906368-84-1Relevant academic research and scientific papers
An efficient synthesis of the phytoestrogen 8-prenylnaringenin from xanthohumol by a novel demethylation process
Wilhelm, Heike,Wessjohann, Ludger A.
, p. 6961 - 6966 (2006)
8-Prenylnaringenin, a flavonoid, is the strongest known phytoestrogen (plant derived estrogen mimic) used in phytomedicinal applications. Starting from xanthohumol a byproduct of hops-extraction, 8-prenylnaringenin can be synthesized via isoxanthohumol. Of various demethylation procedures tested, the best yield (92%) is obtained by treatment with scandium trifluoromethanesulfonate and potassium iodide without any need of protection. The demethylation with AlBr3/collidine and of the TIPS protected isoxanthohumol provides good results too.
METHOD FOR PRODUCING NARINGENIN DERIVATIVES FROM XANTHOHUMOL
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Page/Page column 12, (2008/06/13)
The invention relates to an efficient method for producing naringenin derivatives from xanthohumol or derivatives thereof. The method comprises, in particular, the production of isoxanthohumol, for example, even in an enantiomer-enriched form, from xanthohumol and subsequently demethylating isoxanthohumol according to specific procedures while obtaining corresponding naringenin derivatives such as 8-prenylnaringenin.
