Accumulation of Eu3+ chelates in cells expressing or not P-glycoprotein: Implications for blood–brain barrier crossing

Darghal, Nacira; Garnier‐Suillerot, Arlette; Bouchemal, Nadia; Gras, Gabriel; Geraldes, Carlos F. G. C.; Salerno, Milena

doi:10.1016/j.jinorgbio.2009.09.026

Cited by 9 publications

(10 citation statements)

References 47 publications

(55 reference statements)

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“…Europium and other lanthanide complexes have been used to detect neutral sugars and glycolipids in ovarian cancer diagnostics[19] because the metal center of the europium cooperatively co‐ordinates to the oligosaccharide and sialic acid moiety of gangliosides[19]. Europium complexes have received much attention as both therapeutic and diagnostic agents, including as angiogenic inhibitors[20], in vivo neuroimaging agents[21,22], as therapeutic agents in the treatment of ischemic heart disease[23], in myocardial infractions[24], and are reviewed in[25]. Williams et al previously reported the potential use of europium (Eu 3+ ) as a means of inhibiting the binding of cholera toxin to tethered large unilamellar vesicles (LUV)[26].…”

Section: Introductionmentioning

confidence: 99%

Europium as an inhibitor of Amyloid‐β(1‐42) induced membrane permeation

et al. 2015

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Section: Introductionmentioning

confidence: 99%

Europium as an inhibitor of Amyloid‐β(1‐42) induced membrane permeation

et al. 2015

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“…25 It is interesting to note that the europium compound of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid containing no antenna moiety, [Eu-DOTA] − , has a negligible effect on cell viability from 0 to 500 μM with a 72 h incubation. 26 Thus, with respect to cell viability, [Tb -1 ] and [Tb -2 ] − are preferred for cellular imaging applications compared to [Tb -3 ].…”

Section: Resultsmentioning

confidence: 99%

Effect of Lanthanide Complex Structure on Cell Viability and Association

et al. 2014

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A systematic study of the effect of hydrophobicity and charge on the cell viability and cell association of lanthanide metal complexes is presented. The terbium luminescent probes feature a macrocyclic polyaminocarboxylate ligand (DOTA) in which the hydrophobicity of the antenna and that of the carboxyamide pendant arms are independently varied. Three sensitizing antennas were investigated in terms of their function in vitro: 2-methoxyisophthalamide (IAM(OMe)), 2-hydroxyisophthalamide (IAM), and 6-methylphenanthridine (Phen). Of these complexes, Tb-DOTA-IAM exhibited the highest quantum yield, although the higher cell viability and more facile synthesis of the structurally related Tb-DOTA-IAM(OMe) platform renders it more attractive. Further modification of this latter core structure with carboxyamide arms featuring hydrophobic benzyl, hexyl, and trifluoro groups as well as hydrophilic amino acid based moieties generated a family of complexes that exhibit high cell viability (ED50 > 300 μM) regardless of the lipophilicity or the overall complex charge. Only the hexyl-substituted complex reduced cell viability to 60% in the presence of 100 μM complex. Additionally, cellular association was investigated by ICP-MS and fluorescence microscopy. Surprisingly, the hydrophobic moieties did not increase cell association in comparison to the hydrophilic amino acid derivatives. It is thus postulated that the hydrophilic nature of the 2-methoxyisophthalamide antenna (IAM(OMe)) disfavors the cellular association of these complexes. As such, responsive luminescent probes based on this scaffold would be appropriate for the detection of extracellular species.

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“…An in vivo monitoring of ROS in the context of AD is hard to imagine, but ex vivo measurement could be carried out on brain sections since some LLC could be stable enough once they have reacted with ROS. Such a strategy would be possible, provided that LLC, after injection in the blood circulation, crosses the blood-brain barrier (by passive diffusion or via ABC transporters), which remains a big challenge if we consider the chemical structures of the current LLC developed for monitoring ROS [127]. They are neither small molecules (like drugs) nor lipid soluble molecules for crossing the BBB by passive diffusion.…”

Section: Discussionmentioning

confidence: 99%

Luminescent lanthanide complexes for reactive oxygen species biosensing and possible application in Alzheimer’s diseases

et al. 2021

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Histopathological hallmarks of Alzheimer's disease (AD) are intracellular neurofibrillary tangles and extracellular formation of senile plaques composed of the aggregated amyloid-beta peptide along with metal ions (copper, iron or zinc). In addition, oxidative stress is considered as an important factor in the etiology of AD and a multitude of metalloproteins and transporters is affected, leading to metal ion misregulation. Redox-active metal ions (e.g., copper) can catalyze the production of reactive oxygen species (ROS) in the presence of molecular oxygen and a reductant such as ascorbate. The ROS thus produced, in particular the hydroxyl radical which is the most reactive one, may contribute to oxidative stress conditions. Thus, detecting ROS in vivo or in biological models of AD is of interest for better understanding AD etiology. The use of biocompatible and highly specific and sensitive probes is needed for such a purpose, since ROS are transient species whose steady-state concentrations are very low. Luminescent lanthanide complexes are sensitive probes that can meet these criteria. The present review focuses on the recent advances in the use of luminescent lanthanide complexes for ROS biosensing. It shows why the Abbreviations 2-HO-E + , 2-hydroxyethidium; 4-HNE, 4-hydroxynonenal; ABC transporters, ATP-binding cassette transporters; AD, Alzheimer's disease; AMTTA, 4'-(p-aminophenoxy)methylene-2,2':6',2''-terpyridine-6,6''-diyl]bis(methylenenitrilo)tetrakis(acetate); APF, 3'-(p-AminoPhenyl) Fluorescein; ATTA, 4 0 -(9-anthryl)-2,2 0 ∶6 0 ,2″-terpyridine-6,6″-diyl]bis(methylenenitrilo) tetrakis (acetate); Aβ, amyloid-beta peptide; BBB, blood-brain barrier; BET, back energy transfer;

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Accumulation of Eu3+ chelates in cells expressing or not P-glycoprotein: Implications for blood–brain barrier crossing

Cited by 9 publications

References 47 publications

Europium as an inhibitor of Amyloid‐β(1‐42) induced membrane permeation

Europium as an inhibitor of Amyloid‐β(1‐42) induced membrane permeation

Effect of Lanthanide Complex Structure on Cell Viability and Association

Luminescent lanthanide complexes for reactive oxygen species biosensing and possible application in Alzheimer’s diseases

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