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In vitro biotransformation of flavonoids by rat liver microsomes

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Standard

In vitro biotransformation of flavonoids by rat liver microsomes. / Nielsen, S. E.; Breinholt, V.; Justesen, U.; Cornett, Claus; Dragsted, L. O.

I: Xenobiotica, Bind 28, Nr. 4, 1998, s. 389-401.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningfagfællebedømt

Harvard

Nielsen, SE, Breinholt, V, Justesen, U, Cornett, C & Dragsted, LO 1998, 'In vitro biotransformation of flavonoids by rat liver microsomes', Xenobiotica, bind 28, nr. 4, s. 389-401. https://doi.org/10.1080/004982598239498

APA

Nielsen, S. E., Breinholt, V., Justesen, U., Cornett, C., & Dragsted, L. O. (1998). In vitro biotransformation of flavonoids by rat liver microsomes. Xenobiotica, 28(4), 389-401. https://doi.org/10.1080/004982598239498

Vancouver

Nielsen SE, Breinholt V, Justesen U, Cornett C, Dragsted LO. In vitro biotransformation of flavonoids by rat liver microsomes. Xenobiotica. 1998;28(4):389-401. https://doi.org/10.1080/004982598239498

Author

Nielsen, S. E. ; Breinholt, V. ; Justesen, U. ; Cornett, Claus ; Dragsted, L. O. / In vitro biotransformation of flavonoids by rat liver microsomes. I: Xenobiotica. 1998 ; Bind 28, Nr. 4. s. 389-401.

Bibtex

@article{b8cfdb31e1954f219338bfb2839eb17e,
title = "In vitro biotransformation of flavonoids by rat liver microsomes",
abstract = "1. Sixteen naturally occurring flavonoids were investigated as substrates for cytochrome P450 in uninduced and Aroclor 1254-induced rat liver microsomes. Naringenin, hesperetin, chrysin, apigenin, tangeretin, kaempferol, galangin and tamarixetin were all metabolized extensively by induced rat liver microsomes but only to a minor extent by uninduced microsomes. No metabolites were detected from eriodictyol, taxifolin, luteolin, quercetin, myricetin, fisetin, morin or isorhamnetin. 2. The identity of the metabolites was elucidated using lc-ms and H-1-nmr, and was consistent with a general metabolic pathway leading to the corresponding 3',4'-dihydroxylated flavonoids either by hydroxylation or demethylation. Structural requirements for microsomal hydroxylation appeared to be a single or no hydroxy group on the B-ring of the flavan nucleus. The presence of two or more hydroxy groups on the B-ring seemed to prevent further hydroxylation. The results indicate that demethylation only occurs in the B-ring when the methoxy group is positioned at C-4'-, and not at the C-3'-position. 3. The CYP1A isozymes were found to be the main enzymes involved in flavonoid hydroxylation, whereas other cytochrome P450 isozymes seem to be involved in flavonoid demethylation.",
keywords = "monooxygenase activities mutagenic activity in-vivo metabolism cytochrome-p-450 bioflavonoids quercetin constituents activation inhibition",
author = "Nielsen, {S. E.} and V. Breinholt and U. Justesen and Claus Cornett and Dragsted, {L. O.}",
year = "1998",
doi = "10.1080/004982598239498",
language = "Udefineret/Ukendt",
volume = "28",
pages = "389--401",
journal = "Xenobiotica",
issn = "0049-8254",
publisher = "Taylor & Francis",
number = "4",

}

RIS

TY - JOUR

T1 - In vitro biotransformation of flavonoids by rat liver microsomes

AU - Nielsen, S. E.

AU - Breinholt, V.

AU - Justesen, U.

AU - Cornett, Claus

AU - Dragsted, L. O.

PY - 1998

Y1 - 1998

N2 - 1. Sixteen naturally occurring flavonoids were investigated as substrates for cytochrome P450 in uninduced and Aroclor 1254-induced rat liver microsomes. Naringenin, hesperetin, chrysin, apigenin, tangeretin, kaempferol, galangin and tamarixetin were all metabolized extensively by induced rat liver microsomes but only to a minor extent by uninduced microsomes. No metabolites were detected from eriodictyol, taxifolin, luteolin, quercetin, myricetin, fisetin, morin or isorhamnetin. 2. The identity of the metabolites was elucidated using lc-ms and H-1-nmr, and was consistent with a general metabolic pathway leading to the corresponding 3',4'-dihydroxylated flavonoids either by hydroxylation or demethylation. Structural requirements for microsomal hydroxylation appeared to be a single or no hydroxy group on the B-ring of the flavan nucleus. The presence of two or more hydroxy groups on the B-ring seemed to prevent further hydroxylation. The results indicate that demethylation only occurs in the B-ring when the methoxy group is positioned at C-4'-, and not at the C-3'-position. 3. The CYP1A isozymes were found to be the main enzymes involved in flavonoid hydroxylation, whereas other cytochrome P450 isozymes seem to be involved in flavonoid demethylation.

AB - 1. Sixteen naturally occurring flavonoids were investigated as substrates for cytochrome P450 in uninduced and Aroclor 1254-induced rat liver microsomes. Naringenin, hesperetin, chrysin, apigenin, tangeretin, kaempferol, galangin and tamarixetin were all metabolized extensively by induced rat liver microsomes but only to a minor extent by uninduced microsomes. No metabolites were detected from eriodictyol, taxifolin, luteolin, quercetin, myricetin, fisetin, morin or isorhamnetin. 2. The identity of the metabolites was elucidated using lc-ms and H-1-nmr, and was consistent with a general metabolic pathway leading to the corresponding 3',4'-dihydroxylated flavonoids either by hydroxylation or demethylation. Structural requirements for microsomal hydroxylation appeared to be a single or no hydroxy group on the B-ring of the flavan nucleus. The presence of two or more hydroxy groups on the B-ring seemed to prevent further hydroxylation. The results indicate that demethylation only occurs in the B-ring when the methoxy group is positioned at C-4'-, and not at the C-3'-position. 3. The CYP1A isozymes were found to be the main enzymes involved in flavonoid hydroxylation, whereas other cytochrome P450 isozymes seem to be involved in flavonoid demethylation.

KW - monooxygenase activities mutagenic activity in-vivo metabolism cytochrome-p-450 bioflavonoids quercetin constituents activation inhibition

U2 - 10.1080/004982598239498

DO - 10.1080/004982598239498

M3 - Tidsskriftartikel

C2 - 9604302

VL - 28

SP - 389

EP - 401

JO - Xenobiotica

JF - Xenobiotica

SN - 0049-8254

IS - 4

ER -

ID: 38062018