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Hop Phytochemicals and Their Potential Role in Metabolic Syndrome Prevention and Therapy

. 2017 Oct 19 ; 22 (10) : . [epub] 20171019

Language English Country Switzerland Media electronic

Document type Journal Article, Review

Links

PubMed 29048380
PubMed Central PMC6151408
DOI 10.3390/molecules22101761
PII: molecules22101761
Knihovny.cz E-resources

Historically, hop cones (Humulus lupulus) have been used since ancient times as a remedy for many ailments and, as a source of polyphenols and bitter acids, is very effective in the treatment of metabolic syndrome (MS). Hop flavonoids, particularly xanthohumol (XN), are substances with hypoglycemic, antihyperlipidemic, and antiobesity activities. Iso-α-acids (IAA) and matured hop bitter acids (MHBA) improve health by influencing lipid metabolism, glucose tolerance, and body weight. The modulatory effect of IAA and MHBA on lipid metabolism may also be responsible for a loss in body weight. These results suggest promising applications for IAA, MHBA, and XN in humans, particularly in the prevention of diet-induced obesity and diabetes.

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Calzolari D., Magagnini G., Lucini L., Grassi G., Appendino G.B., Amaducci S. High added-value compounds from Cannabis threshing residues. Ind. Crop Prod. 2017;108:558–563. doi: 10.1016/j.indcrop.2017.06.063. DOI

Appendino G., Chianese G., Taglialatela-Scafati O. Cannabinoids: Occurrence and medicinal chemistry. Curr. Med. Chem. 2011;18:1085–1099. doi: 10.2174/092986711794940888. PubMed DOI

Roberts T.R., Wilson R.J.H. Hops. In: Priest F.G., Stewart G.G., editors. Handbook of Brewing. 2nd ed. CRC Press, Taylor and Francis Group; Boca Raton, FL, USA: 2006. pp. 177–279.

Karabin M., Hudcova T., Jelinek L., Dostalek P. Biologically active compounds from hops and prospects for their use. Compr. Rev. Food Sci. Food Saf. 2016;15:542–567. doi: 10.1111/1541-4337.12201. PubMed DOI

Karabin M., Hudcova T., Jelinek L., Dostalek P. Biotransformations and biological activities of hop flavonoids. Biotechnol. Adv. 2015;33:1063–1090. doi: 10.1016/j.biotechadv.2015.02.009. PubMed DOI

Koetter U., Biendl M. Hops (Humulus lupulus): A review of its historic and medicinal uses. HerbalGram. 2010;87:44–57.

Zanoli P., Zavatti M. Pharmacognostic and pharmacological profile of Humulus lupulus L. J. Ethnopharmacol. 2008;116:383–396. doi: 10.1016/j.jep.2008.01.011. PubMed DOI

Dimpfel W., Suter A. Sleep improving effects of a single dose administration of a valerian/hops fluid extract. Eur. J. Med. Res. 2008;13:200–204. PubMed

Milligan S.R., Kalita J.C., Heyerick A., Rong H., De Cooman L., De Keukeleire D. Identification of a potent phytoestrogen in hops (Humulus lupulus L.) and beer. J. Clin. Endocrinol. MeTab. 1999;84:2249–2252. doi: 10.1210/jcem.84.6.5887. PubMed DOI

Liu M., Yin H., Qian X.K., Dong J.J., Qian Z.H., Miao J.L. Xanthohumol, a prenylated chalcone from hops, inhibits the viability and stemness of doxorubicin-resistant MCF-7/ADR cells. Molecules. 2017;22:36. doi: 10.3390/molecules22010036. PubMed DOI PMC

Gerhauser C., Alt A., Heiss E., Gamal-Eldeen A., Klimo K., Knauft J., Neumann I., Scherf H.R., Frank N., Bartsch H., et al. Cancer chemopreventive activity of xanthohumol, a natural product derived from hop. Mol. Cancer Ther. 2002;1:959–969. PubMed

Gerhäuser C. Phenolic beer compounds to prevent cancer. In: Preedy V.R., editor. Beer in Health and Disease Prevention. Academic Press; San Diego, CA, USA: 2009. pp. 669–684.

Verzele M., Stockx J., Fontijn F., Anteunis M. Xanthohumol, a new natural chalkone. Bull. Soc. Chim. Belg. 1957;66:452–475. doi: 10.1002/bscb.19570660137. DOI

Liu M., Hansen P.E., Wang G.Z., Qiu L., Dong J.J., Yin H., Qian Z.H., Yang M., Miao J.L. Pharmacological profile of xanthohumol, a prenylated flavonoid from hops (Humulus lupulus) Molecules. 2015;20:754–779. doi: 10.3390/molecules20010754. PubMed DOI PMC

Jelinek L., Karabin M., Kincl T., Hudcova T., Kotlikova B., Dostalek P. Xanthohumol: Possible isolation and beer enrichment. Chem. Listy. 2013;107:209–213.

