Bioconversion of quercetin and rutin and the cytotoxicity activities of the transformed products

Araujo, Kelly Carolina Frauzino; Costa, Eula Maria de Melo Barcelos; Pazini, Francine; Valadares, Marize Campos; Oliveira, Valéria de

doi:10.1016/j.fct.2012.09.015

Cited by 62 publications

(46 citation statements)

References 23 publications

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“…Cytotoxic effects of rutin for 48 h incubation in HL-60 leukemic cells were determined by MTT test. The IC 50 values of rutin were about 14 mg/mL and the concentration-dependent cytotoxic effect of rutin was demonstrated [45]. In human leukaemia K562 cell lines (K562 cells), IC 50 of rutin was found to be 400 μg/mL for 24 h and a dose dependant inhibition of cell viability was reported [46].…”

Section: Resultsmentioning

confidence: 99%

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Antigenotoxic properties of Paliurus spina-christi Mill fruits and their active compounds

Zor

Aydın

Güner

et al. 2017

BMC Complement Altern Med

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Background Paliurus spina-christi Mill. (PS) fruits are widely used for different medical purposes in Turkey. Like in many medicinal herbs the studies concerning their activity, the activities of PS are also not well clarified. The aim of this study is to evaluate the antigenotoxicity of the compounds isolated and identified from the extracts of PS fruits.MethodsThe active compounds were separated, isolated, and determined by chromatographic methods and their structural elucidation was performed by Nuclear Magnetic Resonance (NMR) methods. The compounds were obtained from either ethyl acetate (EA) or n-butanol extracts. The cytotoxicities of the compounds using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay and the antigenotoxic activities of the compounds using the alkaline single cell gel electrophoresis techniques (comet assay) were evaluated in Chinese hamster lung fibroblast (V79) cell lines.ResultsThe isolated major compounds were identified as (+/−) catechins and gallocatechin from EA fraction and rutin from n-butanol fraction of PS fruits. Their chemical structures were identified by 1H-NMR, 13C-NMR, HMBC, and HMQC techniques. Half-maximal inhibitory concentration of catechins, gallocatechin, and rutin were found to be 734 μg/mL, 220 μg/mL, and 1004 μg/mL, respectively. The methanolic extract of PS (1-100 μg/mL) alone did not induce DNA single-strand breaks while catechins (1-100 μg/mL), gallocatechin (1-50 μg/mL), and rutin (1-50 μg/mL) significantly reduced H2O2-induced DNA damage.ConclusionIt has been suggested that PS fruits and their compounds catechins, gallocatechin and rutin may have beneficial effects in oxidative DNA damage. It seems that PS fruits may be used in protection of the disorders related to DNA damage.

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Section: Resultsmentioning

confidence: 99%

“…Rutin alone did not cause significant DNA damage between the concentrations of 50-400 μg/mL and it decreased H 2 O 2 -induced DNA damage at the concentrations of 100, 200, and 400 μg/mL in K562 cells [46]. Also, at the concentrations of 0.1-200 μg/mL rutin did not induce genotoxicity in HepG2 cells for 2 h incubation [45]. …”

Section: Resultsmentioning

confidence: 99%

Antigenotoxic properties of Paliurus spina-christi Mill fruits and their active compounds

Zor

Aydın

Güner

et al. 2017

BMC Complement Altern Med

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“…In fact, there are various components of fruits and vegetables which may have an antioxidant (anticytotoxic) or a prooxidant (cytotoxic) effect depending on the concentration (4,12). Moreover, flavonoids are extensively metabolized, and their metabolites can be cytotoxic, showing that bioconversion can counteract the anticytotoxic (antioxidant) capacity of flavonoids (3).…”

Section: Discussionmentioning

confidence: 99%

Inhibition of Cytotoxicity of Shiga Toxin of Escherichia coli O157:H7 on Vero Cells by Prosopis alba Griseb (Fabaceae) and Ziziphus mistol Griseb (Rhamnaceae) Extracts

