The endocrine activities of 8-prenylnaringenin and related hop (Humulus lupulus L.) flavonoids.

@article{Milligan2000TheEA,
  title={The endocrine activities of 8-prenylnaringenin and related hop (Humulus lupulus L.) flavonoids.},
  author={Stuart R. Milligan and Jogen Chandra Kalita and Victoria Pocock and V Van De Kauter and J. Frederik Stevens and Max L. Deinzer and H Rong and Denis de Keukeleire},
  journal={The Journal of clinical endocrinology and metabolism},
  year={2000},
  volume={85 12},
  pages={
          4912-5
        }
}
The female flowers of the hop plant have long been used as a preservative and a flavoring agent in beer, but they are now being included in some herbal preparations for women for "breast enhancement." This study investigated the relative estrogenic, androgenic and progestogenic activities of the known phytoestrogen, 8-prenylnaringenin, and structurally related hop flavonoids. 6-Prenylnaringenin, 6,8-diprenylnaringenin and 8-geranylnaringenin exhibited some estrogenicity, but their potency was… 
Hop (Humulus lupulus L.) Extract and 6-Prenylnaringenin Induce P450 1A1 Catalyzed Estrogen 2-Hydroxylation
TLDR
Data show that the hop extract and 6-PN preferentially enhance the nontoxic estrogen 2-hydroxylation pathway through AhR mediated up-regulation of P450 1A1, which further emphasizes the importance of standardization of botanical extracts to multiple chemical markers for both safety and desired bioactivity.
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This review provides insight into the unusual hop phytoestrogens and shows numerous health benefits associated with their wide spectrum of biological activities including estrogenic, anticancer, neuropreventive, antinflamatory, and antimicrobial properties.
The Hop Polyphenols Xanthohumol and 8-Prenyl-Naringenin Antagonize the Estrogenic Effects of Fusarium Mycotoxins in Human Endometrial Cancer Cells
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It is suggested that prenylated chalkones from hops might protect against Fusarium toxin–induced endocrine disruptive activities at concentrations that can be reached by moderate beer consumption.
6-Prenylnaringenin from Hops Disrupts ERα-mediated Downregulation of CYP1A1 to Facilitate Estrogen Detoxification.
TLDR
Results suggest that the standardized hop extract and 6-PN activate AhR to attenuate epigenetic inhibition of CYP1A1 through degradation of ERα, ultimately increasing 2-hydroxylated estrogens.
Preparation of Hop Estrogen-Active Material for Production of Food Supplements
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The aim of this study was to optimize the conditions to produce 8-prenylnaringenin-rich material by the magnesium oxide-catalyzed thermal isomerization of desmethylxanthohumol and to help alleviate the symptoms of menopausal disorders.
IDENTIFICATION OF HUMAN HEPATIC CYTOCHROME P450 ENZYMES INVOLVED IN THE METABOLISM OF 8-PRENYLNARINGENIN AND ISOXANTHOHUMOL FROM HOPS (HUMULUS LUPULUS L.)
TLDR
The results suggest that the estrogenicity of hop constituents in vivo will depend in part on metabolic conversion that may show individual variation.
Biologically Active Compounds from Hops and Prospects for Their Use.
TLDR
Information presented in this review confirms the significant potential for the use of hops in the pharmaceutical industry and provides an understanding of beer as a natural drink that, although moderately consumed, may become a source of many health-promoting compounds.
DESIGNER Extracts as Tools to Balance Estrogenic and Chemopreventive Activities of Botanicals for Women’s Health
TLDR
The feasibility of modulating the concentrations of bioactive compounds in botanical extracts for potentially improved efficacy and safety is demonstrated for hops.
Formation of (2R)- and (2S)-8-Prenylnaringenin Glucuronides by Human UDP-Glucuronosyltransferases.
TLDR
Human liver microsomes and 11 recombinant human UDP-glucuronosyltransferases (UGTs) were used to catalyze formation of the two oxygen-linked glucuronides of purified (2R)- 8-PN and (2S)-8-PN, which were subsequently identified using mass spectrometry and NMR spectroscopy.
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