Structural Patterns Enhancing the Antibacterial Activity of Metallacarborane-Based Antibiotics

Review Microbiology

Molecular mechanisms of antibiotic resistance revisited

Elizabeth M. Darby et al.

Summary: Antibiotic resistance is a global health emergency, and understanding the molecular mechanisms that bacteria use to resist antimicrobials is critical. Recent advances in research can aid in developing new antimicrobial therapies.

NATURE REVIEWS MICROBIOLOGY (2023)

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Article Chemistry, Multidisciplinary

Metallacarborane Cluster Anions of the Cobalt Bisdicarbollide-Type as Chaotropic Carriers for Transmembrane and Intracellular Delivery of Cationic Peptides

Yao Chen et al.

Summary: Cobalt bisdicarbollides (COSANs) are used as selective and efficient molecular carriers to transport hydrophilic oligopeptides through membranes. They can permeate lipid bilayer membranes without causing membrane damage. COSANs transport arginine-rich and lysine-rich peptides effectively, but cannot transport small molecules or anionic cargos. The transportation mechanism is a molecular carrier mechanism, and living cell experiments show that a fluorescent peptide cargo can be delivered into the cytosol.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2023)

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Article Chemistry, Multidisciplinary

Real-Time Monitoring of Multitarget Antimicrobial Mechanisms of Peptoids Using Label-Free Imaging with Optical Diffraction Tomography

Minsang Kim et al.

Summary: Antimicrobial peptides (AMPs) are effective against multidrug-resistant bacteria, and peptoids with N-substituted glycine backbone have also shown promise as antimicrobials. This study investigates the structure-activity relationship (SAR) of a library of peptoids and demonstrates that both membrane disruption and intracellular biomass flocculation are important mechanisms of bacterial killing.

ADVANCED SCIENCE (2023)

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Editorial Material Chemistry, Multidisciplinary

Abiotic Main Group Pharmacophore Renders a New Class of Antimicrobial Agents

Yueying Wang et al.

Summary: A boron cluster is utilized to create a hybrid molecular scaffold that can effectively eliminate various pathogenic and antibiotic-resistant bacterial strains.

ACS CENTRAL SCIENCE (2022)

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Article Chemistry, Medicinal

Cobalt Bis-Dicarbollide Enhances Antibiotics Action towards Staphylococcus epidermidis Planktonic Growth Due to Cell Envelopes Disruption

Eva Vankova et al.

Summary: COSAN.Na can enhance the action of antibiotics against Staphylococcus epidermidis and disrupt cell envelopes, making it a promising approach to overcome antibiotic resistance in Gram-positive cocci.

PHARMACEUTICALS (2022)

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Article Chemistry, Medicinal

Metallacarborane Derivatives as Innovative Anti-Candida albicans Agents

Konrad Kubinski et al.

Summary: Infections caused by Candida species have become a serious public health problem globally. Traditional antifungal drugs are becoming less effective against Candida due to drug resistance. This study found that metallacarborane derivatives based on cobalt bis-dicarbollide [COSAN] are effective against Candida, even against drug-resistant strains, and show potential synergy with amphotericin B.

JOURNAL OF MEDICINAL CHEMISTRY (2022)

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Review Chemistry, Inorganic & Nuclear

Boron cluster compounds as new chemical leads for antimicrobial therapy

Krzysztof Fink et al.

Summary: Boron cluster compounds are inorganic compounds with unique structures and properties that show promising antimicrobial activity and low sensitivity to pathogen resistance mechanisms. Their derivatives are effective against both standard and multi-drug resistant strains of pathogens.

COORDINATION CHEMISTRY REVIEWS (2021)

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Review Chemistry, Medicinal

Preparing (Metalla)carboranes for Nanomedicine

Marta Gozzi et al.

Summary: This paper discusses the potential application of boron-based drugs in the field of nanomedicine and calls on medicinal boron chemists to bridge the gap between the chemistry laboratory and real applications in living systems to promote the development of boron cluster compounds.

CHEMMEDCHEM (2021)

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Article Chemistry, Medicinal

Influence of Lipophilicity on the Antibacterial Activity of Polymyxin Derivatives and on Their Ability to Act as Potentiators of Rifampicin

Pamela Brown et al.

Summary: The influence of lipophilicity on the microbiological activity, potentiation of rifampicin, and in vitro toxicity of novel polymyxin derivatives was systematically investigated in this study. The results suggest that the activity, ability to potentiate, and cytotoxicity of these compounds are primarily driven by overall lipophilicity, and the characterization of polymyxin molecules as direct acting compounds or potentiators is more of a continuum strongly influenced by lipophilicity rather than fundamentally different modes-of-action.

