Metabolism of galangin by rat cytochromes P450

relevance to the genotoxicity of galangin

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37 Citations (Scopus)

Abstract

The mutagenicity of flavonols seems to depend on the number and position of hydroxyl groups in the B ring. Galangin is a flavonol that does not have any hydroxyl group in the B ring and has been suggested to be a substrate of cytochromes P450 which, through the hydroxylation of the B ring, could metabolise it to more genotoxic products. The present study was undertaken to test this hypothesis, Using high performance liquid chromatography we show that galangin is sequentially transformed to kaempferol and then to quercetin by a mechanism dependent on cytochrome P450 reactions. The metabolites of galangin are responsible for its mutagenicity in Salmonella typhimurium reversion assay and for the induction of chromosomal aberrations in V79 cells. (C) 1997 Elsevier Science B.V.

Original languageEnglish
Pages (from-to)247-257
Number of pages11
JournalMutation Research-Genetic Toxicology And Environmental Mutagenesis
Volume393
Issue number3
Publication statusPublished - 24 Oct 1997

Keywords

  • galangin
  • cytochrome P450
  • flavonoids V79 cells
  • mutagenicity
  • genotoxicity
  • NUCLEAR-DNA DAMAGE
  • CORONARY HEART-DISEASE
  • LIPID-PEROXIDATION
  • CHROMOSOMAL-ABERRATIONS
  • MUTAGENIC ACTIVITY
  • PLANT FLAVONOLS
  • QUERCETIN
  • KAEMPFEROL
  • MICRONUCLEI
  • LYMPHOCYTES

Cite this

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title = "Metabolism of galangin by rat cytochromes P450: relevance to the genotoxicity of galangin",
abstract = "The mutagenicity of flavonols seems to depend on the number and position of hydroxyl groups in the B ring. Galangin is a flavonol that does not have any hydroxyl group in the B ring and has been suggested to be a substrate of cytochromes P450 which, through the hydroxylation of the B ring, could metabolise it to more genotoxic products. The present study was undertaken to test this hypothesis, Using high performance liquid chromatography we show that galangin is sequentially transformed to kaempferol and then to quercetin by a mechanism dependent on cytochrome P450 reactions. The metabolites of galangin are responsible for its mutagenicity in Salmonella typhimurium reversion assay and for the induction of chromosomal aberrations in V79 cells. (C) 1997 Elsevier Science B.V.",
keywords = "galangin, cytochrome P450, flavonoids V79 cells, mutagenicity, genotoxicity, NUCLEAR-DNA DAMAGE, CORONARY HEART-DISEASE, LIPID-PEROXIDATION, CHROMOSOMAL-ABERRATIONS, MUTAGENIC ACTIVITY, PLANT FLAVONOLS, QUERCETIN, KAEMPFEROL, MICRONUCLEI, LYMPHOCYTES",
author = "ID Silva and AS Rodrigues and J Gaspar and A Laires and J Rueff",
year = "1997",
month = "10",
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language = "English",
volume = "393",
pages = "247--257",
journal = "Mutation Research-Genetic Toxicology And Environmental Mutagenesis",
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TY - JOUR

T1 - Metabolism of galangin by rat cytochromes P450

T2 - relevance to the genotoxicity of galangin

AU - Silva, ID

AU - Rodrigues, AS

AU - Gaspar, J

AU - Laires, A

AU - Rueff, J

PY - 1997/10/24

Y1 - 1997/10/24

N2 - The mutagenicity of flavonols seems to depend on the number and position of hydroxyl groups in the B ring. Galangin is a flavonol that does not have any hydroxyl group in the B ring and has been suggested to be a substrate of cytochromes P450 which, through the hydroxylation of the B ring, could metabolise it to more genotoxic products. The present study was undertaken to test this hypothesis, Using high performance liquid chromatography we show that galangin is sequentially transformed to kaempferol and then to quercetin by a mechanism dependent on cytochrome P450 reactions. The metabolites of galangin are responsible for its mutagenicity in Salmonella typhimurium reversion assay and for the induction of chromosomal aberrations in V79 cells. (C) 1997 Elsevier Science B.V.

AB - The mutagenicity of flavonols seems to depend on the number and position of hydroxyl groups in the B ring. Galangin is a flavonol that does not have any hydroxyl group in the B ring and has been suggested to be a substrate of cytochromes P450 which, through the hydroxylation of the B ring, could metabolise it to more genotoxic products. The present study was undertaken to test this hypothesis, Using high performance liquid chromatography we show that galangin is sequentially transformed to kaempferol and then to quercetin by a mechanism dependent on cytochrome P450 reactions. The metabolites of galangin are responsible for its mutagenicity in Salmonella typhimurium reversion assay and for the induction of chromosomal aberrations in V79 cells. (C) 1997 Elsevier Science B.V.

KW - galangin

KW - cytochrome P450

KW - flavonoids V79 cells

KW - mutagenicity

KW - genotoxicity

KW - NUCLEAR-DNA DAMAGE

KW - CORONARY HEART-DISEASE

KW - LIPID-PEROXIDATION

KW - CHROMOSOMAL-ABERRATIONS

KW - MUTAGENIC ACTIVITY

KW - PLANT FLAVONOLS

KW - QUERCETIN

KW - KAEMPFEROL

KW - MICRONUCLEI

KW - LYMPHOCYTES

M3 - Article

VL - 393

SP - 247

EP - 257

JO - Mutation Research-Genetic Toxicology And Environmental Mutagenesis

JF - Mutation Research-Genetic Toxicology And Environmental Mutagenesis

SN - 1383-5718

IS - 3

ER -