Divinyl Sulfone Cross-Linked Cyclodextrin-Based Polymeric Materials: Synthesis and Applications as Sorbents and Encapsulating Agents

Morales‐Sanfrutos, Julia; Lopéz-Jaramillo, Javier; El-Remaily, Mahmoud A. A.; Hernández-Matéo, Fernando; Santoyo‐González, Francisco

doi:10.3390/molecules20033565

Cited by 43 publications

(52 citation statements)

References 57 publications

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“…DVS has a high chemical affinity to various polysaccharide networks such as dextran, agarose, cellulose, and hyaluronic acid because of the presence of two electrophilic double bonds. 65 Combining the thermogelling property of modified guar and the chemical cross-linking of DVS, it is possible to develop an injectable material with the desired mechanical properties for bone tissue engineering. To synthesize a DVS cross-linked gel, at first 30 mg of the HPG- g -PNVCL graft copolymer was mixed with 1 mL of distilled water in a test tube.…”

Section: Experimental Methodsmentioning

confidence: 99%

Guar-Based Injectable Thermoresponsive Hydrogel as a Scaffold for Bone Cell Growth and Controlled Drug Delivery

et al. 2018

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In this study, an injectable thermoresponsive hydroxypropyl guar-graft-poly(N-vinylcaprolactam) (HPG-g-PNVCL) copolymer was synthesized by graft polymerization. The reaction parameters such as temperature, time, monomer, and initiator concentrations were varied. In addition, the HPG-g-PNVCL copolymer was modified with nano-hydroxyapatite (n-HA) by in situ covalent cross-linking using divinyl sulfone (DVS) cross-linker to obtain HPG-g-PNVCL/n-HA/DVS composite material. Grafted copolymer and composite materials were characterized using Fourier transform infrared spectroscopy, thermogravimetric analysis, proton nuclear magnetic resonance spectroscopy (1H NMR), and differential scanning calorimetry. The morphology of the grafted copolymer (HPG-g-PNVCL) and the composite (HPG-g-PNVCL/n-HA/DVS) was examined using scanning electron microscopy (SEM), which showed interconnected porous honeycomb-like structures. Using Ultraviolet−visible spectroscopy, low critical solution temperature for HPG-g-PNVCL was observed at 34 °C, which is close to the rheology gel point at 33.5 °C. The thermoreversibility of HPG-g-PNVCL was proved by rheological analysis. The HPG-g-PNVCL hydrogel was employed for slow release of the drug molecule. Ciprofloxacin, a commonly known antibiotic, was used for sustainable release from the HPG-g-PNVCL hydrogel as a function of time at 37 °C because of viscous nature and thermogelation of the copolymer. In vitro cytotoxicity study reveals that the HPG-g-PNVCL thermogelling polymer works as a biocompatible scaffold for osteoblastic cell growth. Additionally, in vitro biomineralization study of HPG-g-PNVCL/n-HA/DVS was conducted using a simulated body fluid, and apatite-like structure formation was observed by SEM.

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Section: Experimental Methodsmentioning

confidence: 99%

Guar-Based Injectable Thermoresponsive Hydrogel as a Scaffold for Bone Cell Growth and Controlled Drug Delivery

et al. 2018

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“…Many attempts to overcome these limitations of curcumin through various encapsulation methods such as microcapsules [7], micelles [8], complexes [9], emulsions [10] and liposomes [11,12,13,14] have been reported. The utilization of encapsulations can protect the core material from adverse environmental conditions, and improve the half-life of compounds in both in vivo and in vitro systems, and thus enhance their bioavailability [15].…”

Section: Introductionmentioning

confidence: 99%

The Stability, Sustained Release and Cellular Antioxidant Activity of Curcumin Nanoliposomes

et al. 2015

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Abstract:Curcumin is a multifunctional and natural agent considered to be pharmacologically safe. However, its application in the food and medical industry is greatly limited by its poor water solubility, physicochemical instability and inadequate bioavailability. Nanoliposome encapsulation could significantly enhance the solubility and stability of curcumin. Curcumin nanoliposomes exhibited good physicochemical properties (entrapment efficiency = 57.1, particle size = 68.1 nm, polydispersity index = 0.246, and zeta potential = −3.16 mV). Compared with free curcumin, curcumin nanoliposomes exhibited good stability against alkaline pH and metal ions as well as good storage stability at 4 °C. Curcumin nanoliposomes also showed good sustained release properties. Compared with free curcumin, curcumin nanoliposomes presented an equal cellular antioxidant activity, which is mainly attributed to its lower cellular uptake as detected by fluorescence microscopy and flow cytometry. This study provide theoretical and practical guides for the further application of curcumin nanoliposomes.

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“…In addition, these host materials have been prepared by combining polymers and CDs as for example the copolymerization of vinyl or (meth)acryloyl-modified CD monomers with vinyl monomers (acrylic acid, 2-hydroxyethyl methacrylate or N-isopropylacrylamide) [24]. More recently, citric acid has been used as a cross-linker for the synthesis of drug delivery polymers [25,26,27,28] and in a previous contribution of this volume we reported the synthesis of divinyl sulfone (DVS) cross-linked CD-based polymeric materials and their applications as sorbents and encapsulating agents [29].…”

Section: Introductionmentioning

confidence: 99%

In Vitro and in Vivo Evaluation of Novel Cross-Linked Saccharide Based Polymers as Bile Acid Sequestrants

et al. 2015

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Bile acid sequestrants (BAS) represent a therapeutic approach for the management of hypercholesterolemia that relies on the cationic polymeric nature of BAS to selectively bind negatively charged bile acids. We hypothesized that the cross-linking of β-cyclodextrin (β-CD) and saccharides such as starch or dextrin with divinyl sulfone (DVS) yields homo-and hetero-polymeric materials with the ability to trap sterols. Our hypothesis was put to test by synthesizing a library of 22 polymers that were screened to evaluate their capability to sequester both cholesterol (CHOL) and cholic and deoxycholic acids (CA and DCA). Three polymers synthesized in high yield were identified as promising. Two were neutral hetero-polymers of β-CD and starch or dextrin and the third was a weakly cationic homo-polymer of starch, highlighting the importance of the cavity effect. They were tested in hypercholesterolemic male Wistar rats and their ability to regulate hypercholesterolemia was similar to that for the reference BAS cholestyramine, but with two additional advantages: (i) they normalized the TG level and (ii) they did not increase the creatinine level. Neither hepatotoxicity nor kidney injury was detected, further supporting them as therapeutical candidates to manage hypercholesterolemia.

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Divinyl Sulfone Cross-Linked Cyclodextrin-Based Polymeric Materials: Synthesis and Applications as Sorbents and Encapsulating Agents

Cited by 43 publications

References 57 publications

Guar-Based Injectable Thermoresponsive Hydrogel as a Scaffold for Bone Cell Growth and Controlled Drug Delivery

Guar-Based Injectable Thermoresponsive Hydrogel as a Scaffold for Bone Cell Growth and Controlled Drug Delivery

The Stability, Sustained Release and Cellular Antioxidant Activity of Curcumin Nanoliposomes

In Vitro and in Vivo Evaluation of Novel Cross-Linked Saccharide Based Polymers as Bile Acid Sequestrants

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