Combining Cellulose and Cyclodextrins: Fascinating Designs for Materials and Pharmaceutics

Cova, Tânia F.G.G.; Murtinho, Dina; Pais, Alberto A. C. C.; Valente, Artur J.M.

doi:10.3389/fchem.2018.00271

Cited by 65 publications

(29 citation statements)

References 183 publications

(267 reference statements)

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“…In addition to this, multiple emerging contaminants such as dyes, aromatics, or hydrocarbons are complex molecules for which their adsorption on the sorbent could be benefited by the addition of hydrophobic active points on the cellulose nanofibril surface, with straightforward routs such as grafting of β-cyclodextrin. β-cyclodextrin has been shown to improve the adsorption of pollutants when was grafted onto magnetic graphene sheets and porous silica [31], chitosan/graphene sheets [32], carbonaceous nanofibrils [33], biomass/polysulfone/polyethylenimine [34], and cellulosebased materials [35][36][37][38][39].…”

Section: Introductionmentioning

confidence: 99%

Fabrication of aerogels from cellulose nanofibril grafted with β-cyclodextrin for capture of water pollutants

et al. 2021

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Interactions at the molecular and surface chemistry are some of the key factors that determine the adsorption capacity of pollutants and emerging contaminants in porous materials. As filtration-based purification of water sources expands, the generation of green materials, such as biopolymers, is the priority. However, to increase the removal capacity, modification of natural polymers appears necessary. Nanomaterials, especially bio-based materials like cellulose nanofibrils, inherently have large surface areas as a consequence of their high aspect ratios. Their capacity to modulate the interactions with contaminants present in water can be modulated by incorporating selective active points, such as hydrophobic cavities, that can further improve their overall adsorption capability. A bio-based material that can fulfil this requirement is β-cyclodextrin, a cyclic oligosaccharide with seven glucose units, which provides an easy grafting strategy onto cellulose due to structural affinity. Another advantage of using cellulose nanofibril is their film formability, aerogels, and hydrogels without the need of harsh chemicals or processes. In this work, an oligosaccharide with a hydrophobic centre -β-cyclodextrin -was immobilized onto bleached softwood cellulose nanofibrils, and then used to generate high surface area aerogels with a density of 175 kg/m 3 and porosities above 88%. Charge density titration, Fourier transform infrared with attenuated total reflectance (FTIR-ATR), X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TGA), and atomic force microscopy (AFM) characterization techniques were used to assess the successful modification of the fibrils. Inductive coupled plasma mass spectroscopy (ICP-MS) was used to determine the lack of trace chlorine in the material from the grafting process while scanning electron microscopy (SEM) and dynamic vapor sorption (DVS) were used to determine porosity and surface area of the aerogels. The adsorption capacity was tested with two molecules of different natures: a cyanotoxin (microcystin-LR) and a dye (methylene blue), using high-performance liquid chromatography with a UV detector (HPLC-UV) and UV-vis spectroscopy, respectively. The adsorption in equilibrium for CNF-CD aerogels was calculated to be 0.078 mg/g of microcystin-LR and 3.46 mg/g of methylene blue, enlightening its possible use to improve water quality.

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Section: Introductionmentioning

confidence: 99%

Fabrication of aerogels from cellulose nanofibril grafted with β-cyclodextrin for capture of water pollutants

et al. 2021

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“…Therefore, a large amount of efforts was focused on the utilization of this phenomenon in the control drug release of CD-based supramolecular systems. This review focuses on the highly organized drug delivery systems which combines biocompatible synthetic polymers/biopolymers with CDs and discusses the fabrication and biomedical applications of supramolecular systems based on host−guest interactions (with the exclusion of non-degradable polymers and cellulose since the excellent review about cellulose/CDs is already existing in the literature [14]. Therefore, we group the research work into four sections which describe the drug delivery systems containing CD combined with polylactide, poly(ε-caprolactone), poly(ethylene glycol), and polysaccharides.…”

Section: Introductionmentioning

confidence: 99%

Biocompatible Polymers Combined with Cyclodextrins: Fascinating Materials for Drug Delivery Applications

et al. 2020

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Cyclodextrins (CD) are a group of cyclic oligosaccharides with a cavity/specific structure that enables to form inclusion complexes (IC) with a variety of molecules through non-covalent host-guest interactions. By an elegant combination of CD with biocompatible, synthetic and natural polymers, different types of universal drug delivery systems with dynamic/reversible properties have been generated. This review presents the design of nano- and micro-carriers, hydrogels, and fibres based on the polymer/CD supramolecular systems highlighting their possible biomedical applications. Application of the most prominent hydrophobic aliphatic polyesters that exhibit biodegradability, represented by polylactide and polycaprolactone, is described first. Subsequently, particular attention is focused on materials obtained from hydrophilic polyethylene oxide. Moreover, examples are also presented for grafting of CD on polysaccharides. In summary, we show the application of host-guest interactions in multi-component functional biomaterials for controlled drug delivery.

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“…Moreover, the methylation slightly extends the hydrophobic cavity which can improve the binding affinities towards hydrophobic guests in comparison with native CDs. [1][2][3][4] For these reasons, in the realm of supramolecular chemistry, 5 native and methylated CDs have found applications in drug delivery, 6,7 polymer chemistry, [8][9][10][11][12] soil decontamination, 13,14 or in food and cosmetic formulations. 15,16 In metallosupramolecular chemistry, CDs are useful building blocks to construct large coordination complexes or porous materials.…”

Section: Introductionmentioning

confidence: 99%

Heads or Tails? Sandwich-Type Metallo Complexes of Hexakis(2,3-di-O-methyl)-α-cyclodextrin

Jurček

Puttreddy

Topić

et al. 2020

Crystal Growth & Design

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Native and synthetically modified cyclodextrins (CDs) are useful building blocks in construction of large coordination complexes and porous materials with various applications. Sandwich-type complexes (STCs) are one of the important groups in this area. Usually, coordination of secondary hydroxyls or the "head" portal of native CD molecules to a notional multinuclear ring of metal cations leads to formation of head-to-head STCs. Our study introduces a new CD-ligand, hexakis(2,3-di-O-methyl)-α-cyclodextrin, which enables formation of intriguing head-to-head, but also novel tail-to-tail STCs. Homometallic silver-based head-to-head STCs, AgPF6-STC and AgClO4-STC, were obtained by coordination of ligand methoxy groups to six Ag + , while bulky counter-anions are located on the outside but also filling the inner space of infinite linear channels formed. In contrast, unique homometallic tail-to-tail RbF-STC was prepared by complexation of primary hydroxyls, "tails", to twelve Rb + tightly interconnected by twelve Fcreating complex structure with accessible pores for potential gas adsorptions.

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Combining Cellulose and Cyclodextrins: Fascinating Designs for Materials and Pharmaceutics

Cited by 65 publications

References 183 publications

Fabrication of aerogels from cellulose nanofibril grafted with β-cyclodextrin for capture of water pollutants

Fabrication of aerogels from cellulose nanofibril grafted with β-cyclodextrin for capture of water pollutants

Biocompatible Polymers Combined with Cyclodextrins: Fascinating Materials for Drug Delivery Applications

Heads or Tails? Sandwich-Type Metallo Complexes of Hexakis(2,3-di-O-methyl)-α-cyclodextrin

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