Fructose-coated nanoparticles: a promising drug nanocarrier for triple-negative breast cancer therapy

Zhao, Jiacheng; Babiuch, Krzysztof; Lu, Hongxu; Dağ, Aydan; Gottschaldt, Michael; Stenzel, Martina H.

doi:10.1039/c4cc06651k

Cited by 70 publications

(92 citation statements)

References 29 publications

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“…The concentrations used are all well above the critical micelle concentration measured earlier for similar block copolymer, but with a slightly different hydrophobic block. 26 Since the PMMA core here has high kinetic stability due to the glassy core the obtained morphologies can be considered stable under these conditions. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 18 The fluorescence intensity of cells (MCF-7 and MDA-MB-231 cells) as shown in Figure 4 indicates that the amount of short rods (length around 500 nm) internalized by cells is significantly higher than that of medium (length around 1000 nm) and long ones (length around 2000 nm).…”

Section: Length Effect Of Rods On Cellular Uptake By Breast Cancer Cementioning

confidence: 99%

“…26 Briefly, D-fructose (36 g, 200 mmol) was dissolved in a cooled solution of sulfuric acid (35 ml, 98%) in acetone (700 mL) and stirred at room temperature for 90 min.…”

Section: Synthesis Of 1-o-methacryloyl-23:45-di-o-isopropylidene-β-mentioning

confidence: 99%

“…23,25 Specifically, nanoparticles prepared from fructose-based glycopolymers were found to be promising nano-carriers for triple-negative breast cancer therapy. [26][27][28] These micelles normally exhibit excellent 4 breast cancer cell-specific uptake and their internalization is heavily dependent on nanoparticle size and attachment site of fructose moieties. Initially, thorough investigations have been carried out to determine the parameters that influence the aspect ratio of the rod-like micelles.…”

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confidence: 99%

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Cellular Uptake and Movement in 2D and 3D Multicellular Breast Cancer Models of Fructose-Based Cylindrical Micelles That Is Dependent on the Rod Length

Zhao

Xiao

et al. 2016

ACS Appl. Mater. Interfaces

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While the shape effect of nanoparticles on cellular uptake has been frequently studied, no consistent conclusions are available currently. The controversy mainly focuses on the cellular uptake of elongated (i.e., filaments or rod-like micelles) as compared to spherical (i.e., micelles and vesicles) nanoparticles. So far, there is no clear trend that proposes the superiority of spherical or nonspherical nanoparticles with conflicting reports available in the literature. One of the reasons is that these few reports available deal with nanoparticles of different shapes, surface chemistries, stabilities, and aspects ratios. Here, we investigated the effect of the aspect ratio of cylindrical micelles on the cellular uptake by breast cancer cell lines MCF-7 and MDA-MB-231. Cylindrical micelles, also coined rod-like micelles, of various length were prepared using fructose-based block copolymers poly(1-O-methacryloyl-β-d-fructopyranose)-b-poly(methyl methacrylate). The critical water content, temperature, and stirring rate that trigger the morphological transition from spheres to rods of various aspect ratios were identified, allowing the generation of different kinetically trapping morphologies. High shear force as they are found with high stirring rates was observed to inhibit the formation of long rods. Rod-like micelles with length of 500-2000 nm were subsequently investigated toward their ability to translocate in breast cancer cells and penetrate into MCF-7 multicellular spheroid models. It was found that shorter rods were taken up at a higher rate than longer rods.

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Section: Length Effect Of Rods On Cellular Uptake By Breast Cancer Cementioning

confidence: 99%

“…26 Briefly, D-fructose (36 g, 200 mmol) was dissolved in a cooled solution of sulfuric acid (35 ml, 98%) in acetone (700 mL) and stirred at room temperature for 90 min.…”

Section: Synthesis Of 1-o-methacryloyl-23:45-di-o-isopropylidene-β-mentioning

confidence: 99%

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confidence: 99%

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Cellular Uptake and Movement in 2D and 3D Multicellular Breast Cancer Models of Fructose-Based Cylindrical Micelles That Is Dependent on the Rod Length

Zhao

Xiao

et al. 2016

ACS Appl. Mater. Interfaces

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“…5 Glycosylation is one of the promising approaches for active targeted delivery due to the inherent biocompatibility and bioadhesiveness of sugar molecules and the pivotal roles of carbohydrate recognition mechanisms in major biological events. 16 Studies have reported functionalization with terminal fructopyranose moieties for breast cancer cells targeting, 17 and mannose as specific ligand for immune scavenge cells such as macrophages and dendritic cells. 18,19 Moreover, glycosylated nanocarriers with terminal galactose or lactose moieties have also shown selectivity for hepatic cells, with clinical relevance for hepatoma chemotherapy or hepatitis C treatment.…”

Section: Lou Et Almentioning

confidence: 99%

Preparation of a dual cored hepatoma-specific star glycopolymer nanogel via arm-first ATRP approach