Magalhaes P.J., Carvalho D.O., Cruz J.M., Guido L.F., Barros A.A. Fundamentals and health benefits of xanthohumol, a natural product derived from hops and beer. Nat. Prod. Commun. 2009;4:591–610. PubMed

Karabin M., Jelinek L., Kincl T., Hudcova T., Kotlikova B., Dostalek P. New approach to the production of xanthohumol-enriched beers. J. Inst. Brew. 2013;119:98–102. doi: 10.1002/jib.71. DOI

Magalhaes P.J., Dostalek P., Cruz J.M., Guido L.F., Barros A.A. The impact of a xanthohumol-enriched hop product on the behavior of xanthohumol and isoxanthohumol in pale and dark beers: A pilot scale approach. J. Inst. Brew. 2008;114:246–256. doi: 10.1002/j.2050-0416.2008.tb00335.x. DOI

Wunderlich S., Zurcher A., Back W. Enrichment of xanthohumol in the brewing process. Mol. Nutr. Food Res. 2005;49:874–881. doi: 10.1002/mnfr.200500051. PubMed DOI

Verzele M., De Keukeleire D. Developments in Food Science—Chemistry and Analysis of Hop and Beer Bitter Acids. Volume 27. Elsevier; Amsterdam, The Netherlands: 1991. pp. 1–417.

Hofta P., Dostalek P., Sykora D. Liquid chromatography-diode array and electrospray high-accuracy mass spectrometry of iso-a-acids in DCHA-iso standard and beer. J. Inst. Brew. 2007;113:48–54. doi: 10.1002/j.2050-0416.2007.tb00255.x. DOI

Karabin M., Ryparova A., Jelinek L., Kunz T., Wietstock P., Methner F.J., Dostalek P. Relationship of iso-a-acid content and endogenous antioxidative potential during storage of lager beer. J. Inst. Brew. 2014;120:212–219. doi: 10.1002/jib.140. DOI

De Keukeleire D., Verzele M. The absolute configuration of the isohumulones and the humulinic acids. Tetrahedron. 1971;27:4939–4945. doi: 10.1016/S0040-4020(01)98199-2. DOI

Urban J., Dahlberg C.J., Carroll B.J., Kaminsky W. Absolute configuration of beer’s bitter compounds. Angew. Chem. Int. Ed. 2013;52:1553–1555. doi: 10.1002/anie.201208450. PubMed DOI PMC

Cermak P., Paleckova V., Houska M., Strohalm J., Novotna P., Mikyska A., Jurkova M., Sikorova M. Inhibitory effects of fresh hops on Helicobacter pylori strains. Czech J. Food Sci. 2015;33:302–307. doi: 10.17221/261/2014-CJFS. DOI

Taniguchi Y., Matsukura Y., Ozaki H., Nishimura K., Shindo K. Identification and quantification of the oxidation products derived from α-acids and β-acids during storage of hops (Humulus lupulus L.) J. Agric. Food. Chem. 2013;61:3121–3130. doi: 10.1021/jf3047187. PubMed DOI

Taniguchi Y., Taniguchi H., Matsukura Y., Kawachi Y., Shindo K. Structural elucidation of humulone autoxidation products and analysis of their occurrence in stored hops. J. Nat. Prod. 2014;77:1252–1261. doi: 10.1021/np4008427. PubMed DOI

Taniguchi Y., Matsukura Y., Taniguchi H., Koizumi H., Katayama M. Development of preparative and analytical methods of the hop bitter acid oxide fraction and chemical properties of its components. Biosci. Biotechnol. Biochem. 2015;79:1684–1694. doi: 10.1080/09168451.2015.1042832. PubMed DOI

Almaguer C., Schonberger C., Gastl M., Arendt E.K., Becker T. Humulus lupulus: A story that begs to be told. A review. J. Inst. Brew. 2014;120:289–314. doi: 10.1002/jib.160. DOI

Stevens J.F., Page J.E. Xanthohumol and related prenylflavonoids from hops and beer: To your good health! Phytochemistry. 2004;65:1317–1330. doi: 10.1016/j.phytochem.2004.04.025. PubMed DOI

Stevens J.F., Taylor A.W., Clawson J.E., Deinzer M.L. Fate of xanthohumol and related prenylflavonoids from hops to beer. J. Agric. Food Chem. 1999;47:2421–2428. doi: 10.1021/jf990101k. PubMed DOI

Kylin E. Studien ueber das hypertonie-hyperglykämie-hyperurikämiesyndrom. Zent. Inn. Med. 1923;44:105–127.

