Highlights on the Binding of Cobalta‐Bis‐(Dicarbollide) with Glucose Units

Merhi, Tania; Jonchère, Alban; Girard, Luc; Diat, Olivier; Nuez, Miquel; Viñas, Clara; Bauduin, Pierre

doi:10.1002/chem.202002123

Cited by 22 publications

(20 citation statements)

References 73 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…An octylglucopyranoside surfactant named C8G1 was chosen as the model because it self-assembles into the water and creates a hydrated glucose-based interface. The authors reported that COSAN strongly interacts with C8G1 to form mixed aggregates in equilibrium [66]. COSAN derivatives have shown some surfactant properties, associated with a more hydrophobic feature that provides the ability to cross biological membranes, opening up opportunities in the pharmaceutical field, including BNCT.…”

Section: Sugars and Metallacarboranesmentioning

confidence: 99%

Sweet Boron: Boron-Containing Sugar Derivatives as Potential Agents for Boron Neutron Capture Therapy

Imperio

Panza

2022

Symmetry

View full text Add to dashboard Cite

Boron neutron capture therapy (BNCT) is a binary type of radiotherapy for the treatment of cancer. Due to recent developments of neutron accelerators and their installation in some hospitals, BNCT is on the rise worldwide and is expected to have a significant impact on patient treatments. Therefore, there is an increasing need for improved boron delivery agents. Among the many small molecules and delivery systems developed, a significant amount of recent research focused on the synthesis of boron-containing sugar and amino acid derivatives to exploit specific transport proteins, as d-glucose transporter 1 (GLUT1) and large neutral amino acid transporter (LAT1), overexpressed by tumor cells. This review will discuss the last year’s achievements in the synthesis and some biological evaluation of boronated sugars derivatives. The compounds described in this review are intrinsically asymmetric due to the presence of chiral sugar moieties, often joined to boron clusters, which are structural elements with high symmetry.

show abstract

Section: Sugars and Metallacarboranesmentioning

confidence: 99%

Sweet Boron: Boron-Containing Sugar Derivatives as Potential Agents for Boron Neutron Capture Therapy

Imperio

Panza

2022

Symmetry

View full text Add to dashboard Cite

show abstract

“…For this reason low charge density NIs were called "superchaotropes". [11,[14][15][16] A broad spectrum of non-ionic systems was probed regarding their binding with superchaotropic NIs, such as small aromatic molecules, [17] surfactant selfassemblies, [11,15,18,19] oligo-and polymers, [18,20,21] macrocyclic molecules [14,16,[22][23][24] and short-chain amphiphiles. [25] In a previous contribution, our group has explicitly drawn a focus on the interaction of PW with polyethylene oxide (PEO) oligomers.…”

Section: Introductionmentioning

confidence: 99%

Polymeric Surfactant P84/Polyoxometalate α-PW12O403-—A Model System to Investigate the Interplay Between Chaotropic and Hydrophobic Effects

Schmid¹,

Grass²,

Bahadur³

et al. 2022

Preprint

Self Cite

View full text Add to dashboard Cite

Low charge density nanometric ions were recently shown to bind strongly to neutral hydrated matter in aqueous solution. This phenomenon, called (super-)chaotropic effect, arises from the partial dehydration of both, the nano-ion and the solute, leading to a high gain in enthalpy. Here, we investigate the chaotropic effect of the polyoxometalate α-PW12O403- on the triblock copolymer P84: (EO)19(PO)43(EO)19 with (EO)19 the polyethoxylated and (PO)43 the polypropoxylated chains. The combination of phase diagrams, spectroscopic (nuclear magnetic resonance) and scattering (small angle neutron/X-ray scattering) techniques reveals that (i) below the micellization temperature of P84, PW12O403- exclusively binds to the propylene oxide moiety of P84 unimers and (ii) above the micellization temperature, PW12O403- mostly adsorbs on the ethylene oxide micellar corona. The preferential binding of the PW12O403- to the PPO chain over the PEO chains suggests that the binding is driven by the chaotropic effect and reinforced by the hydrophobic effect. At higher temperatures, the copolymer micellization leads to the displacement of PW12O403- from the PPO chain to the PEO chains. This study deepens the understanding of the subtle interplay between the chaotropic and hydrophobic effects in complex salt-organic matter solutions.

