Boronic Acids and Their Derivatives in Medicinal Chemistry: Synthesis and Biological Applications

Reactive Oxygen Species (ROS)-Sensitive Prodrugs of the Tyrosine Kinase Inhibitor Crizotinib

(2020) Bjoern Bielec et al.   MOLECULES

The β-Lactamase Inhibitor Boronic Acid Derivative SM23 as a New Anti-Pseudomonas aeruginosa Biofilm

(2020) Samuele Peppoloni et al.   Frontiers in Microbiology

Discovery of Peptide Boronate Derivatives as Histone Deacetylase and Proteasome Dual Inhibitors for Overcoming Bortezomib Resistance of Multiple Myeloma

(2020) Yi Zhou et al.   JOURNAL OF MEDICINAL CHEMISTRY

Discovery of Cyclic Boronic Acid QPX7728, an Ultrabroad-Spectrum Inhibitor of Serine and Metallo-β-lactamases

(2020) Scott J. Hecker et al.   JOURNAL OF MEDICINAL CHEMISTRY

Design of N-Benzoxaborole Benzofuran GSK8175—Optimization of Human Pharmacokinetics Inspired by Metabolites of a Failed Clinical HCV Inhibitor

(2019) Pek Y. Chong et al.   JOURNAL OF MEDICINAL CHEMISTRY

Crisaborole 2% ointment for the treatment of intertriginous, anogenital, and facial psoriasis: a double-blind, randomized, vehicle-controlled trial

(2019) Peter W. Hashim et al.   JOURNAL OF THE AMERICAN ACADEMY OF DERMATOLOGY

Boronic Acid Appended Naphthyl-Pyridinium Receptors as Chemosensors for Sugars

(2019) Angel Resendez et al.   Scientific Reports

Biochemical Activity of Vaborbactam

(2019) Ruslan Tsivkovski et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

Serendipitous discovery of aryl boronic acids as β-lactamase inhibitors

(2019) Shu-Wei Yang et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Potent HIV‐1 Protease Inhibitors Containing Carboxylic and Boronic Acids: Effect on Enzyme Inhibition and Antiviral Activity and Protein‐Ligand X‐ray Structural Studies

(2019) Arun K. Ghosh et al.   ChemMedChem

Boron in drug design: Recent advances in the development of new therapeutic agents

(2019) Guilherme Felipe Santos Fernandes et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Topical Treatment for Cutaneous Leishmaniasis: Dermato-Pharmacokinetic Lead Optimization of Benzoxaboroles

(2018) Katrien Van Bocxlaer et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

Design, synthesis, in vitro and in vivo evaluation, and structure-activity relationship (SAR) discussion of novel dipeptidyl boronic acid proteasome inhibitors as orally available anti-cancer agents for the treatment of multiple myeloma and mechanism studies

(2018) Meng Lei et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Medicinal Chemistry Updates on Bacterial Efflux Pump Modulators

(2018) Fernando Andre Pereira Marques Duraes et al.   CURRENT MEDICINAL CHEMISTRY

Benzoxaborole compounds for therapeutic uses: a patent review (2010- 2018)

(2018) Alessio Nocentini et al.   EXPERT OPINION ON THERAPEUTIC PATENTS

Discovering simple phenylboronic acid and benzoxaborole derivatives for experimental oncology – phase cycle-specific inducers of apoptosis in A2780 ovarian cancer cells

(2018) Mateusz Psurski et al.   INVESTIGATIONAL NEW DRUGS

Synthesis and Evaluation of Hydrogen Peroxide Sensitive Prodrugs of Methotrexate and Aminopterin for the Treatment of Rheumatoid Arthritis

(2018) Jorge Peiró Cadahía et al.   JOURNAL OF MEDICINAL CHEMISTRY

Effective Utilization of Flow Chemistry: Use of Unstable Intermediates, Inhibition of Side Reactions, and Scale-Up for Boronic Acid Synthesis

(2018) Hirotsugu Usutani et al.   ORGANIC PROCESS RESEARCH & DEVELOPMENT

Synthesis of biologically active boron-containing compounds

(2018) Fei Yang et al.   MedChemComm

Boronic ester-linked macrocyclic lipopeptides as serine protease inhibitors targeting Escherichia coli type I signal peptidase

(2018) Natalia Szałaj et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Sub-picomolar Inhibition of HIV-1 Protease with a Boronic Acid

(2018) Ian W. Windsor et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Urea-containing peptide boronic acids as potent proteasome inhibitors

(2017) Li-Qiang Han et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Benzoxaborole Antimalarial Agents. Part 5. Lead Optimization of Novel Amide Pyrazinyloxy Benzoxaboroles and Identification of a Preclinical Candidate

(2017) Yong-Kang Zhang et al.   JOURNAL OF MEDICINAL CHEMISTRY

Boronic Acid Modifications Enhance the Anti-Influenza A Virus Activities of Novel Quindoline Derivatives

(2017) Wei Wang et al.   JOURNAL OF MEDICINAL CHEMISTRY

Discovery of a Potent and Specific M. tuberculosis Leucyl-tRNA Synthetase Inhibitor: (S)-3-(Aminomethyl)-4-chloro-7-(2-hydroxyethoxy)benzo[c][1,2]oxaborol-1(3H)-ol (GSK656)

(2017) Xianfeng Li et al.   JOURNAL OF MEDICINAL CHEMISTRY

Benzoxaboroles as Efficient Inhibitors of the β-Carbonic Anhydrases from Pathogenic Fungi: Activity and Modeling Study

