Potential uses of metallocarborane sandwich anions for analysis, characterization and isolation of various cations and organic bases

Plešek, Jaromı́r; Basě, Karel; Mareš, F.; Hanousek, F.; Štı́br, Bohumil; Heřmánek, S.

doi:10.1135/cccc19842776

Cited by 55 publications

(48 citation statements)

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“…The silver salt of cobalt bis(dicarbollide) Ag[3,3'-Co(1,2-C2B9H11)2] was prepared by metathesis of the cesium salt or acid form (H3O)[3,3'-Co(1,2-C2B9H11)2] with AgNO3 in aqueous solution [73,120]. Crystals of {Ag(η 2 -p-xylene)[3,3'-Co(1,2-C2B9H11)2]}n were grown by crystallization of Ag[3,3'-Co(1,2-C2B9H11)2] from p-xylene [116].…”

Section: Silver and Copper Complexes With Cobalt Bis(dicarbollide) Anmentioning

confidence: 99%

Silver and Copper Complexes with closo-Polyhedral Borane, Carborane and Metallacarborane Anions: Synthesis and X-ray Structure

et al. 2016

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Section: Silver and Copper Complexes With Cobalt Bis(dicarbollide) Anmentioning

confidence: 99%

Silver and Copper Complexes with closo-Polyhedral Borane, Carborane and Metallacarborane Anions: Synthesis and X-ray Structure

et al. 2016

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“…[44] NMR Spectroscopy: 1 H{ 11 B} and 11 B NMR data were recorded on a Bruker Avance III 600 MHz spectrometer at 5, 15, 25, 45, and 65°C. Measurements of translational diffusion coefficients were performed with the double stimulated echo experiment with bipolar pulse field gradients.…”

Section: Methodsmentioning

confidence: 99%

Nonclassical Hydrophobic Effect in Micellization: Molecular Arrangement of Non‐Amphiphilic Structures

Uchman

Abrikosov

Lepšı́k

et al. 2017

Advcd Theory and Sims

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Micellization brought about by nonclassical hydrophobic effect invokes enthalpy as the driving force. Thus, the underlying molecular phenomena differ from the entropically dominated hydrophobic effect. In quest for a molecular-scale understanding, we report on the molecular arrangement of nonamphiphilic structures of an anionic boron cluster compound, COSAN. We synergistically combine experimental (NMR and calorimetry) and theoretical (molecular dynamics and quantum chemical calculations) approaches. The experimental data support the mechanism of closed association of COSAN, where the self-assembly is driven by the enthalpy contribution to the free energy. Molecular dynamics simulations in explicit solvent show that water molecules form a patchy network around COSAN molecules, giving rise to the strong hydrophobic self-association. In the second solvation shell, water forms a slightly hydrophilic "spot" close to the C-H segments of the cluster.

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“…27. Compound 2 was obtained by direct hydroxylation of 1 by using warm diluted sulfuric acid according to procedures in ref.…”

Section: Methodsmentioning

confidence: 99%

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

Cígler

Kožíšek

Řezáčová

et al. 2005

Proc. Natl. Acad. Sci. U.S.A.

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292

273

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HIV protease (PR) represents a prime target for rational drug design, and protease inhibitors (PI) are powerful antiviral drugs. Most of the current PIs are pseudopeptide compounds with limited bioavailability and stability, and their use is compromised by high costs, side effects, and development of resistant strains. In our search for novel PI structures, we have identified a group of inorganic compounds, icosahedral metallacarboranes, as candidates for a novel class of nonpeptidic PIs. Here, we report the potent, specific, and selective competitive inhibition of HIV PR by substituted metallacarboranes. The most active compound, sodium hydrogen butylimino bis-8,8-[5-(3-oxa-pentoxy)-3-cobalt bis(1,2-dicarbollide)]di-ate, exhibited a Ki value of 2.2 nM and a submicromolar EC50 in antiviral tests, showed no toxicity in tissue culture, weakly inhibited human cathepsin D and pepsin, and was inactive against trypsin, papain, and amylase. The structure of the parent cobalt bis(1,2-dicarbollide) in complex with HIV PR was determined at 2.15 Å resolution by protein crystallography and represents the first carborane-protein complex structure determined. It shows the following mode of PR inhibition: two molecules of the parent compound bind to the hydrophobic pockets in the flap-proximal region of the S3 and S3 subsites of PR. We suggest, therefore, that these compounds block flap closure in addition to filling the corresponding binding pockets as conventional PIs. This type of binding and inhibition, chemical and biological stability, low toxicity, and the possibility to introduce various modifications make boron clusters attractive pharmacophores for potent and specific enzyme inhibition. rational drug design ͉ aspartic proteases ͉ carboranes ͉ x-ray structure analysis ͉ virostatics

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Potential uses of metallocarborane sandwich anions for analysis, characterization and isolation of various cations and organic bases

Cited by 55 publications

References 0 publications

Silver and Copper Complexes with closo-Polyhedral Borane, Carborane and Metallacarborane Anions: Synthesis and X-ray Structure

Silver and Copper Complexes with closo-Polyhedral Borane, Carborane and Metallacarborane Anions: Synthesis and X-ray Structure

Nonclassical Hydrophobic Effect in Micellization: Molecular Arrangement of Non‐Amphiphilic Structures

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

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