Methylation of dietary flavones increases their metabolic stability and chemopreventive effects (Q33596822)

28 July 2017

4 references

20 August 2019

17 September 2019

17 July 2021

19 January 2024

Methylation of dietary flavones increases their metabolic stability and chemopreventive effects (English)

1 reference

28 July 2017

main subject

physiological phenomenon

1 reference

20 August 2019

heterocyclic compound

1 reference

17 September 2019

1 reference

17 July 2021

Thomas Walle

1

1 reference

28 July 2017

language of work or name

English

0 references

publication date

18 November 2009

5 references

International Journal of Molecular Sciences

28 July 2017

20 August 2019

17 September 2019

17 July 2021

19 January 2024

5 references

28 July 2017

20 August 2019

17 September 2019

17 July 2021

19 January 2024

10

1 reference

28 July 2017

issue

11

1 reference

28 July 2017

page(s)

5002-5019

1 reference

Creative Commons Attribution 3.0 Unported

28 July 2017

copyright license

4 references

20 August 2019

17 September 2019

17 July 2021

Methylation of dietary flavones greatly improves their hepatic metabolic stability and intestinal absorption

19 January 2024

0 references

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Cytotoxic effects of the dietary flavones chrysin and apigenin in a normal trout liver cell line

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Bioavailable flavonoids: cytochrome P450-mediated metabolism of methoxyflavones

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Aromatase inhibition by bioavailable methylated flavones

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Methoxylated flavones, a superior cancer chemopreventive flavonoid subclass?

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Improving metabolic stability of cancer chemoprotective polyphenols

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Cancer chemopreventive properties of orally bioavailable flavonoids--methylated versus unmethylated flavones

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Apigenin inhibits pancreatic cancer cell proliferation through G2/M cell cycle arrest

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

(-)-Epigallocatechin gallate overcomes resistance to etoposide-induced cell death by targeting the molecular chaperone glucose-regulated protein 78.

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Curcumin inhibits hypoxia-inducible factor-1 by degrading aryl hydrocarbon receptor nuclear translocator: a mechanism of tumor growth inhibition

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Inhibition of Mammalian thioredoxin reductase by some flavonoids: implications for myricetin and quercetin anticancer activity

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Quercetin induces necrosis and apoptosis in SCC-9 oral cancer cells

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Cytochrome P450 1B1, a novel chemopreventive target for benzo[a]pyrene-initiated human esophageal cancer

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Formation of transient covalent protein and DNA adducts by quercetin in cells with and without oxidative enzyme activity

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Mechanism of action of (-)-epigallocatechin-3-gallate: auto-oxidation-dependent inactivation of epidermal growth factor receptor and direct effects on growth inhibition in human esophageal cancer KYSE 150 cells

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Anti-proliferative effect of apigenin and its apoptotic induction in human Hep G2 cells

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Preferential induction of CYP1B1 by benzo[a]pyrene in human oral epithelial cells: impact on DNA adduct formation and prevention by polyphenols

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Ah receptor- and TCDD-mediated liver tumor promotion: clonal selection and expansion of cells evading growth arrest and apoptosis

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Apigenin inhibits VEGF and HIF-1 expression via PI3K/AKT/p70S6K1 and HDM2/p53 pathways.

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

5,7-Dimethoxyflavone downregulates CYP1A1 expression and benzo[a]pyrene-induced DNA binding in Hep G2 cells

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Bioavailability and bioefficacy of polyphenols in humans. II. Review of 93 intervention studies

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Flavonoid glucosides are hydrolyzed and thus activated in the oral cavity in humans.

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Pharmacokinetics and metabolism of dietary flavonoids in humans

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

High absorption but very low bioavailability of oral resveratrol in humans

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Potential toxicity of flavonoids and other dietary phenolics: significance for their chemopreventive and anticancer properties

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Flavonoids: antioxidants or signalling molecules?

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Absorption and metabolism of flavonoids

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Cytochrome P4501A1 promotes G1 phase cell cycle progression by controlling aryl hydrocarbon receptor activity

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Involvement of multidrug resistance-associated proteins in regulating cellular levels of (-)-epigallocatechin-3-gallate and its methyl metabolites.

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Cytochrome P450 1B1: a target for inhibition in anticarcinogenesis strategies

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Absorption of three wine-related polyphenols in three different matrices by healthy subjects

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Antiproliferative activities of citrus flavonoids against six human cancer cell lines

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Flavonoids: structural requirements for antiproliferative activity on breast cancer cells

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Carbon dioxide is the major metabolite of quercetin in humans

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Induction of UDP-glucuronosyltransferase UGT1A1 by the flavonoid chrysin in Caco-2 cells--potential role in carcinogen bioinactivation

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Disposition and metabolism of the flavonoid chrysin in normal volunteers

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Phase I pharmacokinetic study of tea polyphenols following single-dose administration of epigallocatechin gallate and polyphenon E.

