Boron-Containing heterocycles as promising pharmacological agents

Recent developments in the medicinal chemistry of single boron atom-containing compounds

(2021) Shu Song et al.   Acta Pharmaceutica Sinica B

Safety and Pharmacokinetics in Human Volunteers of Taniborbactam (VNRX-5133), a Novel Intravenous β-Lactamase Inhibitor

(2021) James A. Dowell et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

Old and New Beta-Lactamase Inhibitors: Molecular Structure, Mechanism of Action, and Clinical Use

(2021) Davide Carcione et al.   Antibiotics-Basel

Safety, tolerability, pharmacokinetics and pharmacodynamics of parenterally administered dutogliptin: A prospective dose‐escalating trial

(2020) Nina Buchtele et al.   BRITISH JOURNAL OF CLINICAL PHARMACOLOGY

Meropenem/vaborbactam: a next generation β-lactam β-lactamase inhibitor combination

(2020) Andrea Novelli et al.   Expert Review of Anti-Infective Therapy

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

The synthesis of novel boronate esters and N-Heterocyclic carbene (NHC)-stabilized boronate esters: Spectroscopy, antimicrobial and antioxidant studies

(2020) Ahmet Kilic et al.   JOURNAL OF ORGANOMETALLIC CHEMISTRY

Activity of β-lactam/taniborbactam (VNRX-5133) combinations against carbapenem-resistant Gram-negative bacteria

(2020) Shazad Mushtaq et al.   JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY

Benzoxaboroles: New Potent Inhibitors of the Carbonic Anhydrases of the Pathogenic Bacterium Vibrio cholerae

(2020) Alessandro Bonardi et al.   ACS Medicinal Chemistry Letters

Novel Alkyl(aryl)-Substituted 2,2-Difluoro-6-(trichloromethyl)-2H-1,3,2-oxazaborinin-3-ium-2-uides: Synthesis, Antimicrobial Activity, and CT-DNA Binding Evaluations

(2020) Wilian C. Rosa et al.   Frontiers in Pharmacology

InhA inhibitors have activity against non-replicating Mycobacterium tuberculosis

(2020) Lindsay Flint et al.   PLoS One

Synthesis and biological evaluation of an antibacterial azaborine retinoid isostere

(2020) Brittney A. Haney et al.   TETRAHEDRON LETTERS

Progress in the medicinal chemistry of organoboron compounds

(2020) Anna N. Tevyashova et al.   RUSSIAN CHEMICAL REVIEWS

Metallomimetic Chemistry of Boron

(2019) Marc-André Légaré et al.   CHEMICAL REVIEWS

Design, synthesis and evaluations of spiro‐fused benzoxaborin derivatives as novel boron‐containing compounds

(2019) Itaru Natsutani et al.   Chemical Biology & Drug Design

DS86760016, a Leucyl-tRNA Synthetase Inhibitor with Activity against Pseudomonas aeruginosa

(2019) Manoj Kumar et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

Synthesis and structural elucidation of novel antifungal N-(fluorophenyl)piperazinyl benzoxaboroles and their analogues

(2019) Krzysztof M. Borys et al.   JOURNAL OF MOLECULAR STRUCTURE

In vitro anti-glioblastoma activity of L-valine derived boroxazolidones

(2019) Anisha Viswanathan et al.   EUROPEAN JOURNAL OF PHARMACOLOGY

Design, Synthesis, and Structure–Activity Relationship of 7-Propanamide Benzoxaboroles as Potent Anticancer Agents

(2019) Jiong Zhang et al.   JOURNAL OF MEDICINAL CHEMISTRY

Bis-benzoxaboroles: Design, Synthesis, and Biological Evaluation as Carbonic Anhydrase Inhibitors

(2019) Adèle Larcher et al.   ACS Medicinal Chemistry Letters

Design and synthesis of boron-containing diphenylpyrimidines as potent BTK and JAK3 dual inhibitors