ACS INFECTIOUS DISEASES (2021)

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Article Oncology

Cobaltabis(dicarbollide) ([o-COSAN]-) as Multifunctional Chemotherapeutics: A Prospective Application in Boron Neutron Capture Therapy (BNCT) for Glioblastoma

Miquel Nuez-Martinez et al.

Summary: The study evaluates the potential of sodium salt of cobaltabis(dicarbollide) and its di-iodinated derivative as promising agents for dual anti-cancer treatment for GBM. Results show enhanced resistance in U87 cell lines in 3D models, contrasting the observations in monolayer cultures. BNCT is more effective on T98G cells after their incubation with Na[8,8 '-I-2-o-COSAN].

CANCERS (2021)

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Article Biochemistry & Molecular Biology

Metallacarborane Derivatives Effective against Pseudomonas aeruginosa and Yersinia enterocolitica

Wieslaw Swietnicki et al.

Summary: Novel compounds based on metallacarborane cage showed antibacterial activity against Yersinia pestis substitute Yersinia enterocolitica and Pseudomonas aeruginosa, indicating a common mechanism for drug resistance in the former. The compounds had predominantly bacteriostatic effect and may serve as a starting point for novel anti-Yersinia drugs.

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES (2021)

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Review Chemistry, Multidisciplinary

Cyclic oxonium derivatives of cobalt and iron bis(dicarbollides) and their use in organic synthesis

Anna A. Druzina et al.

Summary: The research reviews the rapid progress in the chemistry of carboranes and other polyhedral boron compounds, particularly focusing on the ring-opening reaction of cyclic oxonium derivatives as an efficient method for the preparation of these compounds.

RUSSIAN CHEMICAL REVIEWS (2021)

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Article Chemistry, Multidisciplinary

Nanoparticle-based formulation of metallacarboranes with bovine serum albumin for application in cell cultures

Benedikt Schwarze et al.

JOURNAL OF NANOPARTICLE RESEARCH (2020)

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Article Chemistry, Inorganic & Nuclear

Metallacarborane Assemblies as Effective Antimicrobial Agents, Including a Highly Potent Anti-MRSA Agent

Isabel Romero et al.

ORGANOMETALLICS (2020)

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Review Chemistry, Analytical

The impact of lipophilicity on environmental processes, drug delivery and bioavailability of food components

Tomasz Chmiel et al.

MICROCHEMICAL JOURNAL (2019)

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Article Chemistry, Medicinal

Comparative study of inorganic, boron-rich cluster and organic, phenyl adenosine modifications: synthesis and properties

Adam Mieczkowski et al.

FUTURE MEDICINAL CHEMISTRY (2019)

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Article Chemistry, Organic

High-Affinity Binding of Metallacarborane Cobalt Bis(dicarbollide) Anions to Cyclodextrins and Application to Membrane Translocation

Khaleel I. Assaf et al.

JOURNAL OF ORGANIC CHEMISTRY (2019)

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Article Chemistry, Multidisciplinary

Dual Binding Mode of Metallacarborane Produces a Robust Shield on Proteins

Isabel Fuentes et al.

CHEMISTRY-A EUROPEAN JOURNAL (2019)

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Article Chemistry, Medicinal

Metallacarborane Sulfamides: Unconventional, Specific, and Highly Selective Inhibitors of Carbonic Anhydrase IX

Bohumir Gruner et al.

JOURNAL OF MEDICINAL CHEMISTRY (2019)

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Article Chemistry, Inorganic & Nuclear

Cobalt bis-dicarbollide and its ammonium derivatives are effective antimicrobial and antibiofilm agents

Eva Vankova et al.

JOURNAL OF ORGANOMETALLIC CHEMISTRY (2019)

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Review Chemistry, Multidisciplinary

The Chaotropic Effect as an Assembly Motif in Chemistry

Khaleel I. Assaf et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

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Article Chemistry, Multidisciplinary

Metallacarboranes on the Road to Anticancer Therapies: Cellular Uptake, DNA Interaction, and Biological Evaluation of Cobaltabisdicarbollide [COSAN]-

Isabel Fuentes et al.

CHEMISTRY-A EUROPEAN JOURNAL (2018)

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Article Chemistry, Inorganic & Nuclear

Preparation, characterization, and the selective antimicrobial activity of N-alkylammonium 8-diethyleneglycol cobalt bis-dicarbollide derivatives

Eva Kvasnickova et al.

JOURNAL OF ORGANOMETALLIC CHEMISTRY (2017)

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Article Chemistry, Inorganic & Nuclear

A Highly Potent Antibacterial Agent Targeting Methicillin-Resistant Staphylococcus aureus Based on Cobalt Bis(1,2-Dicarbollide) Alkoxy Derivative

Youkun Zheng et al.

