Synthesis, isolation and identification of glucuronides and mercapturic acids of a novel antiparasitic agent, licochalcone A
1997; Taylor & Francis; Volume: 27; Issue: 7 Linguagem: Inglês
10.1080/004982597240262
ISSN1366-5928
AutoresLynda Nadelmann, Jette Tjørnelund, Steen Honoré Hansen, Claus Cornett, Ulla G. Sidelmann, Ulrich Braumann, E.L. Christensen, S. Brøgger Christensen,
Tópico(s)Natural product bioactivities and synthesis
Resumo1. Four glucuronic acidconjugates 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-β-glucuronide, E and Z-Lica 4-O-β-glucuronide and a mono-glucuronide conjugate of a β-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 twoepimeric conjugates, which were then isolated by preparative hplc and identified by one and two-dimensional nmr spectroscopic methods. 4. Only twoglucuronic acid conjugates (E- and Z-Lica 4-O-β-glucuronide) were found in the urine of rat after i.p. administration of a single dose of Lica.
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