Biological activity of quercetin-3-O-glucoside, a known plant flavonoid

Razavi, Seyed Mehdi; Zahri, Saber; Zarrini, Gholamreza; Nazemiyeh, Hossein; Mohammadi, Sariyeh

doi:10.1134/s1068162009030133

Cited by 97 publications

(64 citation statements)

References 7 publications

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“…in the plant have high antioxidant activity (Sajjadi and Mehregan, 2003;Coruh et al, 2007). Contrary to this, the flavonoid, quercetin-3-0-glucoside, in the extract from aerial parts of the plant did not exhibit antioxidant activity in the study conducted by Razavi et al 2009. According to the results of DPPH test in our study, all fruit extracts exhibited a slightly antioxidant activity.…”

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confidence: 37%

Antioxidant Activity of Fruit Extracts of Prangos ferulacea (L.) Lindl. from Turkey

Şenkal¹,

Yaman²,

Uskutoğlu³

et al. 2017

jist

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ABSTRACT:It was aimed to determine anioxidant activity, and amount of total phenolic and flavonoid compounds of methanolic and ethanolic extracts of P. ferulaceae (L.) Lindl. fruits from Turkey. The fruits were collected at two different times, in May and July 2014. The total phenolic content of the extracts determined according to the Folin-Ciocalteu Reactifi (FCR) method was calculated as mg Gallic acid equivalent (GAE) g -1 extract. The total flavonoid content of the extracts was expressed as mg Quercetin (QE) g -1 extract. The percentage of antioxidant activity of each samples was assessed by DPPH (2,2-diphenyl-1-picryl-hydrazyl-hydrate) free radical assay. Total phenolic and flavonoid contents of the extracts were determined to range from 11.750 to 79.111 mg GAE g -1 extract and from 2.266 to 9.089 mg QE g -1 extract, respectively. According to the results of DPPH test, all fruit extracts exhibited a slightly antioxidant activity.

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contrasting

confidence: 37%

Antioxidant Activity of Fruit Extracts of Prangos ferulacea (L.) Lindl. from Turkey

Şenkal¹,

Yaman²,

Uskutoğlu³

et al. 2017

jist

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“…1 R 1 =H; R 2 =H 2 R 1 =CH 3 ; R 2 =H 3 R 1 =H; R 2 =glicose A ocorrência destes flavonóides já foi relatada anteriormente para outras espécies vegetais. A quercetina 3-O-β-D-glicosídeo foi isolada de Prangos ferulaceae (Apiaceae) (Razavi et al, 2009), Euphorbia retusa (Euphorbiaceae) (Harraz, 2009), Rosa nutkana (Rosaceae) (Jovel et al, 2007) e de Desmostachia bipinnata (Gramineae) (Awaad et al, 2008). A quercetina 3-Osoforosídeo também está presente em Pterogyne nitens (Caesalpinioideae) (Regasini et al, 2008) e Bassia muricata (Chenopodiaceae) (Kamel et al, 2001), enquanto que das espécies Salicornia herbacea (Chenopodiaceae) (Lee et al, 2005) e Astragalus corniculatus (Fabaceae) (Krasteva et al, 2008) já foi isolada a isoraminetina 3-glicosídeo.…”

Section: Resultsunclassified

Flavonoides e atividade antioxidante em Palicourea rigida Kunth, Rubiaceae

Rosa¹,

Silva²,

Silva³

et al. 2010

Rev. bras. farmacogn.