(2017) Alessio Nocentini et al.   ACS Medicinal Chemistry Letters

Inhibition of Acinetobacter-Derived Cephalosporinase: Exploring the Carboxylate Recognition Site Using Novel β-Lactamase Inhibitors

(2017) Emilia Caselli et al.   ACS Infectious Diseases

Characterization and in vitro activity of a branched peptide boronic acid that interacts with HIV-1 RRE RNA

(2016) Jessica E. Wynn et al.   BIOORGANIC & MEDICINAL CHEMISTRY

3D-QSAR-aided design, synthesis, in vitro and in vivo evaluation of dipeptidyl boronic acid proteasome inhibitors and mechanism studies

(2016) Meng Lei et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Optimization of isoxazoline amide benzoxaboroles for identification of a development candidate as an oral long acting animal ectoparasiticide

(2016) Yong-Kang Zhang et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Benzoxaborole as a new chemotype for carbonic anhydrase inhibition

(2016) Vincenzo Alterio et al.   CHEMICAL COMMUNICATIONS

Ixazomib: First Global Approval

(2016) Matt Shirley   DRUGS

10-Boronic acid substituted camptothecin as prodrug of SN-38

(2016) Lei Wang et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Fulvestrant-3 Boronic Acid (ZB716): An Orally Bioavailable Selective Estrogen Receptor Downregulator (SERD)

(2016) Jiawang Liu et al.   JOURNAL OF MEDICINAL CHEMISTRY

Peptide–Boronic Acid Inhibitors of Flaviviral Proteases: Medicinal Chemistry and Structural Biology

(2016) Christoph Nitsche et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis and Applications of Boronic Acid-Containing Polymers: From Materials to Medicine

(2015) William L. A. Brooks et al.   CHEMICAL REVIEWS

Boronic species as promising inhibitors of the Staphylococcus aureus NorA efflux pump: Study of 6-substituted pyridine-3-boronic acid derivatives

(2015) Fanny Fontaine et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Click Chemistry in Lead Optimization of Boronic Acids as β-Lactamase Inhibitors

(2015) Emilia Caselli et al.   JOURNAL OF MEDICINAL CHEMISTRY

Discovery of a Cyclic Boronic Acid β-Lactamase Inhibitor (RPX7009) with Utility vs Class A Serine Carbapenemases

(2015) Scott J. Hecker et al.   JOURNAL OF MEDICINAL CHEMISTRY

4,5-Disubstituted 6-Aryloxy-1,3-dihydrobenzo[c][1,2]oxaboroles Are Broad-Spectrum Serine β-Lactamase Inhibitors

(2015) David C. McKinney et al.   ACS Infectious Diseases

Structurally Novel Highly Potent Proteasome Inhibitors Created by the Structure-Based Hybridization of Nonpeptidic Belactosin Derivatives and Peptide Boronates

(2014) Shuhei Kawamura et al.   JOURNAL OF MEDICINAL CHEMISTRY

Branched peptideboronic acids (BPBAs): a novel mode of binding towards RNA

(2013) Wenyu Zhang et al.   CHEMICAL COMMUNICATIONS

Discovery of a Potent Boronic Acid Derived Inhibitor of the HCV RNA-Dependent RNA Polymerase

(2013) Andrew Maynard et al.   JOURNAL OF MEDICINAL CHEMISTRY

Boron Containing Compounds as Protease Inhibitors

(2012) Reem Smoum et al.   CHEMICAL REVIEWS

Scope of the Two-Step, One-Pot Palladium-Catalyzed Borylation/Suzuki Cross-Coupling Reaction Utilizing Bis-Boronic Acid

(2012) Gary A. Molander et al.   JOURNAL OF ORGANIC CHEMISTRY

Boronate-Mediated Biologic Delivery

(2012) Gregory A. Ellis et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Fragment-guided design of subnanomolar  -lactamase inhibitors active in vivo

(2012) O. Eidam et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Structure-Based Design of Novel Boronic Acid-Based Inhibitors of Autotaxin

(2011) Harald M. H. G. Albers et al.   JOURNAL OF MEDICINAL CHEMISTRY

Biomedical applications of boronic acid polymers

(2011) Jennifer N. Cambre et al.   POLYMER

Discovery and Optimization of Boronic Acid Based Inhibitors of Autotaxin

(2010) Harald M. H. G. Albers et al.   JOURNAL OF MEDICINAL CHEMISTRY

Recent progress in the synthesis of five-membered heterocycle boronic acids and esters

(2010) Nicolas Primas et al.   TETRAHEDRON

Boronic acids in medicinal chemistry: anticancer, antibacterial and antiviral applications

(2010) Paul C. Trippier et al.   MedChemComm

A boronic acid chalcone analog of combretastatin A-4 as a potent anti-proliferation agent

(2009) Yali Kong et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Therapeutic potential of boron-containing compounds

(2009) Stephen J Baker et al.   Future Medicinal Chemistry

Design, Synthesis, and Biological Activity of Boronic Acid-Based Histone Deacetylase Inhibitors

(2009) Nobuaki Suzuki et al.   JOURNAL OF MEDICINAL CHEMISTRY

Benzoxaboroles – Old compounds with new applications

(2009) Agnieszka Adamczyk-Woźniak et al.   JOURNAL OF ORGANOMETALLIC CHEMISTRY

Targeting cancer cells by ROS-mediated mechanisms: a radical therapeutic approach?

(2009) Dunyaporn Trachootham et al.   NATURE REVIEWS DRUG DISCOVERY

α-Amido boronic acids: A synthetic challenge and their properties as serine protease inhibitors

(2007) Donald S. Matteson   MEDICINAL RESEARCH REVIEWS