Rutin-Functionalized Multi-Walled Carbon Nanotubes: Molecular Docking, Physicochemistry and Cytotoxicity in Fibroblasts

Neto, Conrado M S; Lima, Felipe Crasto de; Morais, Renata Pinho; Andrade, Lucas Rannier Melo de; Lima, Renata de; Chaud, Marco V.; Pereira, Matheus M.; Júnior, Ricardo Luiz Cavalcanti de Albuquerque; Cardoso, Juliana Cordeiro; Zielińska, Aleksandra; Souto, Eliana B.; Lima, Álvaro Silva; Severino, Patrícia

doi:10.3390/toxics9080173

Cited by 7 publications

(4 citation statements)

References 33 publications

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“…DSC data of the rutin sample showed an endothermic phase between 56 °C and 150.78 °C resulting from water loss. As in previous studies, mass loss from 175.22 °C to 191.88 °C was attributed to rutin melting [ 61 ]. Based on the DSC data for HP-βCD, the melting peak of HP-βCD is located around 344.12 °C, while the endothermic peak corresponding to water molecules occurs at 77.70 °C.…”

Section: Resultssupporting

confidence: 63%

“…EGDMA spectrum revealed peaks at 1713 cm −1 associated with C=O stretching vibrations, whereas the peaks at 1633, 1291, and 1153 cm −1 are attributed to C=C and C-O stretching vibrations in the symmetric and asymmetric esters, respectively [ 60 ]. Absorption bands were seen for rutin at 3332 cm −1 (OH stretching), 2974 cm −1, and 997 cm −1 (C-H vibration), and 1300 to 1000 cm −1 (rutin C-O stretching vibration) [ 61 ]. The peaks at 1645 cm −1 belong to the C=O stretching vibration, and at 1596 cm −1 to the C=C stretching vibration of the aromatic structure of rutin [ 62 ].…”

Section: Resultsmentioning

confidence: 99%

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Synthesis and Evaluation of Rutin–Hydroxypropyl β-Cyclodextrin Inclusion Complexes Embedded in Xanthan Gum-Based (HPMC-g-AMPS) Hydrogels for Oral Controlled Drug Delivery

Naeem

Zang

et al. 2023

Antioxidants

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Oxidants play a significant role in causing oxidative stress in the body, which contributes to the development of diseases. Rutin—a powerful antioxidant—may be useful in the prevention and treatment of various diseases by scavenging oxidants and reducing oxidative stress. However, low solubility and oral bioavailability have restricted its use. Due to the hydrophobic nature of rutin, it cannot be easily loaded inside hydrogels. Therefore, first rutin inclusion complexes (RIC) with hydroxypropyl-β-cyclodextrin (HP-βCD) were prepared to improve its solubility, followed by incorporation into xanthan gum-based (hydroxypropyl methylcellulose-grafted-2-acrylamido -2-methyl-1-propane sulfonic acid) hydrogels for controlled drug release in order to improve the bioavailability. Rutin inclusion complexes and hydrogels were validated by FTIR, XRD, SEM, TGA, and DSC. The highest swelling ratio and drug release occurred at pH 1.2 (28% swelling ratio and 70% drug release) versus pH 7.4 (22% swelling ratio, 65% drug release) after 48 h. Hydrogels showed high porosity (94%) and biodegradation (9% in 1 week in phosphate buffer saline). Moreover, in vitro antioxidative and antibacterial studies (Staphylococcus aureus, Pseudomonas aeruginosa, and Escherichia coli) confirmed the antioxidative and antibacterial potential of the developed hydrogels.

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Section: Resultssupporting

confidence: 63%

Section: Resultsmentioning

confidence: 99%

Synthesis and Evaluation of Rutin–Hydroxypropyl β-Cyclodextrin Inclusion Complexes Embedded in Xanthan Gum-Based (HPMC-g-AMPS) Hydrogels for Oral Controlled Drug Delivery

Naeem

Zang

et al. 2023

Antioxidants

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“…The DSC thermogram of rutin showed three characteristic endothermic peaks at 121.71, 167.45, and 179.23°C. The endothermic peaks at 121.71 and 167.45°C could be attributed to the consecutive stages of dehydration of crystalline water [53,54].…”

