Interactions of rutin with the oxidovanadium(<scp>iv</scp>) cation. Anticancer improvement effects of glycosylated flavonoids

Goitia, Helen; Quispe, Patricia A.; Naso, Luciana G.; Martínez, Valeria R.; Rey, Marilin; Rizzi, Alberto Claudio; Ferrer, Evelina G.; Williams, Patricia Ana María

doi:10.1039/c9nj01039d

Cited by 16 publications

(8 citation statements)

References 34 publications

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“…Metal-flavonoid chelates have a considerably better biological activity than their flavonoid and metal precursors on their own and we have reported this behavior in previous works with other flavonoids, such as hesperidin, diosmin, and rutin and their oxidovanadium(IV) complexes [21][22][23].…”

Section: Fourier Transformed Infrared Spectroscopymentioning

confidence: 53%

“…It possesses properties such as anti-inflammatory effects [15,16], oxidative stress reduction [17,18], and it has proven to be one potential anticancer agent against different types of cancer and also acted synergistically enhancing the anticancer activities of antitumor drugs in combination therapies [19]. Molecular docking studies showed that naringin interacted with COVID-19 main protease and displayed higher binding affinity than other flavonoids [20] Metal-flavonoid chelates have a considerably better biological activity than their flavonoid and metal precursors on their own and we have reported this behavior in previous works with other flavonoids, such as hesperidin, diosmin, and rutin and their oxidovanadium(IV) complexes [21][22][23].…”

Section: Introductionmentioning

confidence: 78%

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Antioxidant and Anticancer Activities and Protein Interaction of the Oxidovanadium(IV) Naringin Complex

et al. 2022

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The complex of oxidovanadium(IV) with naringin (Narg) [VO(Narg)2] 8H2O (VONarg) was prepared according to the literature improving the synthetic procedure and physicochemical characterization. In addition, biological activities (cytotoxic, antioxidant, and BSA interaction) were determined. The metal coordinated through the 5-hydroxy and 4-carbonyl groups of rings A and C of naringin, respectively. The antioxidant activity of VONarg, determined in vitro, was higher than those of the flavonoid against superoxide and peroxyl reactive oxygen species (ROS) and DPPH radical. The cytotoxic properties were determined by a MTT assay on adenocarcinoma human alveolar basal epithelial cells (A549). VONarg exerted a 20% decrease in cancer cells viability at 24 h incubation, while naringin and oxidovanadium(IV) cation did not show cytotoxicity. Measurements with the normal HEK293 cell line showed that the inhibitory action of the complex is selective. VONarg generated intracellular reactive oxygen species (ROS), depletion of reduced glutathione and depolarization of mitochondrial membrane potential, typical for apoptotic pathway, producing cell death by oxidative stress mechanism. Moreover, naringin interacted with bovine serum albumin (BSA) through hydrophobic interactions in a spontaneous process, and VONarg showed greater affinity for the protein but can still be transported and delivered by it (Ka 104 L·mol−1 order).

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Section: Fourier Transformed Infrared Spectroscopymentioning

confidence: 53%

Section: Introductionmentioning

confidence: 78%

Antioxidant and Anticancer Activities and Protein Interaction of the Oxidovanadium(IV) Naringin Complex

et al. 2022

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“…These results indicated that rutin prenanoemulsion can inhibit A549 lung cancer cells from concentrations higher than 150 μM; pure rutin and the excipients are nontoxic to those cells at concentrations lower than 300 μM. In the study reported by Goitia et al, the cytotoxicity of the complex (Na 2 [VO(rutin)(OH) 2 ]•5H 2 O) in A549 lung cancer cells has the IC50 value of 93 μM [34]. The IC50 value of the complex was lower than the IC50 value of the rutin prenanoemulsion in this study (150 μM).…”

Section: In Vitro Cytotoxicity Of the Rutin Prenanoemulsionmentioning

confidence: 85%

Evaluation of the Cytotoxic Effect of Rutin Prenanoemulsion in Lung and Colon Cancer Cell Lines