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RESUMO:A atividade antioxidante, avaliada pelo método DPPH (1,1-difenil-2-picrilidrazila), e o teor em compostos fenólicos totais do extrato bruto metanólico e frações das folhas da espécie Palicourea rigida Kunth, Rubiaceae, foram quantificadas neste trabalho. Apesar da baixa atividade apresentada pelo extrato bruto (500 ppm), a fração acetato de etila apresentou atividade moderada (192 ppm) e o maior teor de fenólicos totais dentre as frações ensaiadas. Assim, a fração acetato de etila foi submetida a procedimentos cromatográficos o que resultou no isolamento dos flavonoides quercetina 3-O-β-D-glicosídeo, quercetina 3-O-soforosídeo e isoraminetina 3-glicosídeo, cujas estruturas foram elucidadas por análise espectroscópica, incluindo RMN (1D e 2D) e comparação com os dados da literatura.Unitermos: Rubiaceae, Palicourea, flavonoides, atividade antioxidante.ABSTRACT: "Flavonoids and antioxidant activity in Palicourea rigida Kunth, Rubiaceae". The antioxidant activity, evaluated by DPPH (1,1-difenil-2-picrilidrazila) method, and the determination of the total phenolic compounds of the crude methanolic extract and fractions of the Palicourea rigida Kunth, Rubiaceae, leaves were quantified in this work. Despite weak activity exhibited by crude extract (500 ppm), the fraction ethyl acetate showed moderate activity (192 ppm), and the largest value for the phenolic compounds among all the assayed fractions. Then, the ethyl acetate fraction was submitted to the chromatography procedures which led to the isolation of the flavonoid quercetin 3-O-D-glicoside, quercetin 3-O-sophoroside and isorhamnetin 3-glicoside, which had the structures elucidated by spectroscopy analysis, including RMN (1D and 2D) and comparison with literature data.

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“…The compound demonstrated antiproliferative activity in leukemia HL60 cells [78] . Flavonoids (quercetin, quercitrin, IQ, and rutin) isolated from the leaves of Scutia buxifolia were evalu ated against chromosomal damage induced by H2O2 in human lymphocytes and the result demonstrated that quercetin, IQ, and rutin recovered the mitotic index and chromosomal instability more than quercitrin did after treatment with H2O2 [30] . Studies intended to evaluate the plantassociated quercetin glycosides and human phase Ⅱ quercetin meta bolites, actually found by analyzing human biological fluids that following the consumption of quercetin con taining foods, these compounds can interact with the estrogen receptors (ER).…”

Section: Lymphoproliferative Cancermentioning

confidence: 99%

“…They concluded that flavonoids decreased the chromosomal damage by reducing the oxidative stress. Furthermore, Razavi et al [30] showed that Q3G has cytotoxic and antibacterial effects that are lower than its antioxidant potential, which justifies its application as a pharmacological agent to protect against ROS responsible for exacerbating tissue damage.…”

Section: Effects Of Iq In Cancermentioning

confidence: 99%

Review of anticancer mechanisms of isoquercitin

Orfali¹,

Duarte²,

Bonadio³

et al. 2016

WJCO

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This review was based on a literature search of PubMed and Scielo databases using the keywords "quercetin, rutin, isoquercitrin, isoquercitin (IQ), quercetin-3-glucoside, bioavailability, flavonols and favonoids, and cancer" and combinations of all the words. We collected relevant scientific publications from 1990 to 2015 about the absorption, bioavailability, chemoprevention activity, and treatment effects as well as the underlying anticancer mechanisms of isoquercitin. Flavonoids are a group of polyphenolic compounds widely distributed throughout the plant kingdom. The subclass of flavonols receives special attention owing to their health benefits. The main components of this class are quercetin, rutin, and IQ, which is a flavonoid and although mostly found as a glycoside, is an aglycone (lacks a glycoside side chain). This compound presents similar therapeutic profiles to quercetin but with superior bioavailability, resulting in increased efficacy compared to the aglycone form. IQ has therapeutic applications owing to its wide range of pharmacological effects including antioxidant, antiproliferative, anti-inflammatory, anti-hypertensive, and anti-diabetic. The protective effects of IQ in cancer may be due to actions on lipid peroxidation. In addition, the antitumor effect of IQ and its underlying mechanism are related to interactions with Wnt signaling pathway, mixed-lineage protein kinase 3, mitogen-activated protein kinase, apoptotic pathways, as well proinflammatory protein signaling. This review contributed to clarifying the mechanisms of absorption, metabolism, and actions of IQ and isoquercitrin in cancer.

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Biological activity of quercetin-3-O-glucoside, a known plant flavonoid

Cited by 97 publications

References 7 publications

Antioxidant Activity of Fruit Extracts of Prangos ferulacea (L.) Lindl. from Turkey

Antioxidant Activity of Fruit Extracts of Prangos ferulacea (L.) Lindl. from Turkey

Flavonoides e atividade antioxidante em Palicourea rigida Kunth, Rubiaceae

Review of anticancer mechanisms of isoquercitin

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