N-Dialkyl-2-arylindol-3-ylglyoxylamides

(2015) Elisabetta Barresi et al.   JOURNAL OF MEDICINAL CHEMISTRY

The drug–target residence time model: a 10-year retrospective

(2015) Robert A. Copeland   NATURE REVIEWS DRUG DISCOVERY

Enhancing Neurosteroid Synthesis – Relationship to the Pharmacology of Translocator Protein (18 kDa) (TSPO) Ligands and Benzodiazepines

(2015) L. Wolf et al.   PHARMACOPSYCHIATRY

Novel Dengue Virus NS2B/NS3 Protease Inhibitors

(2014) Hongmei Wu et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

Hand, foot, and mouth disease: Identifying and managing an acute viral syndrome

(2014) G. L. REPASS et al.   CLEVELAND CLINIC JOURNAL OF MEDICINE

Varespladib and Cardiovascular Events in Patients With an Acute Coronary Syndrome

(2014) Stephen J. Nicholls et al.   JAMA-JOURNAL OF THE AMERICAN MEDICAL ASSOCIATION

Structure–Activity Relationship Refinement and Further Assessment of 4-Phenylquinazoline-2-carboxamide Translocator Protein Ligands as Antiproliferative Agents in Human Glioblastoma Tumors

(2014) Sabrina Castellano et al.   JOURNAL OF MEDICINAL CHEMISTRY

Effects of a novel orally administered calpain inhibitor SNJ-1945 on immunomodulation and neurodegeneration in a murine model of multiple sclerosis

(2014) Nicole Trager et al.   JOURNAL OF NEUROCHEMISTRY

An Asymmetric Organocatalytic Quadruple Cascade to Tetraaryl-Substituted 2-Azabicyclo[3.3.0]octadienones

(2014) Dieter Enders et al.   SYNTHESIS-STUTTGART

Apoptosis Therapy in Cancer: The First Single-molecule Co-activating p53 and the Translocator Protein in Glioblastoma

(2014) Simona Daniele et al.   Scientific Reports

Design, synthesis, and bioevaluation of viral 3C and 3C-like protease inhibitors

(2013) Allan M. Prior et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

SNJ-1945, a calpain inhibitor, protects SH-SY5Y cells against MPP+and rotenone

(2013) Varduhi H. Knaryan et al.   JOURNAL OF NEUROCHEMISTRY

Activation of 1,2- and 1,3-Ketoamides with Thiourea Organocatalyst for the Enantioselective Domino Synthesis of Functionalized Cyclohexanes

(2013) Xavier Bugaut et al.   SYNTHESIS-STUTTGART

Potent inhibition of norovirus 3CL protease by peptidyl α-ketoamides and α-ketoheterocycles

(2012) Sivakoteswara Rao Mandadapu et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Is there Any Correlation Between Binding and Functional Effects at the Translocator Protein (TSPO) (18 kDa)?

(2012) A. M. Scarf et al.   CURRENT MOLECULAR MEDICINE

Recent Developments in Potential Anxiolytic Agents Targeting GABAA/BzR Complex or the Translocator Protein (18kDa) (TSPO)

(2012) Caroline Nothdurfter et al.   CURRENT TOPICS IN MEDICINAL CHEMISTRY

Broad-Spectrum Antivirals against 3C or 3C-Like Proteases of Picornaviruses, Noroviruses, and Coronaviruses

(2012) Y. Kim et al.   JOURNAL OF VIROLOGY

Quorum sensing and the confusion about diffusion

(2012) Stuart A. West et al.   TRENDS IN MICROBIOLOGY

The Pictet-Spengler Reaction in Nature and in Organic Chemistry

(2011) Joachim Stöckigt et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synthesis and biological evaluation of α-ketoamides as inhibitors of the Dengue virus protease with antiviral activity in cell-culture

(2011) Christian Steuer et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Phospholipase A2Enzymes: Physical Structure, Biological Function, Disease Implication, Chemical Inhibition, and Therapeutic Intervention

(2011) Edward A. Dennis et al.   CHEMICAL REVIEWS

Designed Multiple Ligands for Cancer Therapy

(2011) N. M. O'Boyle et al.   CURRENT MEDICINAL CHEMISTRY

Discovery of 6-substituted indole-3-glyoxylamides as lead antiprion agents with enhanced cell line activity, improved microsomal stability and low toxicity

(2011) Mark J. Thompson et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Activation of p53 by Nutlin-3a Induces Apoptosis and Cellular Senescence in Human Glioblastoma Multiforme

(2011) Ruth Villalonga-Planells et al.   PLoS One

Antiviral Activity, Pharmacokinetics, and Safety of BMS-488043, a Novel Oral Small-Molecule HIV-1 Attachment Inhibitor, in HIV-1-Infected Subjects

(2010) George J. Hanna et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

Group VIA Ca2+-independent phospholipase A2 (iPLA2β) and its role in β-cell programmed cell death

(2010) Xiaoyong Lei et al.   BIOCHIMIE

Inhibition of secreted phospholipases A2 by 2-oxoamides based on α-amino acids: Synthesis, in vitro evaluation and molecular docking calculations

(2010) Varnavas D. Mouchlis et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Structure-Activity Relationship Refinement and Further Assessment of Indole-3-glyoxylamides as a Lead Series against Prion Disease

(2010) Mark J. Thompson et al.   ChemMedChem

Upgrading a Natural Product: Inhibition of Human β-Tryptase by Cyclotheonamide Analogues

(2010) Norbert Schaschke et al.   ChemMedChem

Varespladib methyl in cardiovascular disease

(2010) Robert S Rosenson et al.   EXPERT OPINION ON INVESTIGATIONAL DRUGS

Highly Diastereo- and Enantioselective Organocatalytic Michael Addition of α-Ketoamides to Nitroalkenes

