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Med Chem Res. 2012 Dec;21(12):4230-4238. Epub 2012 Jan 7.

Antiproliferative activity and synthesis of 8-prenylnaringenin derivatives by demethylation of 7-O- and 4'-O-substituted isoxanthohumols.

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  • 1Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland.

Abstract

Several analogues of 7-O- and 4'-O-substituted isoxanthohumol and 8-prenylnaringenin, the strongest known phytoestrogen and potential anticancerogenic agent, were synthesized. Acyl, alkyl, and allyl derivatives of isoxanthohumol underwent the demethylation process using MgI(2 )× 2Et(2)O in anhydrous THF with the yields of 61-89%. Some of the compounds approached the international criteria of antiproliferative activity (4 μg/ml) for synthetic agents against the human cancer cell lines.

PMID:
23087590
[PubMed]
PMCID:
PMC3474914
Free PMC Article
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