Synthesis and intracellular drug delivery applications of hyperbranched polymers functionalized β-cyclodextrin

Cyclodextrin-based polymers can be prepared starting from the naturally occurring monomers following green and low-cost procedures. They can be selectively derivatized pre-or post-polymerization allowing to fine-tune functionalities of ad hoc customized polymers. Preparation nowadays has reached the 100 g scale thanks also to the interest of industries in these extremely versatile compounds. During the last 15 years, these macromolecules have been the object of intense investigations in view of possible biomedical applications as the ultimate goal and large amounts of scientific data are now available. Compared to their monomeric models, already used in the formulation of various therapeutic agents, they display superior behavior in terms of their solubility in water and solubilizing power toward drugs incompatible with biological fluids. Moreover, they allow the combination of more than one type of therapeutic agent in the polymeric system. In this review, a complete state of the art on the knowledge and potentialities of water-soluble cyclodextrin-based polymers as therapeutic agents as well as carrier systems for different types of therapeutics to implement combination therapy is provided. Finally, a perspective on their assets for innovation in disease treatment as well as their limits that still need to be addressed is given. Introduction Cyclodextrins at First SightCyclodextrins (CyDs) are water soluble, biocompatible macrocyclic oligosaccharides, made of 𝛼-d-glucopyranose units joined by 𝛼(1-4) linkages (Figure 1a). [1,2] These natural macrocycles

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“…The epirubicin linking branched β CyD oligomer self‐assembled in NPs with a size of about 50 nm. [ 130 ]…”

Section: Cyd Polymers As Delivery Systems Of Therapeutic Agentsmentioning

confidence: 99%

Implementation of Water‐Soluble Cyclodextrin‐Based Polymers in Biomedical Applications: How Far Are We?

Agnes

Pancani

Fenyvesi

et al. 2022

Macromolecular Bioscience

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“…Presently, there is quite a bit of scientific study being conducted to establish novel materials that possess the ability to serve as efficient carriers of pharmaceutical compounds. These materials have the potential to deliver drugs to specific sites, enhance therapeutic efficacy, and reduce undesired side effects. , …”

Section: Introductionmentioning

confidence: 99%

“…These materials have the potential to deliver drugs to specific sites, enhance therapeutic efficacy, and reduce undesired side effects. 11 , 12 …”

Section: Introductionmentioning

confidence: 99%

Characterization of Chitosan-Hybridized Diatomite as Potential Delivery Systems of Oxaliplatin and 5-Fluorouracil Drugs: Equilibrium and Release Kinetics

Alfassam,

Othman,

Bin Jumah

et al. 2023

ACS Omega

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The current work involves the modification of diatomite’s biosiliceous frustules employing chitosan polymer chains (CS/Di) to serve as low-cost, biocompatible, multifunctional, and enhanced pharmaceutical delivery systems for 5-fluorouracil (5-Fu) together with oxaliplatin (OXPL). The CS/Di carrier displayed strong loading characteristics, notably at saturation (249.17 mg/g (OXPL) and 267.6 mg/g (5-Fu)), demonstrating a substantial 5-Fu affinity. The loading of the two types of medications onto CS/Di was conducted based on the kinetic behaviors of the conventional pseudo-first-order theory (R 2 > 0.90). However, while the loading of OXPL follows the isotherm assumptions of the classic Langmuir model (R 2 = 0.99), the loading of 5-Fu displays Fruendlich isotherm properties. Therefore, the 5-Fu loading displayed physical, heterogeneous, and multilayer loading properties, whereas the loading of OXPL occurred in homogeneous and monolayer form. The densities of occupied active sites of CS/Di were 37.19 and 32.8 mg/g for the sequestrations of OXPL and 5-Fu, respectively. Furthermore, by means of multimolecular processes, each loading site of CS/Di can bind up to 8 molecules of OXPL and 9 molecules of 5-Fu in a vertical orientation. This observation explains the higher loading capacities of 5-Fu in comparison to OXPL. The loading energies, which exhibit values <40 kJ/mol, provide confirmation of the dominant and significant consequences of physical processes as the regulating mechanisms. The release patterns of OXPL and 5-Fu demonstrate prolonged features over a duration of up to 120 h. The release kinetic simulation and diffusion exponents which are more than 0.45 provide evidence of the release of OXP and 5-Fu via non-Fickian transportation characteristics and the erosion/diffusion mechanism. The CS/Di carrier exhibited a substantial enhancement in the cytotoxicity of OXPL and 5-Fu against HCT-116 carcinoma cell lines, resulting in a reduction in cell viability by 4.61 and 2.26% respectively.