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Biological properties of citrus flavonoids pertaining to cancer and inflammation

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

The effects of plant flavonoids on mammalian cells: implications for inflammation, heart disease, and cancer

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Specific induction of glutathione S-transferase GSTM2 subunit expression by epigallocatechin gallate in rat liver

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Apigenin inhibits endothelial-cell proliferation in G(2)/M phase whereas it stimulates smooth-muscle cells by inhibiting P21 and P27 expression

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Dietary flavonols quercetin and kaempferol are ligands of the aryl hydrocarbon receptor that affect CYP1A1 transcription differentially

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Molecular basis of the inhibition of human aromatase (estrogen synthetase) by flavone and isoflavone phytoestrogens: A site-directed mutagenesis study

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Metabolism of galangin by rat cytochromes P450: relevance to the genotoxicity of galangin

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Metabolic fate of [14C] quercetin in the ACI rat.

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Utilization of alternative species for toxicity testing: an overview

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Transformation of human bronchial epithelial cells by infection with SV40 or adenovirus-12 SV40 hybrid virus, or transfection via strontium phosphate coprecipitation with a plasmid containing SV40 early region genes.

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Establishment and characterization of SV40 T-antigen immortalized human esophageal epithelial cells

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Correlation between oral drug absorption in humans and apparent drug permeability coefficients in human intestinal epithelial (Caco-2) cells

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Disposition of quercetin in man after single oral and intravenous doses

21 June 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2808020

Inhibition of benzo[a]pyrene-activating enzymes and DNA binding in human bronchial epithelial BEAS-2B cells by methoxylated flavonoids

21 June 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Phytochemical-induced changes in gene expression of carcinogen-metabolizing enzymes in cultured human primary hepatocytes

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Pharmacokinetics and bioavailability of quercetin glycosides in humans

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

In vitro biotransformation of flavonoids by rat liver microsomes

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Oxidation of the flavonoids galangin and kaempferide by human liver microsomes and CYP1A1, CYP1A2, and CYP2C9.

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Glucuronidation versus oxidation of the flavonoid galangin by human liver microsomes and hepatocytes

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

In vitro metabolism of genistein and tangeretin by human and murine cytochrome P450s

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Identification of CYP1A2 as the main isoform for the phase I hydroxylated metabolism of genistein and a prodrug converting enzyme of methylated isoflavones

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Citrus flavonoids in fruit and traditional Chinese medicinal food ingredients in China

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Flavonoid composition of fruit tissues of citrus species

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Bioactive flavonoids from Kaempferia parviflora

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Flavones as colorectal cancer chemopreventive agents--phenol-o-methylation enhances efficacy.

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Simultaneous detection of the antioxidant and pro-oxidant activity of dietary polyphenolics in a peroxidase system

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Quenching of quercetin quinone/quinone methides by different thiolate scavengers: stability and reversibility of conjugate formation

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Evidence of covalent binding of the dietary flavonoid quercetin to DNA and protein in human intestinal and hepatic cells

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

3',4'-dimethoxyflavone as an aryl hydrocarbon receptor antagonist in human breast cancer cells

21 January 2018

1 reference

https://api.crossref.org/works/10.3390/IJMS10115002

Dietary flavonoid and isoflavone glycosides are hydrolysed by the lactase site of lactase phlorizin hydrolase

21 January 2018

1 reference

12 December 2020

The flavonol quercetin-3-glucoside inhibits cyanidin-3-glucoside absorption in vitro

1 reference

12 December 2020

Constituents of the leaves of Piper caninum

1 reference

12 December 2020

Catechins are bioavailable in men and women drinking black tea throughout the day

1 reference

12 December 2020

Methylated flavonoids have greatly improved intestinal absorption and metabolic stability

1 reference

12 December 2020

Bioflavonoids: selective substrates and inhibitors for cytochrome P450 CYP1A and CYP1B1

1 reference

12 December 2020

Deglycosylation of flavonoid and isoflavonoid glycosides by human small intestine and liver beta-glucosidase activity

1 reference

12 December 2020

Methylation protects dietary flavonoids from rapid hepatic metabolism

1 reference

12 December 2020

Chemotaxonomy of the genus Citrus based on polymethoxyflavones.

1 reference

12 April 2024

https://opencitations.net/index/api/v1/citations/10.1248/CPB.39.945

Identifiers

DOI

10.3390/IJMS10115002

1 reference

28 July 2017

1 reference

28 July 2017

1 reference