Sufentanil–2‐Hydroxypropyl‐β‐Cyclodextrin Inclusion Complex for pain Treatment: Physicochemical, Cytotoxicity, and Pharmacological Evaluation

Volobuef, Cristiane; Moraes, Carolina Morales; Nunes, Lázaro Alessandro Soares; Cereda, Cíntia Maria Saia; Yokaichiya, Fabiano; Franco, Margareth K. K. D.; Braga, Angélica F.A.; Paula, Eneida de; Tófoli, Giovana Radomille; Fraceto, Leonardo Fernandes; Araújo, Daniele Ribeiro de

doi:10.1002/jps.23234

Cited by 10 publications

(7 citation statements)

References 25 publications

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“…This indicated that the ferrocene-cellulose and cyclodextrin cellulose have been formed in the inclusion complex. Similar findings were reported in the literature [30,31].…”

Section: Synthesis Of Cellulose Gelsupporting

confidence: 93%

“…Otherwise, the curve (d) (the inclusion complex) showed a lack of endothermic peaks, which suggested that a different molecule was present in the CD cavity, instead of the water molecules and a lack of pure CD in the complex sample. Similar results were reported in the literature for interactions between other drugs and CDs [30,31,33,34].…”

Section: Thermal Analysissupporting

confidence: 90%

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The Synthesis of a Novel Cellulose Physical Gel

Duan

Zhang

Jiang

et al. 2014

Journal of Nanomaterials

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Cellulose possessingβ-cyclodextrin (β-CD) was used as a host molecule and cellulose possessing ferrocene (Fc) as a guest polymer. Infrared spectra, differential scanning calorimetry (DSC), ultraviolet spectroscopy (UV), and contact angle analysis were used to characterise the material structure and the inclusion behaviour. The results showed that theβ-CD-cellulose and the Fc-cellulose can form inclusion complexes. Moreover, ferrocene oxidation, and reduction of state can be adjusted by sodium hypochlorite (NaClO) as an oxidant and glutathione (GSH) as a reductant. In this study, a physical gel based onβ-CD-cellulose/Fc-cellulose was formed under mild conditions in which autonomous healing between cut surfaces occurred after 24 hours. The physical gel can be controlled in the sol-gel transition. The compressive strength of the Fc-cellulose/β-CD-cellulose gel increased with increased cellulose concentration. The host-guest interaction between the side chains of cellulose could strengthen the gel. The cellulose physical gel may eventually be used as a stimulus-responsive, healing material in biomedical applications.

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“…This indicated that the ferrocene-cellulose and cyclodextrin cellulose have been formed in the inclusion complex. Similar findings were reported in the literature [30,31].…”

Section: Synthesis Of Cellulose Gelsupporting

confidence: 93%

Section: Thermal Analysissupporting

confidence: 90%

The Synthesis of a Novel Cellulose Physical Gel

Duan

Zhang

Jiang

et al. 2014

Journal of Nanomaterials

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“…This indicated that the cellulose-Fc and chitosan-CDs have been formed in the inclusion complex. Similar findings were reported in the literature [26][27][28]. Figures 2 and 3 show the solid-state 13 C-NMR spectra of the chitin-CDs and cellulose-Fc.…”

Section: Synthesis Of Cellulose-chitosan Gelsupporting

confidence: 86%

“…This method differed with physical mixing in that it incorporated a "lock" formed by the Fc and -CD groups between cellulose and chitosan molecules: the gel prepared by this method with Fc-cellulose and -CD-chitosan by self-assembled Fc and -CD groups in the absence of chemical cross-links was also novel. The incorporation of "locks" ensured a uniform mixing system and the "locks" in this Fc--CD system made the materials smart in such a manner as to allow them to respond by their "locking" and "unlocking" behaviour [26][27][28][29]. The potential responsive properties present this kind of gel with a wider range of applications.…”

Section: Introductionmentioning

confidence: 99%

Binding Cellulose and Chitosan via Intermolecular Inclusion Interaction: Synthesis and Characterisation of Gel