Hoai

Yen²,

Dao³

et al. 2020

Journal of Nanomaterials

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In this work, prenanoemulsion of rutin was prepared using PEG and Tween as emulsifiers via homogenization and evaporation techniques. The particle size of rutin was investigated with high-resolution transmission electron microscopy (HR-TEM); particle size distribution and its chemical structure were analysed by nuclear magnetic resonance (NMR) and Fourier transformed infrared (FT-IR) spectroscopy. It was found that rutin in the prenanoemulsion has excellent solubility in water with the size approximately 15 nm. The chemical structure of nanorutin in prenanoemulsion was identical to that of the pure rutin. It suggested that there is no chemical modification of rutin in the prenanoemulsion. From high-performance liquid chromatography (HPLC), the amount of rutin in the prenanoemulsion was determined to be 9.27%. The cytotoxic effect of rutin in the preemulsion was investigated via in vitro tests to determine rutin’s efficacy in A549 lung cancer cell and colon cancer cell treatment. The results demonstrated that rutin in the prenanoemulsion could inhibit A549 lung cancer cells and colon cancer cells efficiently.

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“…Rutin is a naturally occurring bioflavonoid abundantly reported in medicinal herbs, fruits, vegetables, and plant-based beverages. Research has further presented the in vitro potential of rutin in the suppression of numerous human cancers such as lung cancer, prostate cancer, colorectal cancer, breast cancer, liver cancer, glioblastoma, melanoma, osteosarcoma, ovarian cancer, leukemia, cervical cancer, and pancreatic cancer via apoptosis induction, immunity enhancement, or cell migration knockdown, which leads to a significant reduction in the motility rate of cancerous cells [20][21][22][23][24].…”

Section: Introductionmentioning

confidence: 99%

Rutin (Bioflavonoid) as Cell Signaling Pathway Modulator: Prospects in Treatment and Chemoprevention

et al. 2021

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Cancer is a complex ailment orchestrated by numerous intrinsic and extrinsic pathways. Recent research has displayed a deep interest in developing plant-based cancer therapeutics for better management of the disease and limited side effects. A wide range of plant-derived compounds have been reported for their anticancer potential in the quest of finding an effective therapeutic approach. Rutin (vitamin P) is a low-molecular weight flavonoid glycoside (polyphenolic compound), abundantly present in various vegetables, fruits (especially berries and citrus fruits), and medicinal herbs. Numerous studies have delineated several pharmacological properties of rutin such as its antiprotozoal, antibacterial, anti-inflammatory, antitumor, antiviral, antiallergic, vasoactive, cytoprotective, antispasmodic, hypolipidemic, antihypertensive, and antiplatelet properties. Specifically, rutin-mediated anticancerous activities have been reported in several cancerous cell lines, but the most common scientific evidence, encompassing several molecular processes and interactions, including apoptosis pathway regulation, aberrant cell signaling pathways, and oncogenic genes, has not been thoroughly studied. In this direction, we attempted to project rutin-mediated oncogenic pathway regulation in various carcinomas. Additionally, we also incorporated advanced research that has uncovered the notable potential of rutin in the modulation of several key cellular functions via interaction with mRNAs, with major emphasis on elucidating direct miRNA targets of rutin as well as the process needed to transform these approaches for developing novel therapeutic interventions for the treatment of several cancers.

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Interactions of rutin with the oxidovanadium(iv) cation. Anticancer improvement effects of glycosylated flavonoids

Abstract: This work reports the biological evaluation of the new complex Na2[VO(rut)(OH)2]·5H2O (rut = rutin, a glycosylated flavonoid).

Cited by 16 publications

References 34 publications

Antioxidant and Anticancer Activities and Protein Interaction of the Oxidovanadium(IV) Naringin Complex

Antioxidant and Anticancer Activities and Protein Interaction of the Oxidovanadium(IV) Naringin Complex

Evaluation of the Cytotoxic Effect of Rutin Prenanoemulsion in Lung and Colon Cancer Cell Lines

Rutin (Bioflavonoid) as Cell Signaling Pathway Modulator: Prospects in Treatment and Chemoprevention

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