The binding of inorganic and organic cations and H+ to cartilage in vitro

Larsson, Bengt; Nilsson, M.; Tjälve, Hans

doi:10.1016/0006-2952(81)90260-4

Cited by 41 publications

(17 citation statements)

References 17 publications

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“…ED was conducted with phosphate buffer solutions having an ionic strength of 0.022 and 0.20 M containing 5 mg/mL dextran sulfate and 200 mM chromate (CrO 4 22 ) at 257C. The Donnan ratio for the 2-propylisochinolinium ion (PIC 1 ) was estimated from the CrO 4 22 concentrations in the dextran sulfate and the buffer compartment as measured by UV-spectrophotometry by the relationship:…”

Section: Equilibrium Dialysismentioning

confidence: 99%

“…Many amphiphilic low-molecularweight substances including drugs interact with polymers. Thus, the reversible interactions between drug substances and biological polymers may affect drug performance by alteration of transport and distribution processes [2][3][4]. Also in optimization of polymer-based drug delivery systems a thorough knowledge of drug-polymer interactions is of major importance.…”

mentioning

confidence: 99%

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Complexation between low‐molecular‐weight cationic ligands and negatively charged polymers as studied by capillary electrophoresis frontal analysis

Østergaard¹,

Khanbolouki²,

Jensen³

et al. 2004

Electrophoresis

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The potential of using capillary electrophoresis frontal analysis for the study of low-molecular-weight ligand-polyelectrolyte interactions was assessed. The interaction of the ligands 1-propylpyridinium bromide, 2-propylisochinolinium bromide, and paraquat with the polymer dextran sulfate was investigated as a function of polymer concentration and ionic strength of the buffer solution. Linear binding isotherms were obtained and association constants were determined. The complex formation was independent of the dextran sulfate concentration at low ionic strength. Ligand-polyelectrolyte interactions were strongly dependent on the ionic strength. The interaction of the divalent cation paraquat with the dextran sulfate was much stronger than the interactions of the monovalent cationic ligands with the polyelectrolyte. The binding data obtained were in accord with results obtained by equilibrium dialysis. Capillary electrophoresis frontal analysis has the potential to become a valuable tool for characterization of ligand-polyelectrolyte interactions in drug design as well as in other areas.

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Section: Equilibrium Dialysismentioning

confidence: 99%

mentioning

confidence: 99%

Complexation between low‐molecular‐weight cationic ligands and negatively charged polymers as studied by capillary electrophoresis frontal analysis

Østergaard¹,

Khanbolouki²,

Jensen³

et al. 2004

Electrophoresis

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“…Aggrecan is a complex macromolecule that consists of a central core protein to which numerous chondroitin sulphate and keratan sulphate glycosaminoglycan chains are covalently bound. Due to the high sulphate and carboxylate group content of their glycosaminoglycan moieties, the PG of the extracellular matrix (ECM) have strong negative charges that may interact with the positively-charged quaternary ammonium function [8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Quaternary ammonium-melphalan conjugate for anticancer therapy of chondrosarcoma: in vitro and in vivo preclinical studies

et al. 2011

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Cartilage tumours present ongoing therapeutic challenges due to their chondrogenic extracellular matrix that potentially hampers drug delivery, their low percentage of dividing cells, and their poor vascularity. In this context, and based on the affinity of the quaternary ammonium moiety for proteoglycans (PG), we developed a strategy that uses the quaternary ammonium function to selectively deliver DNA alkylating agents to the cartilage tumour tissue. We engineered the quaternary ammonium derivative of melphalan (Mel-AQ) and assessed its antitumoural activity in vitro and in vivo. In vitro, micromolar concentrations of Mel-AQ inhibited the proliferation of human HEMC-SS chondrosarcoma and Saos-2 osteosarcoma cell lines. Moreover, 24-h incubation with 20 μM Mel-AQ induced a 2.5-fold increase in S population and a 1.5-fold increase in subG0G1 population compared to controls. In vivo, Mel-AQ demonstrated antitumour activity in the orthotopic model of primary Swarm rat chondrosarcoma. When given to chondrosarcoma-bearing rats (three doses of 16 μmol/kg at days 8, 12 and 16 post-implant), Mel-AQ demonstrated an optimal antitumour effect at day 43, when tumour cell growth inhibition peaked at 69%. Interestingly, the treatment protocol was proved well tolerated, since the animals showed no weight loss over the course of the study. This antitumoural effect was assessed in vivo by scintigraphic imaging using (99m)Tc-NTP 15-5 developed in our lab as a PG-targeting radiotracer, and tumour tissue was analyzed at study-end by biochemical PG assay with Alcian blue staining. Mel-AQ treatment led to a significant decrease in the PG content of tumoural tissue. These experimental results highlighted the promising antitumour potential of Mel-AQ as a PG-targeting strategy for therapeutic management of chondrosarcoma.

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“…Small-molecule amphiphilic drug substances may interact with glycosaminoglycans. It is known that drug substance-polyelectrolyte interactions can affect drug performance through the alteration of transport and distribution processes [1][2][3]. Furthermore investigations aimed at utilizing glycosaminoglycans in drug delivery systems are carried out [4][5][6][7].…”

Section: Introductionmentioning

confidence: 99%

Binding of Low-Molecular-Weight Cationic Ligands to Chondroitin Sulfate as Studied by Capillary Electrophoresis Frontal Analysis

Østergaard

Jensen²,

Larsen³

et al. 2009

TOACJ

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The feasibility of capillary electrophoresis frontal analysis for the study of low-molecular-weight ligandchondroitin sulfate interactions was investigated. The interaction of the 7 cationic ligands (lidocaine, propranolol, scopolamine, N-methyl scopolamine, N-butyl scopolamine, 2-propylisochinolinium, and methyl viologen) with the glycosaminoglycan chondroitin sulfate was investigated in 0.067 M phosphate buffer, pH 7.4, at 25 o C. A frontal analysis method with a short analysis time, suitable for ranking ligands according to degree of complexation for chondroitin sulfate was developed. The double charged ligand methyl viologen possessed the highest affinity for chondroitin sulfate. Linear binding isotherms were obtained and apparent association constants were determined. Capillary electrophoresis frontal analysis may be an attractive tool for characterization of ligand-glycosaminoglycan interactions.

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The binding of inorganic and organic cations and H+ to cartilage in vitro

Cited by 41 publications

References 17 publications

Complexation between low‐molecular‐weight cationic ligands and negatively charged polymers as studied by capillary electrophoresis frontal analysis

Complexation between low‐molecular‐weight cationic ligands and negatively charged polymers as studied by capillary electrophoresis frontal analysis

Quaternary ammonium-melphalan conjugate for anticancer therapy of chondrosarcoma: in vitro and in vivo preclinical studies

Binding of Low-Molecular-Weight Cationic Ligands to Chondroitin Sulfate as Studied by Capillary Electrophoresis Frontal Analysis

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