(2019) Jing Ren et al.   BIOORGANIC & MEDICINAL CHEMISTRY

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

Challenges and Limitations of Anti-quorum Sensing Therapies

(2019) Paweł Krzyżek   Frontiers in Microbiology

Pharmacological Inhibitors of the NLRP3 Inflammasome

(2019) Ayesha Zahid et al.   Frontiers in Immunology

VNRX-5133 (Taniborbactam), a Broad-Spectrum Inhibitor of Serine- and Metallo-β-Lactamases, Restores Activity of Cefepime in Enterobacterales and Pseudomonas aeruginosa

(2019) Jodie C. Hamrick et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

Discovery of Taniborbactam (VNRX-5133): A Broad-Spectrum Serine- and Metallo-β-lactamase Inhibitor for Carbapenem-Resistant Bacterial Infections

(2019) Bin Liu et al.   JOURNAL OF MEDICINAL CHEMISTRY

Macrofilaricidal Benzimidazole–Benzoxaborole Hybrids as an Approach to the Treatment of River Blindness: Part 1. Amide Linked Analogs

(2019) Tsutomu Akama et al.   ACS Infectious Diseases

In Vitro and In Vivo Activities of DS86760016, a Novel Leucyl-tRNA Synthetase Inhibitor for Gram-Negative Pathogens

(2018) Kedar P. Purnapatre et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

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

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

Identification of a 4-fluorobenzyl l -valinate amide benzoxaborole ( AN11736 ) as a potential development candidate for the treatment of Animal African Trypanosomiasis (AAT)

(2018) Tsutomu Akama et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Synthesis, reactivity, and antimicrobial properties of boron-containing 4-ethyl-3-thiosemicarbazide derivatives

(2018) Ryan S. Scott et al.   CANADIAN JOURNAL OF CHEMISTRY

Design, Synthesis and Evaluation of Oxazaborine Inhibitors of the NLRP3 Inflammasome

(2018) Alex G. Baldwin et al.   ChemMedChem

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

Examining the Benefits of the Boron-Based Mechanism of Action and Physicochemical Properties of Tavaborole in the Treatment of Onychomycosis

(2018) Bryan Markinson et al.   JOURNAL OF THE AMERICAN PODIATRIC MEDICAL ASSOCIATION

Valdecoxib vs. borazavaldecoxib: isoxazole BN/CC isosterism as a case study in designing and stabilizing boron heterocycles

(2018) Michele Boghi et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

The 7-phenyl benzoxaborole series is active against Mycobacterium tuberculosis

(2018) Aaron Korkegian et al.   TUBERCULOSIS

Synthesis of biologically active boron-containing compounds

(2018) Fei Yang et al.   MedChemComm

Benzoxaborole treatment perturbs S-adenosyl-L-methionine metabolism in Trypanosoma brucei

(2018) Pieter C. Steketee et al.   PLoS Neglected Tropical Diseases

Clinical Pharmacology of Ixazomib: The First Oral Proteasome Inhibitor

(2018) Neeraj Gupta et al.   CLINICAL PHARMACOKINETICS

Pharmacokinetic evaluation of meropenem and vaborbactam for the treatment of urinary tract infection

(2018) Rodrigo M. Burgos et al.   Expert Opinion on Drug Metabolism & Toxicology

Cinnamoyl-Oxaborole Amides: Synthesis and Their in Vitro Biological Activity

(2018) Maureen Gumbo et al.   MOLECULES

Clinical and veterinary trypanocidal benzoxaboroles target CPSF3

(2018) Richard J. Wall et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

A hit deconstruction approach for the discovery of fetal hemoglobin inducers

(2018) Andrew B. Benowitz et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Convergent Synthesis of the NS5B Inhibitor GSK8175 Enabled by Transition Metal Catalysis

(2018) Kenneth Arrington et al.   JOURNAL OF ORGANIC CHEMISTRY

Antiproliferative and pro-apoptotic activities of 2′- and 4′-aminochalcones against tumor canine cells

