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

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...

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Autores principales: Anioł, Mirosław, Świderska, Anna, Stompor, Monika, Żołnierczyk, Anna Katarzyna
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer-Verlag 2012
Materias:
Original Research
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3474914/
https://www.ncbi.nlm.nih.gov/pubmed/23087590
http://dx.doi.org/10.1007/s00044-011-9967-8
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author Anioł, Mirosław
Świderska, Anna
Stompor, Monika
Żołnierczyk, Anna Katarzyna
author_facet Anioł, Mirosław
Świderska, Anna
Stompor, Monika
Żołnierczyk, Anna Katarzyna
author_sort Anioł, Mirosław
collection PubMed
description 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.
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spelling pubmed-34749142012-10-18 Antiproliferative activity and synthesis of 8-prenylnaringenin derivatives by demethylation of 7-O- and 4′-O-substituted isoxanthohumols Anioł, Mirosław Świderska, Anna Stompor, Monika Żołnierczyk, Anna Katarzyna Med Chem Res Original Research 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. Springer-Verlag 2012-01-07 2012 /pmc/articles/PMC3474914/ /pubmed/23087590 http://dx.doi.org/10.1007/s00044-011-9967-8 Text en © The Author(s) 2012 https://creativecommons.org/licenses/by-nc/4.0/ This article is distributed under the terms of the Creative Commons Attribution Noncommercial License which permits any noncommercial use, distribution, and reproduction in any medium, provided the original author(s) and source are credited.
spellingShingle Original Research
Anioł, Mirosław
Świderska, Anna
Stompor, Monika
Żołnierczyk, Anna Katarzyna
Antiproliferative activity and synthesis of 8-prenylnaringenin derivatives by demethylation of 7-O- and 4′-O-substituted isoxanthohumols
title Antiproliferative activity and synthesis of 8-prenylnaringenin derivatives by demethylation of 7-O- and 4′-O-substituted isoxanthohumols
title_full Antiproliferative activity and synthesis of 8-prenylnaringenin derivatives by demethylation of 7-O- and 4′-O-substituted isoxanthohumols
title_fullStr Antiproliferative activity and synthesis of 8-prenylnaringenin derivatives by demethylation of 7-O- and 4′-O-substituted isoxanthohumols
title_full_unstemmed Antiproliferative activity and synthesis of 8-prenylnaringenin derivatives by demethylation of 7-O- and 4′-O-substituted isoxanthohumols
title_short Antiproliferative activity and synthesis of 8-prenylnaringenin derivatives by demethylation of 7-O- and 4′-O-substituted isoxanthohumols
title_sort antiproliferative activity and synthesis of 8-prenylnaringenin derivatives by demethylation of 7-o- and 4′-o-substituted isoxanthohumols
topic Original Research
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3474914/
https://www.ncbi.nlm.nih.gov/pubmed/23087590
http://dx.doi.org/10.1007/s00044-011-9967-8
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