A Soluble Flavonoid-glycoside, αG-Rutin, Is Absorbed as Glycosides in the Isolated Gastric and Intestinal Mucosa

Matsumoto, Megumi; Matsukawa, Noriko; Mineo, Hitoshi; Chiji, Hideyuki; Hara, Hiroshi

doi:10.1271/bbb.68.1929

Cited by 21 publications

(20 citation statements)

References 21 publications

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“…8) We found that quercetin and its methylated metabolites (isorhamnetin and tamarixetin) are conjugated by glucuronic acid and sulfuric acid, and found no exist nonconjugated forms in any of the samples.…”

mentioning

confidence: 75%

High Biliary Excretion Levels of Quercetin Metabolites after Administration of a Quercetin Glycoside in Conscious Bile Duct Cannulated Rats

Matsukawa

Matsumoto

Hara

2009

Bioscience, Biotechnology, and Biochemistry

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confidence: 75%

High Biliary Excretion Levels of Quercetin Metabolites after Administration of a Quercetin Glycoside in Conscious Bile Duct Cannulated Rats

Matsukawa

Matsumoto

Hara

2009

Bioscience, Biotechnology, and Biochemistry

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“…However, some flavonoids are poorly metabolized by the gut microflora and are poorly absorbed (e.g. quercetin, rutin) [7,8,9]. Some metabolites (e.g.…”

Section: Biochemical Propertiesmentioning

confidence: 99%

“…In some cases, methylation has a less significant effect on flavone activity. This is the case for apigenin and genkwanin (IC50 18.9 and 28.1 M, respectively), scutellarein, ladanein and cirsimaritin (IC50 16,8, and 10.5 M, respectively) and for luteolin, diosmetin and luteolin tetramethylether (IC50 12.9, 20.3, and 10.3 M, respectively). A different pattern is observed for chrysin (IC 50 20.8 M) and its methoxylated derivatives.…”

mentioning

confidence: 93%

Flavonoids and Related Compounds in Parasitic Disease Control

Kerbœuf

Riou²,

Guégnard

2008

MRMC

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Flavonoids are natural plant compounds increasingly used in therapeutic applications. Their large spectrum of activities depends on their structures and cellular targets. Most recent research shows they are promising drugs for controlling human and animal parasitic diseases. Their multiple effects make it difficult to understand their modes of action, but some of them have been elucidated. This review also deals with their toxicity in mammals.

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“…In many other cases, however, potentially useful interactions are considerably weaker. For example the IC 50 for the inhibition of cyclooxygenases 1 and 2 by quercetin is around 5 µM [16]. Resveratrol and other polyphenols inhibit IkB kinase (IKK), thus reducing phosphorylation and degradation of IkB and downregulating NF-kB.…”

Section: Introductionmentioning

confidence: 99%

“…To our knowledge, none of the previous studies with polyphenol prodrugs has dealt with the effects of the modifications on permeation of the intestinal epithelium (as distinct from overall bioavailability or permeation of cultured cell monolayers). Experiments involving ex vivo intestinal tissue have however proven useful in assessing mechanistic aspects of polyphenol absorption [19,[50][51][52].…”

Section: Introductionmentioning

confidence: 99%

Absorption and Metabolism of Resveratrol Carboxyesters and Methanesulfonate by Explanted Rat Intestinal Segments

Biasutto

Marotta

Mattarei

et al. 2009

Cell Physiol Biochem

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Model prodrugs of resveratrol carrying protecting substituents at the hydroxyls have been synthesised and tested. Resveratrol triacetate and resveratrol-tri-mPEG₁₉₀₀ were formed by linking methyl groups or poly(ethylene glycol) chains, respectively, via carboxyester bonds. Resveratrol trimesylate, a molecule less susceptible to hydrolytic attack, was synthesised as well. This latter compound proved to be stable in vitro, while the carboxyester derivatives were slowly hydrolysed in solutions mimicking the gastric or intestinal environment, and rapidly converted to resveratrol in blood. In ex vivo permeation experiments with explanted intestinal segments, resveratrol and its triacetate derivative appeared in the basolateral compartment essentially as a mixture of Phase II metabolites. When the PEGylated derivative was provided on the apical side, unconjugated resveratrol accounted for about 50% of the compounds in the basolateral-side chamber. The same result was obtained by providing an equivalent physical mixture of resveratrol and PEG polymer, indicating that this behaviour is likely due to an adjuvating effect of PEG rather than to the covalent polymer conjugation. These observations suggest that the ester derivatives are rapidly hydrolysed at the intestinal surface or inside enterocytes, and are then processed as resveratrol. On the other hand, the mesylate was transported from the apical to the basolateral side without modification. It may thus be possible to enhance absorption and hinder metabolism of natural polyphenols by constructing pro-drugs incorporating bonds with appropriate resistance to enzymatic hydrolysis.

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A Soluble Flavonoid-glycoside, αG-Rutin, Is Absorbed as Glycosides in the Isolated Gastric and Intestinal Mucosa

Cited by 21 publications

References 21 publications

High Biliary Excretion Levels of Quercetin Metabolites after Administration of a Quercetin Glycoside in Conscious Bile Duct Cannulated Rats

High Biliary Excretion Levels of Quercetin Metabolites after Administration of a Quercetin Glycoside in Conscious Bile Duct Cannulated Rats

Flavonoids and Related Compounds in Parasitic Disease Control

Absorption and Metabolism of Resveratrol Carboxyesters and Methanesulfonate by Explanted Rat Intestinal Segments

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