(2017) Mariana B. Santos et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Design, Synthesis and X-ray Crystal Structure of Iodinated Benzoboroxole Derivatives by Consecutive Metal-Iodine Exchange of 3,4,5-Triiodoanisole

(2017) Raed M. Al-Zoubi et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Synthesis, characterization, antimicrobial activity, and QSAR studies of some new 6-substituted phenyl 3-(4-chlorophenyl)-3a,4,8,8a-tetrahydro-[1,3,2]dioxaborepino [5,6-d]isoxazoles

(2017) Meryem Pir et al.   HETEROATOM CHEMISTRY

Carbonic anhydrases from Trypanosoma cruzi and Leishmania donovani chagasi are inhibited by benzoxaboroles

(2017) Alessio Nocentini et al.   JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY

Two approaches to the use of benzo[c][1,2]oxaboroles as active fragments for synthetic transformation of clarithromycin

(2017) Gennady B. Lapa et al.   JOURNAL OF ENZYME INHIBITION AND 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

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

A potent antimalarial benzoxaborole targets a Plasmodium falciparum cleavage and polyadenylation specificity factor homologue

(2017) Ebere Sonoiki et al.   Nature Communications

Base catalysed N-functionalisation of boroxazolidones

(2017) J. Raunio et al.   RSC Advances

Phase 1 Study of the Safety, Tolerability, and Pharmacokinetics of the β-Lactamase Inhibitor Vaborbactam (RPX7009) in Healthy Adult Subjects

(2016) David C. Griffith et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

Antimalarial Benzoxaboroles Target Plasmodium falciparum Leucyl-tRNA Synthetase

(2016) Ebere Sonoiki et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

Identification of cellular targets of a series of boron heterocycles using TIPA II—A sensitive target identification platform

(2016) Matthew S. Ward et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Synthesis, characterization and antimicrobial activity of novel Schiff base tethered boronate esters of 1,2-O-isopropylidene-α-d-xylofuranose

(2016) Eda Rami Reddy et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Chalcone–benzoxaborole hybrids as novel anticancer agents

(2016) Jiong Zhang et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

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

New conjugates of polyene macrolide amphotericin B with benzoxaboroles: synthesis and properties

(2016) Anna N Tevyashova et al.   JOURNAL OF ANTIBIOTICS

Synthesis, characterization, antimicrobial activity, and QSAR studies on substituted oxadiazaboroles

(2016) Meryem Pir et al.   MEDICINAL CHEMISTRY RESEARCH

Synthesis and evaluation of functionalized benzoboroxoles as potential anti -tuberculosis agents

(2016) Mohammad A. Alam et al.   TETRAHEDRON

Synthesis, Characterisation, and Antifungal Activities of Novel Benzodiazaborines

(2015) Jiyoung Yang et al.   AUSTRALIAN JOURNAL OF CHEMISTRY

BN/CC isosterism in borazaronaphthalenes towards phosphodiesterase 10A (PDE10A) inhibitors

(2015) Alexandru Vlasceanu et al.   BIOORGANIC & MEDICINAL CHEMISTRY

The influence of fluorine position on the properties of fluorobenzoxaboroles

(2015) Agnieszka Adamczyk-Woźniak et al.   BIOORGANIC CHEMISTRY

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

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

Benzazaborinines as Novel Bioisosteric Replacements of Naphthalene: Propranolol as an Example

(2015) Frederik J. R. Rombouts 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

Synthesis and evaluation of functionalized aminobenzoboroxoles as potential anti -cancer agents

(2015) Pathi Suman et al.   JOURNAL OF ORGANOMETALLIC 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

Crystallographic insights into the structure–activity relationships of diazaborine enoyl-ACP reductase inhibitors

(2015) Cheryl A. Jordan et al.   Acta Crystallographica Section F-Structural Biology Communications

