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6-Prenylnaringenin from Hops Disrupts ERalpha-Mediated Downregulation of CYP1A1 to Facilitate Estrogen Detoxification.
Hitzman RT, Dunlap TL, Howell CE, Chen SN, Vollmer G, Pauli GF, Bolton JL, Dietz BM. Hitzman RT, et al. Chem Res Toxicol. 2020 Nov 16;33(11):2793-2803. doi: 10.1021/acs.chemrestox.0c00194. Epub 2020 Oct 12. Chem Res Toxicol. 2020. PMID: 32986415 Free PMC article.
An In-Cell Western MCF-7 cell assay revealed hop extract and 6-prenylnaringenin (6-PN) degraded ERalpha via an AhR-dependent mechanism. Reverse transcription PCR and xenobiotic response element luciferase assays showed hop extract and 6-PN-mediated activation of AhR …
An In-Cell Western MCF-7 cell assay revealed hop extract and 6-prenylnaringenin (6-PN) degraded ERalpha via an AhR-dependent m …
Hops compounds modulatory effects and 6-prenylnaringenin dual mode of action on GABA(A) receptors.
Benkherouf AY, Logrén N, Somborac T, Kortesniemi M, Soini SL, Yang B, Salo-Ahen OMH, Laaksonen O, Uusi-Oukari M. Benkherouf AY, et al. Eur J Pharmacol. 2020 Apr 15;873:172962. doi: 10.1016/j.ejphar.2020.172962. Epub 2020 Jan 27. Eur J Pharmacol. 2020. PMID: 32001220 Free article.
Flumazenil had no significant effects on humulone- or 6-prenylnaringenin-induced displacement of [(3)H]EBOB binding. [(3)H]Ro 15-4513 and [(3)H]flunitrazepam displacements were only minor with humulone but surprisingly prominent with 6-prenylnaringenin
Flumazenil had no significant effects on humulone- or 6-prenylnaringenin-induced displacement of [(3)H]EBOB binding. [(3)H]Ro …
Semi-Synthetic Approach Leading to 8-Prenylnaringenin and 6-Prenylnaringenin: Optimization of the Microwave-Assisted Demethylation of Xanthohumol Using Design of Experiments.
Urmann C, Riepl H. Urmann C, et al. Molecules. 2020 Sep 2;25(17):4007. doi: 10.3390/molecules25174007. Molecules. 2020. PMID: 32887388 Free PMC article.
The isomers 8-prenylnaringenin and 6-prenylnaringenin, both secondary metabolites occurring in hops, show interesting biological effects, like estrogen-like, cytotoxic, or neuro regenerative activities. ...In this study, the demethylation of xanthohumol to 8-prenyln …
The isomers 8-prenylnaringenin and 6-prenylnaringenin, both secondary metabolites occurring in hops, show interesting biologic …
Biochemical Characterization of a Novel Prenyltransferase from Streptomyces sp. NT11 and Development of a Recombinant Strain for the Production of 6-Prenylnaringenin.
Qiu C, Liu Y, Wu Y, Zhao L, Pei J. Qiu C, et al. J Agric Food Chem. 2021 Dec 1;69(47):14231-14240. doi: 10.1021/acs.jafc.1c06094. Epub 2021 Nov 18. J Agric Food Chem. 2021. PMID: 34793146
Several promiscuous kinase and isopentenyl phosphate kinase genes were screened to develop the most efficient dimethylallyl diphosphate (DMAPP) synthesis pathway for 6-prenylnaringenin synthesis in E. coli. The 6-prenylnaringenin production was improve …
Several promiscuous kinase and isopentenyl phosphate kinase genes were screened to develop the most efficient dimethylallyl diphosphate (DMA …
The Oral Bioavailability of 8-Prenylnaringenin from Hops (Humulus Lupulus L.) in Healthy Women and Men is Significantly Higher than that of its Positional Isomer 6-Prenylnaringenin in a Randomized Crossover Trial.
Calvo-Castro LA, Burkard M, Sus N, Scheubeck G, Leischner C, Lauer UM, Bosy-Westphal A, Hund V, Busch C, Venturelli S, Frank J. Calvo-Castro LA, et al. Mol Nutr Food Res. 2018 Apr;62(7):e1700838. doi: 10.1002/mnfr.201700838. Epub 2018 Mar 1. Mol Nutr Food Res. 2018. PMID: 29363261 Clinical Trial.