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“…In the three-dimensional quasi-spherical structure of HBP, a large number of internal cavities and active -N groups are filled. In functional assembly with Fe 3 O 4 , supramolecular assemblers with multiple force forms (Van Der Waals forces, hydrogen bonds) are constructed based on the non-covalent interactions of the three-dimensional super-branching structure [23][24][25]. When reacted with the target pollutant, the magnetic composites showed excellent removal properties by forming electrostatic interactions and hydrogen bond interactions with the analytes [26][27][28].…”

Section: Introductionmentioning

confidence: 99%

Preparation and Application of Amino-Terminated Hyperbranched Magnetic Composites in High-Turbidity Water Treatment

Zhao,

Fan,

Liu

et al. 2023

Molecules

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In order to separate the colloidal in high-turbidity water, a kind of magnetic composite (Fe3O4/HBPN) was prepared via the functional assembly of Fe3O4 and an amino-terminal hyperbranched polymer (HBPN). The physical and chemical characteristics of Fe3O4@HBPN were investigated by different means. The Fourier Transform infrared spectroscopy (FTIR) spectra showed that the characteristic absorption peaks positioned at 1110 cm−1, 1468 cm−1, 1570 cm−1 and 1641 cm−1 were ascribed to C–N, H–N–C, N–H and C=O bonds, respectively. The shape and size of Fe3O4/HBPN showed a different and uneven distribution; the particles clumped together and were coated with an oil-like film. Energy-dispersive spectroscopy (EDS) displayed that the main elements of Fe3O4/HBPN were C, N, O, and Fe. The superparamagnetic properties and good magnetic response were revealed by vibrating sample magnetometer (VSM) analysis. The characteristic diffraction peaks of Fe3O4/HBPN were observed at 2θ = 30.01 (220), 35.70 (311), 43.01 (400), 56.82 (511), and 62.32 (440), which indicated that the intrinsic phase of magnetite remained. The zeta potential measurement indicated that the surface charge of Fe3O4/HBPN was positive in the pH range 4–10. The mass loss of Fe3O4/HBPN in thermogravimetric analysis (TGA) proved thermal decomposition. The –C–NH2 or –C–NH perssad of HBPN were linked and loaded with Fe3O4 particles by the N–O bonds. When the Fe3O4/HBPN dosage was 2.5 mg/L, pH = 4–5, the kaolin concentration of 1.0 g/L and the magnetic field of 3800 G were the preferred reaction conditions. In addition, a removal efficiency of at least 86% was reached for the actual water treatment. Fe3O4/HBPN was recycled after the first application and reused five times. The recycling efficiency and removal efficiency both showed no significant difference five times (p > 0.05), and the values were between 84.8% and 86.9%.

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Synthesis and intracellular drug delivery applications of hyperbranched polymers functionalized β-cyclodextrin

Cited by 12 publications

References 51 publications

Implementation of Water‐Soluble Cyclodextrin‐Based Polymers in Biomedical Applications: How Far Are We?

Implementation of Water‐Soluble Cyclodextrin‐Based Polymers in Biomedical Applications: How Far Are We?

Characterization of Chitosan-Hybridized Diatomite as Potential Delivery Systems of Oxaliplatin and 5-Fluorouracil Drugs: Equilibrium and Release Kinetics

Preparation and Application of Amino-Terminated Hyperbranched Magnetic Composites in High-Turbidity Water Treatment

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