Vague J. The degree of masculine differentiation of obesities: A factor determining predisposition to diabetes, atherosclerosis, gout, and uric calculous disease. Am. J. Clin. Nutr. 1956;4:20–34. doi: 10.1002/j.1550-8528.1996.tb00536.x. PubMed DOI

Himsworth H.P. Diabetes mellitus: Its differentiation into insulin-sensitive and insulin-insensitive types. Lancet. 1936;227:127–130. doi: 10.1016/S0140-6736(01)36134-2. PubMed DOI

Reaven G.M. Role of insulin resistance in human-disease. Diabetes. 1988;37:1595–1607. doi: 10.2337/diab.37.12.1595. PubMed DOI

Kaplan N.M. The deadly quartet: Upper-body obesity, glucose-intolerance, hypertriglyceridemia, and hypertension. Arch. Intern. Med. 1989;149:1514–1520. doi: 10.1001/archinte.1989.00390070054005. PubMed DOI

O’Neill S., O’Driscoll L. Metabolic syndrome: A closer look at the growing epidemic and its associated pathologies. Obes. Rev. 2015;16:1–12. doi: 10.1111/obr.12229. PubMed DOI

Parikh R., Mohan V. Changing definitions of metabolic syndrome. Indian J. Endocrinol. MeTab. 2012;16:7–12. doi: 10.4103/2230-8210.91175. PubMed DOI PMC

Kaur J. A comprehensive review on metabolic syndrome. Cardiol. Res. Pract. 2014;2014:21. doi: 10.1155/2014/943162. PubMed DOI PMC

Vollenweider P., von Eckardstein A., Widmann C. HDLs, diabetes, and metabolic syndrome. In: von Eckardstein A., Kardassis D., editors. High Density Lipoproteins: From Biological Understanding to Clinical Exploitation. Springer; Cham, Switzerland: 2015. pp. 405–421. PubMed

Miranda C.L., Stevens J.F., Ivanov V., McCall M., Frei B., Deinzer M.L., Buhler D.R. Antioxidant and prooxidant actions of prenylated and nonprenylated chalcones and flavanones in vitro. J. Agric. Food Chem. 2000;48:3876–3884. doi: 10.1021/jf0002995. PubMed DOI

Legette L.L., Luna A.Y.M., Reed R.L., Miranda C.L., Bobe G., Proteau R.R., Stevens J.F. Xanthohumol lowers body weight and fasting plasma glucose in obese male zucker fa/fa rats. Phytochemistry. 2013;91:236–241. doi: 10.1016/j.phytochem.2012.04.018. PubMed DOI

Dillard C.J., German J.B. Phytochemicals: Nutraceuticals and human health. J. Sci. Food Agric. 2000;80:1744–1756. doi: 10.1002/1097-0010(20000915)80:12<1744::AID-JSFA725>3.0.CO;2-W. DOI

Bland J.S. Metabolic syndrome: The complex relationship of diet to conditions of disturbed. Funct. Foods Health Dis. 2011;1:1–12.

Jones J.L., Comperatore M., Barona J., Calle M.C., Andersen C., McIntosh M., Najm W., Lerman R.H., Fernandez M.L. A mediterranean-style, low-glycemic-load diet decreases atherogenic lipoproteins and reduces lipoprotein (a) and oxidized low-density lipoprotein in women with metabolic syndrome. Metab. Clin. Exp. 2012;61:366–372. doi: 10.1016/j.metabol.2011.07.013. PubMed DOI

Cicero A.F.G., Colletti A. Role of phytochemicals in the management of metabolic syndrome. Phytomedicine. 2016;23:1134–1144. doi: 10.1016/j.phymed.2015.11.009. PubMed DOI

Hanhineva K., Torronen R., Bondia-Pons I., Pekkinen J., Kolehmainen M., Mykkanan H., Poutanen K. Impact of dietary polyphenols on carbohydrate metabolism. Int. J. Mol. Sci. 2010;11:1365–1402. doi: 10.3390/ijms11041365. PubMed DOI PMC

Akaberi M., Hosseinzadeh H. Grapes (Vitis vinifera) as a potential candidate for the therapy of the metabolic syndrome. Phytother. Res. 2016;30:540–556. doi: 10.1002/ptr.5570. PubMed DOI

Havsteen B.H. The biochemistry and medical significance of the flavonoids. Pharmacol. Ther. 2002;96:67–202. doi: 10.1016/S0163-7258(02)00298-X. PubMed DOI

Mok S.Y., Lee S. Identification of flavonoids and flavonoid rhamnosides from Rhododendron mucronulatum for. albiflorum and their inhibitory activities against aldose reductase. Food Chem. 2013;136:969–974. PubMed

