Antioxidative and anti-inflammatory effect of quercetin and its glycosides isolated from mampat (Cratoxylum formosum)

Choi, So-Jin; Tài, Bùi Hữu; Cuong, Nguyen Manh; Kim, Young‐Ho; Jang, Hae‐Dong

doi:10.1007/s10068-012-0075-4

Cited by 75 publications

(52 citation statements)

References 31 publications

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“…indicating that the higher cell-membrane permeability of quercetin and hyperin than isoquercitrin and quercitrin was due to the different hydrophobicity and the specific membrane receptor for galactose (Choi et al, 2012). Lin and others (2011) …”

Section: Renmentioning

confidence: 95%

Dietary Flavonoid Aglycones and Their Glycosides: Which Show Better Biological Significance?

Xiao

2015

Critical Reviews in Food Science and Nutrition

320

296

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The dietary flavonoids, especially their glycosides, are the most vital phytochemicals in diets and are of great general interest due to their diverse bioactivity. The natural flavonoids almost all exist as their O-glycoside or C-glycoside forms in plants. In this review, we summarized the existing knowledge on the different biological benefits and pharmacokinetic behaviors between flavonoid aglycones and their glycosides. Due to various conclusions from different flavonoid types and health/disease conditions, it is very difficult to draw general or universally applicable comments regarding the impact of glycosylation on the biological benefits of flavonoids. It seems as though O-glycosylation generally reduces the bioactivity of these compounds - this has been observed for diverse properties including antioxidant activity, antidiabetes activity, anti-inflammation activity, antibacterial, antifungal activity, antitumor activity, anticoagulant activity, antiplatelet activity, antidegranulating activity, antitrypanosomal activity, influenza virus neuraminidase inhibition, aldehyde oxidase inhibition, immunomodulatory, and antitubercular activity. However, O-glycosylation can enhance certain types of biological benefits including anti-HIV activity, tyrosinase inhibition, antirotavirus activity, antistress activity, antiobesity activity, anticholinesterase potential, antiadipogenic activity, and antiallergic activity. However, there is a lack of data for most flavonoids, and their structures vary widely. There is also a profound lack of data on the impact of C-glycosylation on flavonoid biological benefits, although it has been demonstrated that in at least some cases C-glycosylation has positive effects on properties that may be useful in human healthcare such as antioxidant and antidiabetes activity. Furthermore, there is a lack of in vivo data that would make it possible to make broad generalizations concerning the influence of glycosylation on the benefits of flavonoids for human health. It is possible that the effects of glycosylation on flavonoid bioactivity in vitro may differ from that seen in vivo. With in vivo (oral) treatment, flavonoid glycosides showed similar or even higher antidiabetes, anti-inflammatory, antidegranulating, antistress, and antiallergic activity than their flavonoid aglycones. Flavonoid glycosides keep higher plasma levels and have a longer mean residence time than those of aglycones. We should pay more attention to in vivo benefits of flavonoid glycosides, especially C-glycosides.

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Section: Renmentioning

confidence: 95%

Dietary Flavonoid Aglycones and Their Glycosides: Which Show Better Biological Significance?

Xiao

2015

Critical Reviews in Food Science and Nutrition

320

296

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“…Quercetin‐3‐glucoside and quercetin have also been reported as the major flavonoids in the grape marc and mango puree (Bonilla, Mayen, Merida, & Medina, ; Schieber, Ullrich, & Carle, ). It has been demonstrated that quercetin and its glucosides have antioxidant, antiproliferative, and anti‐inflammatory properties (Choi, Tai, Cuong, Kim, & Jang, ; de Araujo et al, ; Kobori et al, ). Moreover, several studies have reported that there is a significant inverse correlation between the quercetin consumption and the prevalence of chronic hepatic injuries (Kobori, Masumoto, Akimoto, & Oike, ; Snyder et al, ).…”

Section: Introductionmentioning

confidence: 99%

Relative protective activities of quercetin, quercetin‐3‐glucoside, and rutin in alcohol‐induced liver injury

