Investigation into Drug Solubilisation Potential of Sulfonated Calix[4]Resorcinarenes

Hoskins, Clare; Papachristou, A

doi:10.4172/2157-7439.1000370

Cited by 6 publications

(3 citation statements)

References 26 publications

(29 reference statements)

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“…This result is presumably because more of the drug is entering the cell, as observed in the cellular uptake studies (Figure 5). This is in agreement with other studies in the literature, whereby, after encapsulation into a polymeric nanoparticle, greater intracellular trafficking of drug compounds is observed [26,27,28]. Additionally, formulation of this practically insoluble drug renders it more clinically useful, as aqueous preparations of injectables are preferred over oil or organics because of reduced pain on administration, as well as toxic side effects from the diluents.…”

Section: Discussionsupporting

confidence: 91%

Dual Acting Polymeric Nano-Aggregates for Liver Cancer Therapy

et al. 2018

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Liver cancer treatments are often hindered by poor drug physicochemical properties, hence there is a need for improvement in order to increase patient survival and outlook. Combination therapies have been studied in order to evaluate whether increased overall efficacy can be achieved. This study reports the combined treatment of liver cancer cells with a combination treatment of chemotherapeutic agent paclitaxel and pro-apoptotic protein cytochrome C. In order to administer both agents in a single formulation, a poly(allylamine)-based amphiphile has been fabricated with the incorporation of a hybrid iron oxide-gold nanoparticle into its structure. Here, the insoluble paclitaxel becomes incorporated into the hydrophobic core of the self-assemblies formed in an aqueous environment (256 nm), while the cytochrome C attaches irreversibly onto the hybrid nanoparticle surface via gold-thiol dative covalent binding. The self-assemblies were capable of solubilising up to 0.698 mg/mL of paclitaxel (700-fold improvement) with 0.012 mg/mL of cytochrome C also attached onto the hybrid iron oxide-gold nanoparticles (HNPs) within the hydrophobic core. The formulation was tested on a panel of liver cancer cells and cytotoxicity was measured. The findings suggested that indeed a significant improvement in combined therapy (33-fold) was observed when compared with free drug, which was double the enhancement observed after polymer encapsulation without the cytochrome C in hepatocellular carcinoma (Huh-7D12) cells. Most excitingly, the polymeric nanoparticles did result in improved cellular toxicity in human endothelian liver cancer (SK-hep1) cells, which proved completely resistant to the free drug.

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Section: Discussionsupporting

confidence: 91%

Dual Acting Polymeric Nano-Aggregates for Liver Cancer Therapy

et al. 2018

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“…The ability to functionalize the electron-rich upper-rim C2-position and lower-rim alkyl chains led researchers to follow complex supramolecular functions and processes both in aqueous and organic solvents. Incorporating water soluble functional groups into resorcinarene receptor design offers useful applications in drug delivery [4], chemical separation [5], nanoparticles [6], and as gelators [7]. The most notable feature of the receptor is the shallow, electron-rich hydrophobic cavity that binds to the neutral and cationic guest through C-H [8].…”

Section: Introductionmentioning

confidence: 99%

“…Herein, we present a host-guest study of sodiumsulfonatomethyleneresorcinarene (1) with three zwitterionic aromatic mono-N-oxides (2)(3)(4), and three cationic di-N-oxide salts with different spacer lengths (5-7) in water ( Figure 1). Our motivation for this study stems from the fact that (i) the elongated cavity compared to basic resorcinarene renders a narrower cavity aperture that influences guest selectivity [9], and that (ii), while aromatic mono-N-oxides are zwitterionic, the di-N-oxides have two cationic binding sites in solution.…”

Section: Introductionmentioning

confidence: 99%

Water Soluble Host–Guest Chemistry Involving Aromatic N-Oxides and Sulfonateresorcinarene

et al. 2020

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Resorcinarenes decorated with sulfonate groups are anionic in nature and water soluble with a hydrophobic electron-rich interior cavity. These receptors are shown to bind zwitterionic aromatic mono-N-oxides and cationic di-N-oxide salts with varying spacer lengths. Titration data fit a 1:1 binding isotherm for the mono-N-oxides and 2:1 binding isotherm for the di-N-oxides. The first binding constants for the di-N-oxides (K1: 104 M−1) are higher compared to the neutral mono-N-oxide (K: 103 M−1) due to enhanced electrostatic attraction from a receptor with an electron-rich internal cavity and cationic and electron deficient N-oxides. The interaction parameter α reveals positive cooperativity for the di-N-oxide with a four-carbon spacer and negative cooperativity for the di-N-oxides that have spacers with more four carbons. This is attributed to shape complementarity between the host and the guest.

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Quilts 4 Cancer: Quilting the Chemical Sciences for Pancreatic Cancer Patients

Ross

Hoskins

2023

New Paradigms in Healthcare

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Investigation into Drug Solubilisation Potential of Sulfonated Calix[4]Resorcinarenes

Cited by 6 publications

References 26 publications

Dual Acting Polymeric Nano-Aggregates for Liver Cancer Therapy

Dual Acting Polymeric Nano-Aggregates for Liver Cancer Therapy

Water Soluble Host–Guest Chemistry Involving Aromatic N-Oxides and Sulfonateresorcinarene

Quilts 4 Cancer: Quilting the Chemical Sciences for Pancreatic Cancer Patients

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