期刊
CARBOHYDRATE RESEARCH
卷 373, 期 -, 页码 59-63出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2013.03.002
关键词
Zearalenol; Masked mycotoxins; Phase II metabolites; Glucuronidation; Methyl glucuronate reduction
资金
- Theodor Korner fund (Vienna, Austria)
- Austrian Federal Ministry of Economy, Family and Youth
- National Foundation for Research, Technology and Development
An improved and reproducible procedure for the preparation of four different glycosides of the mycotoxins alpha- and beta-zearalenol (alpha,beta-ZEL), both metabolites of the Fusarium toxin zearalenone (ZEN), is reported. These conjugated or masked mycotoxins are formed during phase II metabolism in plants (glucosides) or animals and humans (glucuronides). Improved regioselective Konigs-Knorr glucuronidation was applied to ZEN followed by reduction of the keto group of the mycotoxin, leading to alpha- and beta-configuration of ZEL and also to a partial reduction of the glucuronic acid methyl ester to obtain the corresponding glucosides. After deprotection of the sugar moiety, alpha- and beta-zearalenol-14-beta,D-glucuronide as well as the corresponding glucosides were isolated at once using preparative HPLC. The reduction step was studied under different reaction conditions to finally develop an optimized and also tunable procedure for the first simultaneous preparation of both, glucosides and glucuronides of a xenobiotic substance in reasonable amounts to be used as reference materials for bioanalytical and toxicological investigations. (C) 2013 Elsevier Ltd. All rights reserved.
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