show abstract

“…Having performed experiments in a round-bottom flask on a chemical scale, which showed that [ o -COSAN] − and some of its halogenated derivatives interact with biomolecules (carbohydrates [ 42 ], proteins [ 43 ] and DNA [ 44 ]), we have wanted to observe these interactions in vitro experiments by changing the round-bottom flask to a cell and the solutions to the physiological components of the cell. In addition, the previous studies at the chemical scale were done individually, whereas the present study incorporates the effect of all the interacting biomolecules in a cell.…”

Section: Introductionmentioning

confidence: 99%

Synchrotron-Based Fourier-Transform Infrared Micro-Spectroscopy (SR-FTIRM) Fingerprint of the Small Anionic Molecule Cobaltabis(dicarbollide) Uptake in Glioma Stem Cells

Nuez-Martínez

Pedrosa

Martínez‐Soler

et al. 2021

IJMS

Self Cite

View full text Add to dashboard Cite

The anionic cobaltabis (dicarbollide) [3,3′-Co(1,2-C2B9H11)2]−, [o-COSAN]−, is the most studied icosahedral metallacarborane. The sodium salts of [o-COSAN]− could be an ideal candidate for the anti-cancer treatment Boron Neutron Capture Therapy (BNCT) as it possesses the ability to readily cross biological membranes thereby producing cell cycle arrest in cancer cells. BNCT is a cancer therapy based on the potential of 10B atoms to produce α particles that cross tissues in which the 10B is accumulated without damaging the surrounding healthy tissues, after being irradiated with low energy thermal neutrons. Since Na[o-COSAN] displays a strong and characteristic ν(B-H) frequency in the infrared range 2.600–2.500 cm−1, we studied the uptake of Na[o-COSAN] followed by its interaction with biomolecules and its cellular biodistribution in two different glioma initiating cells (GICs), mesenchymal and proneural respectively, by using Synchrotron Radiation-Fourier Transform Infrared (FTIR) micro-spectroscopy (SR-FTIRM) facilities at the MIRAS Beamline of ALBA synchrotron light source. The spectroscopic data analysis from the bands in the regions of DNA, proteins, and lipids permitted to suggest that after its cellular uptake, Na[o-COSAN] strongly interacts with DNA strings, modifies proteins secondary structure and also leads to lipid saturation. The mapping suggests the nuclear localization of [o-COSAN]−, which according to reported Monte Carlo simulations may result in a more efficient cell-killing effect compared to that in a uniform distribution within the entire cell. In conclusion, we show pieces of evidence that at low doses, [o-COSAN]− translocates GIC cells’ membranes and it alters the physiology of the cells, suggesting that Na[o-COSAN] is a promising agent to BNCT for glioblastoma cells.

show abstract

Highlights on the Binding of Cobalta‐Bis‐(Dicarbollide) with Glucose Units

Cited by 22 publications

References 73 publications

Sweet Boron: Boron-Containing Sugar Derivatives as Potential Agents for Boron Neutron Capture Therapy

Sweet Boron: Boron-Containing Sugar Derivatives as Potential Agents for Boron Neutron Capture Therapy

Polymeric Surfactant P84/Polyoxometalate α-PW<sub>12</sub>O<sub>40</sub><sup>3-</sup>—A Model System to Investigate the Interplay Between Chaotropic and Hydrophobic Effects

Synchrotron-Based Fourier-Transform Infrared Micro-Spectroscopy (SR-FTIRM) Fingerprint of the Small Anionic Molecule Cobaltabis(dicarbollide) Uptake in Glioma Stem Cells

Contact Info

Product

Resources

About