Bacterial Resistance to Leucyl-tRNA Synthetase Inhibitor GSK2251052 Develops during Treatment of Complicated Urinary Tract Infections

(2014) Karen O'Dwyer et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

Synthesis, Characterization, and Antibacterial Activity of Structurally Complex 2-Acylated 2,3,1-Benzodiazaborines and Related Compounds

(2014) Divya Kanichar et al.   CHEMISTRY & BIODIVERSITY

Tavaborole: First Global Approval

(2014) Anthony Markham   DRUGS

Novel pyrrolobenzoxaboroles: Design, synthesis, and biological evaluation against Trypanosoma brucei

(2014) Puhua Wu et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Tavaborole for the treatment of onychomycosis

(2014) Boni E Elewski et al.   EXPERT OPINION ON PHARMACOTHERAPY

Safety and tolerability of ixazomib, an oral proteasome inhibitor, in combination with lenalidomide and dexamethasone in patients with previously untreated multiple myeloma: an open-label phase 1/2 study

(2014) Shaji K Kumar et al.   LANCET ONCOLOGY

Discovery of a Novel Class of Boron-Based Antibacterials with Activity against Gram-Negative Bacteria

(2013) Vincent Hernandez et al.   ANTIMICROBIAL AGENTS AND CHEMOTHERAPY

Boron chemicals in diagnosis and therapeutics

(2013) Bhaskar C Das et al.   Future Medicinal Chemistry

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

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

Discovery of a potent benzoxaborole-based anti-pneumococcal agent targeting leucyl-tRNA synthetase

(2013) Qing-Hua Hu et al.   Scientific Reports

Synthesis and evaluation of thiazolidinedione and dioxazaborocane analogues as inhibitors of AI-2 quorum sensing in Vibrio harveyi

(2012) Gilles Brackman et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Molecule of the Month

(2012) Robert T. Jacobs et al.   CURRENT TOPICS IN MEDICINAL CHEMISTRY

Boron-based phosphodiesterase inhibitors show novel binding of boron to PDE4 bimetal center

(2012) Yvonne R. Freund et al.   FEBS LETTERS

Subcutaneous versus intravenous administration of bortezomib in patients with relapsed multiple myeloma: a randomised, phase 3, non-inferiority study

(2011) Philippe Moreau et al.   LANCET ONCOLOGY

SCYX-7158, an Orally-Active Benzoxaborole for the Treatment of Stage 2 Human African Trypanosomiasis

(2011) Robert T. Jacobs et al.   PLoS Neglected Tropical Diseases

Pharmacokinetic and pharmacodynamic study of two doses of bortezomib in patients with relapsed multiple myeloma

(2010) Donna E. Reece et al.   CANCER CHEMOTHERAPY AND PHARMACOLOGY

Three Decades of  -Lactamase Inhibitors

(2010) S. M. Drawz et al.   CLINICAL MICROBIOLOGY REVIEWS

Pediatric Phase I Trial Design Using Maximum Target Inhibition as the Primary Endpoint

(2010) Holly Meany et al.   JNCI-Journal of the National Cancer Institute

Mechanism of action of inhibitors of dipeptidyl-peptidase-4 (DPP-4)

(2009) Nancy A. Thornberry et al.   BEST PRACTICE & RESEARCH CLINICAL ENDOCRINOLOGY & METABOLISM

Discovery and structure–activity study of a novel benzoxaborole anti-inflammatory agent (AN2728) for the potential topical treatment of psoriasis and atopic dermatitis

(2009) Tsutomu Akama et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Therapeutic potential of boron-containing compounds

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

Synthesis, Characterization, and Antifungal Activity of Boron-Containing Thiosemicarbazones

(2008) Justin W. Hicks et al.   CHEMISTRY & BIODIVERSITY

Oxazaborolidine derivatives inducing autoinducer-2 signal transduction in Vibrio harveyi

(2007) R. Aharoni et al.   BIOORGANIC & MEDICINAL CHEMISTRY