Pellarin

Albrecht

Rojas

et al. 2013

Journal of Food Protection

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The capacity of Prosopis alba Griseb. and Ziziphus mistol Griseb. fruit extracts to inhibit the toxic action of Shiga toxin (Stx) was investigated. Purification of Stx from Escherichia coli O157:H7 was performed by saline precipitation and affinity chromatography using a column with globotriaosylceramide, while the fruits were subjected to ethanolic or aqueous extractions. The protective action of both fruits was determined by pre-, co-, and postincubation of one 50% cytotoxic dose per ml of Stx with different concentrations of ethanolic and aqueous extracts in confluent monolayers of Vero cells for 72 h at 37°C (5% CO2). The inhibition of the cytotoxic effect of Stx by fruit extracts was determined by the neutral red vital staining technique. The extraction of the polyphenols and flavonoids was effective, and more polyphenols per milligram of dissolved solids were obtained from P. alba than from Z. mistol. However, there were more flavonoids in Z. mistol than in P. alba. Components of both fruits increased the viability of cells treated with Stx when the extracts were preincubated with Stx for 1 h before being applied to the cell cultures, with the ethanolic extract of P. alba showing 95% cell viability at a concentration of 2.45 mg/ml. The extracts were less effective in protecting cells when Stx, extracts, and cells were coincubated together without a previous incubation of Stx; only the concentrations of 19.46 mg/ml for the P. alba aqueous extract and 3.75 mg/ml for the Z. mistol ethanolic extract resulted in the inhibition of cytotoxicity, with 52 and 56% cell viability occurring, respectively. Investigation into this difference in the protection of cells indicated that the protein molecule of Stx suffered degradation to advanced oxidative protein products during preincubation with extracts, principally with P. alba, which exhibited a greater amount of nonflavonoid polyphenols than Z. mistol. The prooxidant action on Stx favored the cells and enhanced the protective action of both fruits.

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“…Different strategies can be used for region-selective and stereo-selective incorporation of functional groups in quercetin core. 51 Pharmacokinetic features of quercetin are regulated and determined by types of sugars attached to quercetin. 49 More importantly, it also predicted possible interactions of the biotransformation products with pharmaceutical protein targets.…”

Section: Biotransformation Of Quercetinmentioning

confidence: 99%

Quercetin‐mediated regulation of signal transduction cascades and microRNAs: Natural weapon against cancer

Farooqı

Jabeen

Attar

et al. 2018

J of Cellular Biochemistry

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Recent technological and analytical breakthroughs in genomics and proteomics have deepened our understanding related to the multifaceted nature of cancer. Because of therapeutically challenging nature of cancer, there has been a renewed interest in phytochemistry, and much attention is currently being given to the identification of signaling pathway inhibitors. Data obtained through high-throughput technologies has provided a broader landscape of wiring maps of complex oncogenic signaling networks, thus revealing novel therapeutic opportunities. Increasingly, it is being realized that although our knowledge related to physiological and pathophysiological roles of signal transduction cascades has evolved rapidly, the clinical development of signaling pathway inhibitors has been challenging. Quercetin has attracted considerable attention because of its amazingly high pharmacological value. Research over decades has sequentially shown that quercetin effectively inhibited cancer development and progression. In this review, we have attempted to set the spotlight on the regulation of different cell signaling pathways by quercetin. We partition this multicomponent review into how quercetin effectively regulates the Wnt/β-catenin pathway, Janus kinase-signal transducer and activator of transcription pathway, and vascular endothelial growth factor/vascular endothelial growth factor receptor signaling cascade in different types of cancers. We also provide an overview of the regulation of NOTCH and SHH pathways by quercetin. MicroRNAs (miRNAs) have also emerged as versatile regulators of cancer, and contemporary studies have shed light on the ability of quercetin to control different miRNAs in various cancers. We have scattered information related to NOTCH and SHH pathways, and future studies must converge on the investigation of these pathways to see how quercetin modulates the signaling machinery of these pathways.

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Bioconversion of quercetin and rutin and the cytotoxicity activities of the transformed products

Cited by 62 publications

References 23 publications

Antigenotoxic properties of Paliurus spina-christi Mill fruits and their active compounds

Antigenotoxic properties of Paliurus spina-christi Mill fruits and their active compounds

Inhibition of Cytotoxicity of Shiga Toxin of Escherichia coli O157:H7 on Vero Cells by Prosopis alba Griseb (Fabaceae) and Ziziphus mistol Griseb (Rhamnaceae) Extracts

Quercetin‐mediated regulation of signal transduction cascades and microRNAs: Natural weapon against cancer

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