Synthesis, isolation and identification of glucuronides and mercapturic acids of a novel antiparasitic agent, licochalcone A
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Synthesis, isolation and identification of glucuronides and mercapturic acids of a novel antiparasitic agent, licochalcone A. / Nadelmann, L.; Tjornelund, J.; Hansen, S. H.; Cornett, Claus; Sidelmann, U. G.; Braumann, U.; Christensen, E.; Christensen, S. B.
In: Xenobiotica, Vol. 27, No. 7, 1997, p. 667-680.Research output: Contribution to journal › Journal article › peer-review
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T1 - Synthesis, isolation and identification of glucuronides and mercapturic acids of a novel antiparasitic agent, licochalcone A
AU - Nadelmann, L.
AU - Tjornelund, J.
AU - Hansen, S. H.
AU - Cornett, Claus
AU - Sidelmann, U. G.
AU - Braumann, U.
AU - Christensen, E.
AU - Christensen, S. B.
PY - 1997
Y1 - 1997
N2 - 1. Four glucuronic acid conjugates of licochalcone A (Lica), and their metabolites, have been synthesized using rabbit and pig liver microsomes and purified by preparative hplc. 2. The glucuronides were identified as E-Lica 4'-O-beta-glucuronide, E and Z-Lica 4-O-beta-glucuronide and a mono-glucuronide conjugate of a beta-hydroxylated Lica metabolite. The metabolites were identified by hplc-nmr (one and two-dimensional nmr) as well as hplc-ms. 3. At pH 8.5 Lica reacted with N-acetyl-L-cysteine giving the two epimeric conjugates, which were then isolated by preparative hplc and identified by one and two-dimensional nmr spectroscopic methods. 4. Only two glucuronic acid conjugates (E- and Z-Lica 4-O-beta-glucuronide) were found in the urine of rat after i.p. administration of a single dose of Lica.
AB - 1. Four glucuronic acid conjugates of licochalcone A (Lica), and their metabolites, have been synthesized using rabbit and pig liver microsomes and purified by preparative hplc. 2. The glucuronides were identified as E-Lica 4'-O-beta-glucuronide, E and Z-Lica 4-O-beta-glucuronide and a mono-glucuronide conjugate of a beta-hydroxylated Lica metabolite. The metabolites were identified by hplc-nmr (one and two-dimensional nmr) as well as hplc-ms. 3. At pH 8.5 Lica reacted with N-acetyl-L-cysteine giving the two epimeric conjugates, which were then isolated by preparative hplc and identified by one and two-dimensional nmr spectroscopic methods. 4. Only two glucuronic acid conjugates (E- and Z-Lica 4-O-beta-glucuronide) were found in the urine of rat after i.p. administration of a single dose of Lica.
KW - performance liquid-chromatography magnetic-resonance spectroscopy dynamically modified silica h-1-nmr spectroscopy glutathione adduct metabolites urine leishmania ibuprofen mice
M3 - Tidsskriftartikel
VL - 27
SP - 667
EP - 680
JO - Xenobiotica
JF - Xenobiotica
SN - 0049-8254
IS - 7
ER -
ID: 38061951