Lou¹,

Zhang²,

Zhang³

et al. 2017

IJN

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A reductase-cleavable and thermo-responsive star-shaped polymer nanogel was prepared via an “arm-first” atom transfer radical polymerization approach. The nanogel consists of a thermo- and redox-sensitive core and a zwitterionic copolymer block. The dual sensitive core is composed of poly(N-isopropylacrylamide) that is formed by disulfide crosslinking of N-isopropylacrylamide. The zwitterionic copolymer block contains a poly(sulfobetaine methacrylate) component, a known anti-adsorptive moiety that extends blood circulation time, and a lactose motif of poly(2-lactobionamidoethyl methacrylamide) that specifically targets the asialoglycoprotein receptors (ASGP-Rs) of hepatoma. Doxorubicin (DOX) was encapsulated into the cross-linked nanogels via solvent extraction/evaporation method and dialysis; average diameter of both blank and DOX-loaded nanogels was ~120 nm. The multi-responsiveness of nanogel drug release in different temperatures and redox conditions was assessed. After 24 h, DOX release was only ~20% at 30°C with 0 mM glutathione (GSH), whereas over 90% DOX release was observed at 40°C and 10 mM GSH, evidence of dual responsiveness to temperature and reductase GSH. The IC 50 value of DOX-loaded nanogels was much lower in human hepatoma (HepG2) cells compared to non-hepatic HeLa cells. Remarkably, DOX uptake of HepG2 cells differed substantially in the presence and absence of galactose (0.31 vs 1.42 µg/mL after 48 h of incubation). The difference was non-detectable in HeLa cells (1.21 vs 1.57 µg/mL after 48 h of incubation), indicating that the overexpression of ASGP-Rs leads to the DOX-loaded lactosylated nanogels actively targeting hepatoma. Our data indicate that the lactose-decorated star-shaped nanogels are dual responsive and hepatoma targeted, and could be employed as hepatoma-specific anti-cancer drug delivery vehicle for cancer chemotherapy.

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“…[45][46][47][48][49] Theses trategies have deliverede xcellent peptides and relateda naloguesw ith applications in gene delivery, liposomef unctionalization, nanoparticle decoration, and therapeutic protein delivery. [43,[64][65][66][67][68][69][70][71] This strategy is aimed at targeting cellular membrane receptors and accumulatingg lycan-tagged ensembles at ap articular tissue. [59][60][61][62] For instance, the cationic charactero fC PPs, which is required form embrane anchoring and translocation, constitutes an important drawback because highly cationic molecules tend to stick nonspecifically in living tissues.…”

Section: Introductionmentioning

confidence: 99%

Glycosylated Cell‐Penetrating Peptides (GCPPs)

et al. 2019

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The cell membrane regulates the exchange of molecules and information with the external environment. However, this control barrier hinders the delivery of exogenous bioactive molecules that can be applied to correct cellular malfunctions. Therefore, the traffic of macromolecules across the cell membrane represents a great challenge for the development of the next generation of therapies and diagnostic methods. Cell‐penetrating peptides are short peptide sequences capable of delivering a broad range of biomacromolecules across the cellular membrane. However, penetrating peptides still suffer from limitations, mainly related to their lack of specificity and potential toxicity. Glycosylation has emerged as a potential promising strategy for the biological improvement of synthetic materials. In this work we have developed a new convergent strategy for the synthesis of penetrating peptides functionalized with glycan residues by an oxime bond connection. The uptake efficiency and intracellular distribution of these glycopeptides have been systematically characterized by means of flow cytometry and confocal microscopy and in zebrafish animal models. The incorporation of these glycan residues into the peptide structure influenced the internalization efficiency and cellular toxicity of the resulting glycopeptide hybrids in the different cell lines tested. The results reported herein highlight the potential of the glycosylation of penetrating peptides to modulate their activity.

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Fructose-coated nanoparticles: a promising drug nanocarrier for triple-negative breast cancer therapy

Abstract: Fructose transporter GLUT5 is overexpressed in breast cancer cell lines, but not in healthy tissue. Micelles based on fructose, which were found to be low fouling, showed a high uptake by breast cancer cells (MCF-7 and MDA-MB-231 cells), but only negligible uptake by macrophages.

Cited by 70 publications

References 29 publications

Cellular Uptake and Movement in 2D and 3D Multicellular Breast Cancer Models of Fructose-Based Cylindrical Micelles That Is Dependent on the Rod Length

Cellular Uptake and Movement in 2D and 3D Multicellular Breast Cancer Models of Fructose-Based Cylindrical Micelles That Is Dependent on the Rod Length

Preparation of a dual cored hepatoma-specific star glycopolymer nanogel via arm-first ATRP approach

Glycosylated Cell‐Penetrating Peptides (GCPPs)

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