- TRICHOTHECENE METABOLISM STUDIES. 2. STRUCTURE OF 3α-(1''β-D-GLUCOPYRANOSIDURONYL)-8α-ISOVALERYLOXY-SCIRPEN-3,4Β,15-TRIOL 15-ACETATE PRODUCED FROM T-2 TOXIN IN VITRO
-
The preparation and structure determination of the title compound is described.
- Roush, William R.,Marletta, Michael A.,Russo-Rodriquez, Sandra,Recchia, Joanne
-
-
Read Online
- HT-2 toxin 4-glucuronide as new T-2 toxin metabolite: Enzymatic synthesis, analysis, and species specific formation of T-2 and HT-2 toxin glucuronides by rat, mouse, pig, and human liver microsomes
-
Glucuronides of the mycotoxin T-2 toxin and its phase I metabolite HT-2 toxin are important phase II metabolites under in vivo and in vitro conditions. Since standard substances are essential for the direct quantitation of these glucuronides, a method for the enzymatic synthesis of T-2 and HT-2 toxin glucuronides employing liver microsomes was optimized. Structure elucidation by nuclear magnetic resonance spectroscopy (NMR) and mass spectrometry revealed that besides T-2 toxin glucuronide and HT-2 toxin 3-glucuronide also the newly identified isomer HT-2 toxin 4-glucuronide was formed. Glucuronidation of T-2 and HT-2 toxin in liver microsomes of rat, mouse, pig, and human was compared and metabolites were analyzed directly by liquid chromatography coupled with tandem mass spectrometry (LC-MS/MS). A distinct, species specific pattern of glucuronidation of T-2 and HT-2 toxin was observed with interesting interindividual differences. Until recently, glucuronides have frequently been analyzed indirectly by quantitation of the aglycone after enzymatic cleavage of the glucuronides by β-glucuronidase. Therefore, the hydrolysis efficiencies of T-2 and HT-2 toxin glucuronides using β-glucuronidases from Helix pomatia, bovine liver, and Escherichia coli were compared.
- Welsch, Tanja,Humpf, Hans-Ulrich
-
p. 10170 - 10178,9
(2020/09/15)
-