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Titre du document / Document title

Xanthohumol and related prenylflavonoids from hops and beer: to your good health!

Auteur(s) / Author(s)

STEVENS Jan F. (1) ; PAGE Jonathan E. (2) ;

Affiliation(s) du ou des auteurs / Author(s) Affiliation(s)

(1) Department of Chemistry and the Linus Pauling Institute, Oregon State University, 117 Weniger Hall, Corvallis, OR 97331, ETATS-UNIS
(2) Plant Biotechnology Institute, National Research Council of Canada, 110 Gymnasium Place, Saskatoon, Sask., S7N 0W9, CANADA

Résumé / Abstract

Xanthohumol (3'-[3,3-dimethyl allyl]-2',4',4-trihydroxy-6'-methoxychalcone) is the principal prenylated flavonoid of the female inflorescences of the hop plant ('hops'), an ingredient of beer. Human exposure to xanthohumol and related prenylflavonoids, such as 8-prenylnaringenin and isoxanthohumol, is primarily through beer consumption. Xanthohumol has been characterized a 'broad-spectrum' cancer chemopreventive agent in in vitro studies, while 8-prenylnaringenin enjoys fame as the most potent phytoestrogen known to date. These biological activities suggest that prenylflavonoids from hops have potential for application in cancer prevention programs and in prevention or treatment of (post-)menopausal 'hot flashes' and osteoporosis. Xanthohumol and 8-prenylnaringenin are metabolized into many flavonoid derivatives with modified 3,3-dimethyl allyl (prenyl) moieties. Xanthohumol is formed in lupulin glands by a specialized branch of flavonoid biosynthesis that involves prenylation and O-methylation of the polyketide intermediate chalconaringenin. Although a lupulin gland-specific chalcone synthase is known, the aromatic prenyl-transferase and O-methyltransferase participating in xanthohumol have not been identified. The prenylflavonoid pathway is a possible target for breeding or biotechnological modification of hops with the aim of increasing xanthohumol levels for beer brewing and 8-prenylnaringenin levels for pharmaceutical production.

Revue / Journal Title

Phytochemistry    ISSN  0031-9422 

Source / Source

2004, vol. 65, no10, pp. 1317-1330 [14 page(s) (article)] (1 p.3/4)

Langue / Language

Anglais

Editeur / Publisher

Elsevier, Amsterdam, PAYS-BAS  (1961) (Revue)

Mots-clés anglais / English Keywords

Production

;

Polyketide

;

Methylation

;

Biosynthesis

;

Branch

;

Gland

;

Biological activity

;

In vitro

;

Human

;

Inflorescence

;

Flavonoid

;

Hop

;

Mots-clés français / French Keywords

Production

;

Polycétide

;

Méthylation

;

Biosynthèse

;

Branche

;

Glande

;

Activité biologique

;

In vitro

;

Homme

;

Inflorescence

;

Flavonoïde

;

Houblon

;

Mots-clés espagnols / Spanish Keywords

Producción

;

Policetido

;

Metilación

;

Biosíntesis

;

Rama

;

Glándula

;

Actividad biológica

;

In vitro

;

Hombre

;

Inflorescencia

;

Flavonoide

;

Lúpulo

;

Mots-clés d'auteur / Author Keywords

Xanthohumol

;

8-Prenylnaringenin

;

Prenylflavonoids

;

Flavonoids

;

Hops

;

Humulus lupulus

;

Beer

;

Antioxidant

;

Cancer chemoprevention

;

Phytoestrogen

;

Breast enhancement

;

Localisation / Location

INIST-CNRS, Cote INIST : 9408, 35400012006731.0010

Nº notice refdoc (ud4) : 15915760



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