Metabolism of Quercetin and Tricin in the Male Rat

Stelzig, David A.; Ribeiro, Susan

doi:10.3181/00379727-141-36773

Cited by 5 publications

(5 citation statements)

References 2 publications

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“…It was reported that methylated flavonoids displayed greater resistance to metabolic modification than non-methylated flavonoids in intestine and liver. Tricin was detected in an unmetabolized form in the feces of rats, while quercetin was extensively metabolized and excreted in the urine . The two methoxy groups located on either side of the 4′-hydroxyl group in the B ring might be responsible for the higher metabolic stability of tricin.…”

Section: Resultsmentioning

confidence: 99%

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Promotion of Glucose Uptake in C2C12 Myotubes by Cereal Flavone Tricin and Its Underlying Molecular Mechanism

Kim

Imm

2017

J. Agric. Food Chem.

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The effect of tricin, a methylated flavone widely distributed in cereals, on glucose uptake and the underlying molecular mechanism was investigated using C2C12 myotubes. Tricin significantly increased glucose uptake in C2C12 myotubes, regardless of the absence (1.4-fold at 20 μM) or presence (1.6-fold at 20 μM) of insulin. The GLUT4 expression on the plasma membrane was increased 1.6-fold after tricin treatment (20 μM) in the absence of insulin. Tricin treatment significantly activated the insulin-dependent cell signaling pathway, including the activation of insulin receptor substrate-1 (IRS1), phosphoinositide 3-kinase (PI3K), protein kinase B (AKT), and AKT substrate of 160 kDa (AS160). The oral administration of tricin (64 and 160 mg kg of body weight day) also significantly lowered blood glucose levels in glucose-loaded C57BL/6 mice (p < 0.05). These results suggest that tricin has great potential to be used as a functional agent for glycemic control.

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Section: Resultsmentioning

confidence: 99%

“…Tricin was detected in an unmetabolized form in the feces of rats, while quercetin was extensively metabolized and excreted in the urine. 39 The two methoxy groups located on either side of the 4′-hydroxyl group in the B ring might be responsible for the higher metabolic stability of tricin.…”

Section: Resultsmentioning

confidence: 99%

Promotion of Glucose Uptake in C2C12 Myotubes by Cereal Flavone Tricin and Its Underlying Molecular Mechanism

Kim

Imm

2017

J. Agric. Food Chem.

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“…An acylated tricin glycoside from sugarcane (Saccharum officinarum) juice has been shown to have antiproliferative activity in vitro against several human cancer cell lines, and a higher selectivity toward cells of the breast resistant NIC/ADR line (DuarteAlmeida et al 2007). Based on a study of structureactivity relationships of flavonoid-induced cytotoxicity on human leukemia cells, tricin is considered one of the most potent anti-cancer agents tested thus far (Plochmann et al 2007) and this is most probably due to the stability of its structure, since it was earlier detected undegraded in the feces of tricin-fed rats, but not quercetin-fed rats (Stelzig and Ribeiro 1972). This is in contrast with most other flavonoids with free 4 0 -OH groups which undergo degradation by intestinal microflora and loss of the degradation products via urinary excretion (Griffiths and Smith 1972).…”

Section: Biological Significance Of Tricinmentioning

confidence: 99%

Tricin—a potential multifunctional nutraceutical

2009

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This review throws light on the natural occurrence and distribution of tricin (5,7,4 0 -trihydroxy-3 0 ,5 0 -dimethoxyflavone) and its conjugated forms, as more common natural plant constituents than previously known. It examines the current literature dealing with its biosynthesis, regulation, biological significance, pharmacological effects, and potential role as a chemopreventive and anticancer agent. Because of its common occurrence in cereal grain plants and the wide spectrum of its health promoting effects, a metabolic engineering strategy is proposed to produce tricin in sufficient amounts for further experimentation, and increase its accumulation in wheat grain endosperm as a nutraceutical.

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“…Griffiths and Smith (1972) were able to detect only small amounts of 3,5-dihydroxyphenylpropionic acid in the urine of rats that were given a single 100-mg feeding of tricin or S.T-dihydroxy-S'.J'.S'-trimethoxyflavone. Stelzig and Ribeiro (1972) demonstrated that substantially greater quantities of phenol were excreted in the urine of tricin-fed rats than in the urine of quercetin-fed rats.…”

Section: Discussionmentioning

confidence: 98%

“…Bickoff et al (1964) and Stelzig and Ribeiro (1972) were unable to detect phenolic degradation products in the urine of rats fed low levels of tricin and Stelzig and Ribeiro (1972) showed that less than half of the ingested tricin was excreted in the feces. Griffiths and Smith (1972) were able to detect only small amounts of 3,5-dihydroxyphenylpropionic acid in the urine of rats that were given a single 100-mg feeding of tricin or S.T-dihydroxy-S'.J'.S'-trimethoxyflavone.…”

Section: Discussionmentioning

confidence: 99%

Structural determination of two basal metabolic rate-stimulating flavones from grass silage

Stelzig¹,

Qasim²

1973

J. Agric. Food Chem.

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Two chemicals from dried grass silage, previously methoxyflavone. The basal metabolic rate-stimushown to be basal metabolic rate-stimulating lating activity of these compounds is greater than when fed to male rats, were shown by ultraviolet certain other flavonoids, probably because they spectral analysis and paper chromatography to be are resistant to degradation by intestinal flora. tricin and probably 5,7-dihydroxy-3',4',5'-tri- McLaren et al. (1964) have shown that dried grass silage (DGS), made from approximately equal parts of wheat, vetch, orchard grass, and alfalfa, stimulated basal metabolic rates (BMR) when fed to male rats. McLaren et al. (1964McLaren et al. ( , 1966 also demonstrated that an 80% ethanol extract of DGS and various other flavonoid-containing extracts were BMR-stimulating to the rat. More recently (Qasim, 1970), DGS was extracted according to the method of McLaren et al. (1964) and subjected to extensive fractionation with solvent extractions and paper chromatography. Several of the fractions, including compounds I and I1 of this paper, were shown to cause elevated BMR when incorporated into the diet of male rats. The present report offers proof that one of these fractions is the flavone .OR OR"OH 0

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Metabolism of Quercetin and Tricin in the Male Rat

Cited by 5 publications

References 2 publications

Promotion of Glucose Uptake in C2C12 Myotubes by Cereal Flavone Tricin and Its Underlying Molecular Mechanism

Promotion of Glucose Uptake in C2C12 Myotubes by Cereal Flavone Tricin and Its Underlying Molecular Mechanism

Tricin—a potential multifunctional nutraceutical

Structural determination of two basal metabolic rate-stimulating flavones from grass silage

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