(2010) Olivier Baslé et al.   ORGANIC LETTERS

Convergent Synthesis of α-Ketoamide Inhibitors of Pin1

(2010) Guoyan G. Xu et al.   ORGANIC LETTERS

Anxiolytic properties of a 2-phenylindolglyoxylamide TSPO ligand: Stimulation of in vitro neurosteroid production affecting GABAA receptor activity

(2010) Barbara Costa et al.   PSYCHONEUROENDOCRINOLOGY

Directanti-Selective Catalytic Asymmetric Mannich-Type Reactions of α-Ketoanilides for the Synthesis of γ-Amino Amides and Azetidine-2-amides

(2009) Yingjie Xu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

The enigmatic role of tafazzin in cardiolipin metabolism

(2009) Riekelt H. Houtkooper et al.   BIOCHIMICA ET BIOPHYSICA ACTA-BIOMEMBRANES

Inhibitors of HIV-1 attachment. Part 2: An initial survey of indole substitution patterns

(2009) Nicholas A. Meanwell et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Inhibitors of HIV-1 attachment. Part 4: A study of the effect of piperazine substitution patterns on antiviral potency in the context of indole-based derivatives

(2009) Tao Wang et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Inhibitors of HIV-1 attachment. Part 3: A preliminary survey of the effect of structural variation of the benzamide moiety on antiviral activity

(2009) Nicholas A. Meanwell et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Translocator Protein Ligands as Promising Therapeutic Tools for Anxiety Disorders

(2009) S. Taliani et al.   CURRENT MEDICINAL CHEMISTRY

The role of calcium-independent phospholipase A2in cardiolipin remodeling in the spontaneously hypertensive heart failure rat heart

(2009) Derek K. Zachman et al.   JOURNAL OF LIPID RESEARCH

In Vitro and In Vivo Isotope Effects with Hepatitis C Protease Inhibitors: Enhanced Plasma Exposure of Deuterated Telaprevir versus Telaprevir in Rats

(2009) François Maltais et al.   JOURNAL OF MEDICINAL CHEMISTRY

Identification of Anxiolytic/Nonsedative Agents among Indol-3-ylglyoxylamides Acting as Functionally Selective Agonists at the γ-Aminobutyric Acid-A (GABAA) α2Benzodiazepine Receptor

(2009) Sabrina Taliani et al.   JOURNAL OF MEDICINAL CHEMISTRY

Inhibitors of Human Immunodeficiency Virus Type 1 (HIV-1) Attachment. 5. An Evolution from Indole to Azaindoles Leading to the Discovery of 1-(4-Benzoylpiperazin-1-yl)-2-(4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione (BMS-488043), a Drug Candidate That Demonstrates Antiviral Activity in HIV-1-Infected Subjects∞

(2009) Tao Wang et al.   JOURNAL OF MEDICINAL CHEMISTRY

Design, Synthesis, and Structure−Activity Relationship of Indole-3-glyoxylamide Libraries Possessing Highly Potent Activity in a Cell Line Model of Prion Disease

(2009) Mark J. Thompson et al.   JOURNAL OF MEDICINAL CHEMISTRY

Location of Inhibitors Bound to Group IVA Phospholipase A2Determined by Molecular Dynamics and Deuterium Exchange Mass Spectrometry

(2009) John E. Burke et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Effects of 1-H-indole-3-glyoxamide (A-002) on concentration of secretory phospholipase A2 (PLASMA study): a phase II double-blind, randomised, placebo-controlled trial

(2009) Robert S Rosenson et al.   LANCET

From Nature to Drug Discovery: The Indole Scaffold as a ‘Privileged Structure’

(2009) Fernando de Sa Alves et al.   MINI-REVIEWS IN MEDICINAL CHEMISTRY

Prion Protein Modulates Cellular Iron Uptake: A Novel Function with Implications for Prion Disease Pathogenesis

(2009) Ajay Singh et al.   PLoS One

Alleviation of High-Fat Diet-Induced Fatty Liver Damage in Group IVA Phospholipase A2-Knockout Mice

(2009) Hiromi Ii et al.   PLoS One

Role of calcium-independent phospholipase A2 in the pathogenesis of Barth syndrome

(2009) A. Malhotra et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Design, synthesis, and evaluation of 3C protease inhibitors as anti-enterovirus 71 agents

(2008) Chih-Jung Kuo et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Calcium-independent Phospholipase A2(iPLA2β)-mediated Ceramide Generation Plays a Key Role in the Cross-talk between the Endoplasmic Reticulum (ER) and Mitochondria during ER Stress-induced Insulin-secreting Cell Apoptosis

(2008) Xiaoyong Lei et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

Anxiolytic-like Effects ofN,N-Dialkyl-2-phenylindol-3-ylglyoxylamides by Modulation of Translocator Protein Promoting Neurosteroid Biosynthesis

(2008) Federico Da Settimo et al.   JOURNAL OF MEDICINAL CHEMISTRY

Highly Specific and Broadly Potent Inhibitors of Mammalian Secreted Phospholipases A2

(2008) Rob C. Oslund et al.   JOURNAL OF MEDICINAL CHEMISTRY

HIV entry inhibitors and their potential in HIV therapy

(2008) Keduo Qian et al.   MEDICINAL RESEARCH REVIEWS

Synthesis of anti-bacterial peptidomimetics derived from N-acylisatins

(2008) Wai Ching Cheah et al.   TETRAHEDRON LETTERS

Prion proteins: Physiological functions and role in neurological disorders

(2007) Wei Hu et al.   JOURNAL OF THE NEUROLOGICAL SCIENCES