ORGANOMETALLICS (2017)

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Article Chemistry, Physical

Fast flip-flop of halogenated cobalt bis(dicarbollide) anion in a lipid bilayer membrane

Tatyana I. Rokitskaya et al.

PHYSICAL CHEMISTRY CHEMICAL PHYSICS (2017)

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Article Multidisciplinary Sciences

Interactions of Boron Clusters and their Derivatives with Serum Albumin

Tomasz M. Goszczynski et al.

SCIENTIFIC REPORTS (2017)

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Article Chemistry, Medicinal

Challenges and Opportunities for the Application of Boron Clusters in Drug Design

Zbigniew J. Lesnikowski

JOURNAL OF MEDICINAL CHEMISTRY (2016)

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Article Chemistry, Medicinal

Antiproliferative Effect of Novel Aminoacridine-based Compounds

Anna Munder et al.

MEDICINAL CHEMISTRY (2015)

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Article Multidisciplinary Sciences

Biological interaction of living cells with COSAN-based synthetic vesicles

Marius Tarres et al.

SCIENTIFIC REPORTS (2015)

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Article Chemistry, Multidisciplinary

Imaging in living cells using nu B-H Raman spectroscopy: monitoring COSAN uptake

Marius Tarres et al.

CHEMICAL COMMUNICATIONS (2014)

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Article Chemistry, Multidisciplinary

Amphiphilic COSAN and I2-COSAN crossing synthetic lipid membranes: planar bilayers and liposomes

Carmina Verdia-Baguena et al.

CHEMICAL COMMUNICATIONS (2014)

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Article Chemistry, Multidisciplinary

Carborane-Based Carbonic Anhydrase Inhibitors

Jiri Brynda et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

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Article Chemistry, Inorganic & Nuclear

Investigations on antimicrobial activity of cobaltabisdicarbollides

Teodora Popova et al.

JOURNAL OF ORGANOMETALLIC CHEMISTRY (2013)

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Article Medicine, Research & Experimental

On the Solubility and Lipophilicity of Metallacarborane Pharmacophores

Jakub Rak et al.

MOLECULAR PHARMACEUTICS (2013)

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Review Chemistry, Multidisciplinary

Metallacarboranes and their interactions: theoretical insights and their applicability

Pau Farras et al.

CHEMICAL SOCIETY REVIEWS (2012)

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Review Chemistry, Multidisciplinary

Boron in Drug Discovery: Carboranes as Unique Pharmacophores in Biologically Active Compounds

Fatiah Issa et al.

CHEMICAL REVIEWS (2011)

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Article Chemistry, Multidisciplinary

New conjugates of cobalt bis(dicarbollide) with chlorophyll a derivatives

Mikhail A. Grin et al.

MENDELEEV COMMUNICATIONS (2011)

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Article Chemistry, Multidisciplinary

Interaction of Fluorescently Substituted Metallacarboranes with Cyclodextrins and Phospholipid Bilayers: Fluorescence and Light Scattering Study

Mariusz Uchman et al.

LANGMUIR (2010)

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Article Chemistry, Medicinal

Design of HIV Protease Inhibitors Based on Inorganic Polyhedral Metallacarboranes

Pavlina Rezacova et al.

JOURNAL OF MEDICINAL CHEMISTRY (2009)

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Article Chemistry, Inorganic & Nuclear

Cyclic oxonium derivatives of polyhedral boron hydrides and their synthetic applications

Andrey A. Semioshkin et al.

DALTON TRANSACTIONS (2008)

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Article Chemistry, Multidisciplinary

Aggregation behavior of nucleoside-boron cluster conjugates in aqueous solutions

Pavel Matejicek et al.

LANGMUIR (2008)

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Article Chemistry, Physical

Interaction of carboranes with biomolecules:: Formation of dihydrogen bonds

Jindrich Fanfrlik et al.

CHEMPHYSCHEM (2006)

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Article Multidisciplinary Sciences

From nonpeptide toward noncarbon protease inhibitors:: Metallacarboranes as specific and potent inhibitors of HIV protease

P Cígler et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2005)

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Article Chemistry, Inorganic & Nuclear

Chameleonic capacity of [3,3′-Co(1,2-C2B9H11)2]- in coordination.: Generation of the highly uncommon s(thioether)-Na bond

F Teixidor et al.

ORGANOMETALLICS (2003)

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Article Chemistry, Inorganic & Nuclear

Synthesis of functional derivatives of the [3,3′-Co(1,2-C2B2H11)2]- anion

IB Sivaev et al.

JOURNAL OF ORGANOMETALLIC CHEMISTRY (2002)

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Structural Patterns Enhancing the Antibacterial Activity of Metallacarborane-Based Antibiotics

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