Seyun

Lee

et al. 2019

J Food Biochem

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Alcoholic liver diseases has been known to be one of the major health risks worldwide. The purpose of this study was aimed to demonstrate the relative protective effect of quercetin, quercetin‐3‐glucoside, and rutin on alcohol‐induced damage in hepatocytes. The hepatotoxicity, antioxidant enzymatic defense mechanisms, and pro‐inflammatory mediators were examined for evaluating the hepatoprotective effects of quercetins in hepG2 cells. The results revealed that quercetin and its glucoside derivatives significantly prevented ethanol‐induced hepatotoxicity by decreasing hepatic aminotransferase activities and inflammatory response in HepG2 cells. Moreover, the quercetins significantly induced detoxifying enzymes via the nuclear accumulation of the NF‐E2‐related factor 2 (Nrf2) and induction of antioxidant response element (ARE) gene. These hepatoprotective activities were observed to be more effective with quercetin aglycone than quercetin glucosides. From the above findings, the present study imply that quercetin aglycone may have a vital function in the therapeutic and preventive strategies of alcoholic liver diseases. Practical applications Quercetin is commonly present in fruits and vegetables as aglycone and glucoside‐derived forms. In the present study, quercetin and its glycosides was shown to alleviate oxidative stress, glutathione depletion, and pro‐inflammatory cytokines in alcohol‐induced HepG2 cells via the Nrf2/ARE antioxidant pathway. Moreover, quercetin aglycone had better protective effects against alcohol‐induced liver damage in vitro, compared to its glycosylated form. The present study proposed that quercetin aglycone may be a more efficient hepatoprotective agent than its glucoside derivatives such as rutin in the amelioration of alcohol‐induced liver diseases.

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“…Previous phytochemical studies on C. formosum subsp. pruniflorum reported antioxidant activity of the ethanolic leaf extract (Yingngam et al, 2014), anti-inflammatory activity of phenolic compounds, xanthones, quinone, quercetin and its glycosides from leaves (Choi et al, 2012;Xiong et al, 2014), anticancer activity of ethanolic twig extract, hot water leaf extract and ethanolic leaf extract (Machana et al, 2012;Issara-Amphorn and T-Thienprasert, 2014) antibacterial and cytotoxic activities of xanthones, anthraquinones and qiunonoids from the roots and bark (Boonnak et al, 2006;Boonsri et al, 2006;Boonnak et al, 2007), antifungal and cytotoxic activity of gum extract (Thaweboon et al, 2014), anti-gastric ulceration of ethanolic leaf extract in rats (Sripanidkulchai et al, 2010) and anti-proliferation and antimigration activity of human breast cancer MCF-7 cells from leaf extract (Buranrat et al, 2017).…”

Section: Introductionmentioning

confidence: 99%

Isolation of betulinic acid and antioxidant and anti-HIV-1 reverse transcriptase activity of Cratoxylum formosum subsp. pruniflorum (Kurz) Gogelein extract

2019

ANRES

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Cratoxylum formosum subsp. pruniflorum (Kurz) Gogelein has been used as a medicinal plant for the treatment of many diseases. C. formosum bark was macerated with methanol and partitioned using hexane and chloroform. The chloroform bark extract was fractionated using column chromatography. Five combined fractions were obtained (CFA-CFE) and then investigated for antioxidant activity based on the total phenolic content (TPC), total flavonoids content (TFC), ferric reducing antioxidant power (FRAP) and nitric oxide (NO) radical scavenging activity and also for anti-HIV-1 reverse transcriptase (RT) activity. CFE had the highest antioxidant activity, with values for TPC, TFC and FRAP of 44.84 ± 0.05 μg of gallic acid equivalents/g, 580.69 ± 0.78 μg of quercetin equivalents/g and 82.56 ± 0.08 μg of Trolox equivalents/g of dry weight extract, respectively, and CFB inhibited the nitric oxide radical at the lowest concentration (96.73 μg/mL). However, the methanolic bark extract, fractions CFC, CFD and CFE had high inhibitory effects against HIV-1 RT with values greater than 60% relative inhibition. CFE had the highest percentage relative inhibition among the fractions and was at a comparable level to a standard drug (Nevirapine). The ranking of the antioxidant and anti-HIV-1 RT activities of the fractions was CFE followed by CFD, CFC, CFB and CFA, respectively. Betulinic acid was isolated from fraction 52 of the chloroform extract that was eluted with chloroform-acetone (1:9, volume per volume). The 1 H and 13 C nuclear magnetic resonance data obtained were in accordance with the previous published data. There is a need for further isolation of bioactive compounds and evaluation of their antioxidant and anti-HIV activities.

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Antioxidative and anti-inflammatory effect of quercetin and its glycosides isolated from mampat (Cratoxylum formosum)

Cited by 75 publications

References 31 publications

Dietary Flavonoid Aglycones and Their Glycosides: Which Show Better Biological Significance?

Dietary Flavonoid Aglycones and Their Glycosides: Which Show Better Biological Significance?

Relative protective activities of quercetin, quercetin‐3‐glucoside, and rutin in alcohol‐induced liver injury

Isolation of betulinic acid and antioxidant and anti-HIV-1 reverse transcriptase activity of Cratoxylum formosum subsp. pruniflorum (Kurz) Gogelein extract

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