Section: Differential Scanning Calorimetrymentioning

confidence: 97%

An Innovative Approach for Formulation of Rutin Tablets Targeted for Colon Cancer Treatment

2023

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The aim of this study was the improvement of rutin solubility along with targeting its release to colon for effective treatment of colon cancer. Five formulations of compression-coated tablets were prepared with the same core composition including rutin-polyvinyl pyrrolidone K30 solid dispersion (rutin-PVP K30 SD) but differ in being coated with either frankincense alone or different combinations of frankincense with gelatin. The superior formula was selected based on the in vitro drug release then further evaluated in terms of physical properties and in vivo performance in dogs using X-ray. Moreover, in vitro cytotoxicity of rutin, rutin-PVP K30 SD, frankincense, and a mixture of rutin-PVP K30 SD with frankincense in a ratio representing their concentrations in the selected formula was assessed against human colon cancer (HCT-116) cell lines using sulforhodamine B assay. The formula (F4) with the coat consisted of 65%w/w frankincense and 35%w/w gelatin achieved acceptable in vitro controlled drug release. In vivo X-ray in dogs confirmed that F4 tablet could remain intact in the stomach and small intestine until reaching the colon. In vitro cytotoxicity revealed that mixture of rutin-PVP K30 SD with frankincense was more effective in arresting cancer cell growth than rutin or frankincense alone. Moreover, stability studies revealed that F4 tablets were physically and chemically stable. Thus, improving rutin solubility using solid dispersion technique and formulating it into frankincense-based compression-coated (F4) tablets would be a successful approach for colonic delivery of rutin with potential of improving therapeutic efficacy. Graphical Abstract

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“…The complex of rutin and carbon nanotubes ensures the reduction in cells’ oxidative stress. Therefore, rutin-coated carbon nanotubes are one of the possibilities for delivering rutin to the cells [ 60 , 61 ]. Rutin-loaded nanoparticles of silver are also able to deliver rutin to the site of activity with antithrombotic function [ 62 ].…”

Section: Bioactivity Of Flavonoidsmentioning

confidence: 99%

Impact of Rutin and Other Phenolic Substances on the Digestibility of Buckwheat Grain Metabolites

Kreft

Germ

Golob

et al. 2022

IJMS

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Tartary buckwheat (Fagopyrum tataricum Gaertn.) is grown in eastern and central Asia (the Himalayan regions of China, Nepal, Bhutan and India) and in central and eastern Europe (Luxemburg, Germany, Slovenia and Bosnia and Herzegovina). It is known for its high concentration of rutin and other phenolic metabolites. Besides the grain, the other aboveground parts of Tartary buckwheat contain rutin as well. After the mixing of the milled buckwheat products with water, the flavonoid quercetin is obtained in the flour–water mixture, a result of rutin degradation by rutinosidase. Heating by hot water or steam inactivates the rutin-degrading enzymes in buckwheat flour and dough. The low buckwheat protein digestibility is due to the high content of phenolic substances. Phenolic compounds have low absorption after food intake, so, after ingestion, they remain for some time in the gastrointestinal tract. They can act in an inhibitory manner on enzymes, degrading proteins and other food constituents. In common and Tartary buckwheat, the rutin and quercetin complexation with protein and starch molecules has an impact on the in vitro digestibility and the appearance of resistant starch and slowly digestible proteins. Slowly digestible starch and proteins are important for the functional and health-promoting properties of buckwheat products.

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Rutin-Functionalized Multi-Walled Carbon Nanotubes: Molecular Docking, Physicochemistry and Cytotoxicity in Fibroblasts

Cited by 7 publications

References 33 publications

Synthesis and Evaluation of Rutin–Hydroxypropyl β-Cyclodextrin Inclusion Complexes Embedded in Xanthan Gum-Based (HPMC-g-AMPS) Hydrogels for Oral Controlled Drug Delivery

Synthesis and Evaluation of Rutin–Hydroxypropyl β-Cyclodextrin Inclusion Complexes Embedded in Xanthan Gum-Based (HPMC-g-AMPS) Hydrogels for Oral Controlled Drug Delivery

An Innovative Approach for Formulation of Rutin Tablets Targeted for Colon Cancer Treatment

Impact of Rutin and Other Phenolic Substances on the Digestibility of Buckwheat Grain Metabolites

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