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Synthesis, isolation and identification of glucuronides and mercapturic acids of a novel antiparasitic agent, licochalcone A

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningfagfællebedømt

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.
OriginalsprogUdefineret/Ukendt
TidsskriftXenobiotica
Vol/bind27
Udgave nummer7
Sider (fra-til)667-680
Antal sider14
ISSN0049-8254
StatusUdgivet - 1997

    Forskningsområder

  • performance liquid-chromatography magnetic-resonance spectroscopy dynamically modified silica h-1-nmr spectroscopy glutathione adduct metabolites urine leishmania ibuprofen mice

ID: 38061951