SCOPE: Prenylated chalcones and flavonoids from hop (Humulus lupulus L.), such as 6-prenylnaringenin (6-PN) and 8-prenylnaringenin (8-PN), are investigated for their health beneficial and anticancer activities. ...
SCOPE: Prenylated chalcones and flavonoids from hop (Humulus lupulus L.), such as 6-prenylnaringenin (6-PN) and 8-prenylnaring …
The Influence of 6-Prenylnaringenin and Selected Non-prenylated Flavonoids on the Activity of Kv1.3 Channels in Human Jurkat T Cells.
Teisseyre A, Palko-Labuz A, Uryga A, Michalak K. Teisseyre A, et al. J Membr Biol. 2018 Dec;251(5-6):695-704. doi: 10.1007/s00232-018-0046-7. Epub 2018 Sep 5. J Membr Biol. 2018. PMID: 30187077
The influence of a prenylated flavonoid-6-prenylnaringenin (6-PR) and selected non-prenylated flavonoids: acacetin, chrysin, baicalein, wogonin, and luteolin on the activity of voltage-gated potassium channels Kv1.3 was investigated in human leukemic Jurkat T cells. …
The influence of a prenylated flavonoid-6-prenylnaringenin (6-PR) and selected non-prenylated flavonoids: acacetin, chrysin, b …
Blockade of T-type calcium channels by 6-prenylnaringenin, a hop component, alleviates neuropathic and visceral pain in mice.
Sekiguchi F, Fujita T, Deguchi T, Yamaoka S, Tomochika K, Tsubota M, Ono S, Horaguchi Y, Ichii M, Ichikawa M, Ueno Y, Koike N, Tanino T, Nguyen HD, Okada T, Nishikawa H, Yoshida S, Ohkubo T, Toyooka N, Murata K, Matsuda H, Kawabata A. Sekiguchi F, et al. Neuropharmacology. 2018 Aug;138:232-244. doi: 10.1016/j.neuropharm.2018.06.020. Epub 2018 Jun 18. Neuropharmacology. 2018. PMID: 29913186
Interestingly, hop-derived SG analogues, (2S)-6-prenylnaringenin (6-PNG) and (2S)-8-PNG, but not naringenin, also blocked T-channels; IC(50) (muM) of SG, (2S)-6-PNG and (2S)-8-PNG was 0.68-0.75 for Ca(v)3.2 and 0.99-1.41 for Ca(v)3.1. (2S)-6-PNG and (2S)-8-PNG, but …
Interestingly, hop-derived SG analogues, (2S)-6-prenylnaringenin (6-PNG) and (2S)-8-PNG, but not naringenin, also blocked T-ch …
Stereospecific quantitation of 6-prenylnaringenin in commercially available H. lupulus-containing natural health products and dietary supplements.
Martinez SE, Davies NM. Martinez SE, et al. Res Pharm Sci. 2015 May-Jun;10(3):182-91. Res Pharm Sci. 2015. PMID: 26600844 Free PMC article.
6-Prenylnaringenin (6PN) is a chiral prenylflavonoid found most prevalently in hops (Humulus lupulus) and present in hops and hop products. ...
6-Prenylnaringenin (6PN) is a chiral prenylflavonoid found most prevalently in hops (Humulus lupulus) and present in hops and
Quantification of xanthohumol, isoxanthohumol, 8-prenylnaringenin, and 6-prenylnaringenin in hop extracts and derived capsules using secondary standards.
Dhooghe L, Naessens T, Heyerick A, De Keukeleire D, Vlietinck AJ, Pieters L, Apers S. Dhooghe L, et al. Talanta. 2010 Dec 15;83(2):448-56. doi: 10.1016/j.talanta.2010.09.041. Epub 2010 Oct 1. Talanta. 2010. PMID: 21111159
Hop is a well-known and already frequently used estrogenic phytotherapeutic, containing the interesting prenylflavonoids, xanthohumol (XN), isoxanthohumol (IXN), 8- and 6-prenylnaringenin (8-PN and 6-PN). Since the use of secondary standards can form a solution when …
Hop is a well-known and already frequently used estrogenic phytotherapeutic, containing the interesting prenylflavonoids, xanthohumol (XN), …
59 results