Duan

Han

Liu

et al. 2015

Journal of Spectroscopy

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A novel cellulose-chitosan gel was successfully prepared in three steps: (1) ferrocene- (Fc-) cellulose with degrees of substitution (DS) of 0.5 wt% was synthesised by ferrocenecarboxylic acid and cellulose within dimethylacetamide/lithium chloride (DMAc/LiCl); (2) theβ-cyclodextrin (β-CD) groups were introduced onto the chitosan chains by reacting chitosan with epichlorohydrin in dimethyl sulphoxide and a DS of 0.35 wt%; (3) thus, the cellulose-chitosan gel was obtained via an intermolecular inclusion interaction of Fc-cellulose andβ-CD-chitosan in DMA/LiCl, that is, by an intermolecular inclusion interaction, between the Fc groups of cellulose and theβ-CD groups on the chitosan backbone at room temperature. The successful synthesis of Fc-cellulose andβ-CD-chitosan was characterised by13C-NMR spectroscopy. The gel based onβ-CD-chitosan and Fc-cellulose was formed under mild conditions which can engender autonomous healing between cut surfaces after 24 hours: the gel cannot self-heal while the cut surfaces were coated with a solution of a competitive guest (adamantane acid). The cellulose-chitosan complex made by this method underwent self-healing. Therefore, this study provided a novel method of expanding the application of chitosan by binding it with another polymer.

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“…Improvement of cell viability after oxidative and inflammatory stress induced by BUD:HPβCD is likely due to HPβCD and linked to a decrease in ROS generation. The literature has reported that cyclodextrins, including HPβCD, may improve the toxicological profile of drugs by complexing them [ 46 , 47 ]. Additionally, the antioxidant potential of HPβCD has been reported.…”

Section: Discussionmentioning

confidence: 99%

The Budesonide-Hydroxypropyl-β-Cyclodextrin Complex Attenuates ROS Generation, IL-8 Release and Cell Death Induced by Oxidant and Inflammatory Stress. Study on A549 and A-THP-1 Cells

et al. 2020

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Synthetic glucocorticoids such as budesonide (BUD) are potent anti-inflammatory drugs commonly used to treat patients suffering from chronic inflammatory diseases. A previous animal study reported a higher anti-inflammatory activity with a 2-hydroxypropyl-β-cyclodextrin (HPβCD)-based formulation of BUD (BUD:HPβCD). This study investigated, on cellular models (A549 and A-THP-1), the effect of BUD:HPβD in comparison with BUD and HPβCD on the effects induced by oxidative and inflammatory stress as well as the role of cholesterol. We demonstrated the protective effect afforded by BUD:HPβCD against cytotoxicity and ROS generation induced by oxidative and inflammatory stress. The effect observed for BUD:HPβCD was comparable to that observed with HPβCD with no major effect of cholesterol content. We also demonstrated (i) the involvement of the canonical molecular pathway including ROS generation, a decrease in PI3K/Akt activation, and decrease in phosphorylated/unphosphorylated HDAC2 in the effect induced by BUD:HPβCD, (ii) the maintenance of IL-8 decrease with BUD:HPβCD, and (iii) the absence of improvement in glucocorticoid insensitivity with BUD:HPβCD in comparison with BUD, in conditions where HDAC2 was inhibited. Resulting from HPβCD antioxidant and anticytotoxic potential and protective capacity against ROS-induced PI3K/Akt signaling and HDAC2 inhibition, BUD:HPβCD might be more beneficial than BUD alone in a context of concomitant oxidative and inflammatory stress.

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Sufentanil–2‐Hydroxypropyl‐β‐Cyclodextrin Inclusion Complex for pain Treatment: Physicochemical, Cytotoxicity, and Pharmacological Evaluation

Cited by 10 publications

References 25 publications

The Synthesis of a Novel Cellulose Physical Gel

The Synthesis of a Novel Cellulose Physical Gel

Binding Cellulose and Chitosan via Intermolecular Inclusion Interaction: Synthesis and Characterisation of Gel

The Budesonide-Hydroxypropyl-β-Cyclodextrin Complex Attenuates ROS Generation, IL-8 Release and Cell Death Induced by Oxidant and Inflammatory Stress. Study on A549 and A-THP-1 Cells

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