Kantsadi A.L., Apostolou A., Theofanous S., Stravodimos G.A., Kyriakis E., Gorgogietas V.A., Chatzileontiadou D.S.M., Pegiou K., Skamnaki V.T., Stagos D., et al. Biochemical and biological assessment of the inhibitory potency of extracts from vinification byproducts of Vitis vinifera extracts against glycogen phosphorylase. Food Chem. Toxicol. 2014;67:35–43. doi: 10.1016/j.fct.2014.01.055. PubMed DOI

Turner-McGrievy G., Harris M. Key elements of plant-based diets associated with reduced risk of metabolic syndrome. Curr. Diab. Rep. 2015;14:524. doi: 10.1007/s11892-014-0524-y. PubMed DOI

Rodriguez-Monforte M., Sanchez E., Barrio F., Costa B., Flores-Mateo G. Metabolic syndrome and dietary patterns: A systematic review and meta-analysis of observational studies. Eur. J. Nutr. 2017;56:925–947. doi: 10.1007/s00394-016-1305-y. PubMed DOI

Yang Y.J., Kim Y.J., Yang Y.K., Kim J.Y., Kwon O. Dietary flavan-3-ols intake and metabolic syndrome risk in Korean adults. Nutr. Res. Pract. 2012;6:68–77. doi: 10.4162/nrp.2012.6.1.68. PubMed DOI PMC

Amiot M.J., Riva C., Vinet A. Effects of dietary polyphenols on metabolic syndrome features in humans: A systematic review. Obes. Rev. 2016;17:573–586. doi: 10.1111/obr.12409. PubMed DOI

Osakabe N. Flavan 3-ols improve metabolic syndrome risk factors: Evidence and mechanisms. J. Clin. Biochem. Nutr. 2013;52:186–192. doi: 10.3164/jcbn.12-130. PubMed DOI PMC

Habauzit V., Milenkovic D., Morand C. Polyphenols in Human Health and Disease. Elsevier Inc.; San Diego, CA, USA: 2014. Vascular protective effects of fruit polyphenols; pp. 875–893.

Liu M., Yin H., Liu G., Dong J.J., Qian Z.H., Miao J.L. Xanthohumol, a prenylated chalcone from beer hops, acts as an a-glucosidase inhibitor in vitro. J. Agric. Food Chem. 2014;62:5548–5554. doi: 10.1021/jf500426z. PubMed DOI

Marquardt K., Watson R. Polyphenols and public health. In: Watson R., Preedy V., Zibadi S., editors. Polyphenols in Human Health and Disease. Elsevier Inc.; San Diego, CA, USA: 2014. pp. 9–15.

Kar P., Laight D., Rooprai H.K., Shaw K.M., Cummings M. Effects of grape seed extract in type 2 diabetic subjects at high cardiovascular risk: A double blind randomized placebo controlled trial examining metabolic markers, vascular tone, inflammation, oxidative stress and insulin sensitivity. Diabet. Med. 2009;26:526–531. doi: 10.1111/j.1464-5491.2009.02727.x. PubMed DOI

Guo H., Xia M. Anthocyanins and diabetes regulation. In: Watson R., Preedy V., Zibadi S., editors. Polyphenols in Human Health and Disease. Elsevier Inc.; San Diego, CA, USA: 2014. pp. 83–93.

Tan B., Ong K. Influence of dietary polyphenols on carbohydrates metabolism. In: Watson R., Preedy V., Zibadi S., editors. Polyphenols in Human Health and Disease. Elsevier Inc.; San Diego, CA, USA: 2014. pp. 95–111.

Unnikrishnan M., Veerapur V., Nayak Y., Mudgal P., Mathew G. Antidiabetic, antihyperlipidemic and antioxidant effect of the flavonoids. In: Watson R., Preedy V., Zibadi S., editors. Polyphenols in human health and disease. Elsevier Inc.; San Diego, CA, USA: 2014. pp. 143–161.

Prieto M.A.V., Bettaieb A., Lanzi C.R., Soto V.C., Perdicaro D.J., Galmarini C.R., Haj F.G., Miatello R.M., Oteiza P.I. Catechin and quercetin attenuate adipose inflammation in fructose-fed rats and 3T3-L1 adipocytes. Mol. Nutr. Food Res. 2015;59:622–633. doi: 10.1002/mnfr.201400631. PubMed DOI PMC

El-Bassossy H., Badawy D., Neamatallah T., Fahmy A. Ferulic acid, a natural polyphenol, alleviates insulin resistance and hypertension in fructose fed rats: Effect on endothelial-dependent relaxation. Chem. Biol. Interact. 2016;254:191–197. doi: 10.1016/j.cbi.2016.06.013. PubMed DOI

Yang J.Y., Della-Fera M.A., Rayalam S., Baile C.A. Effect of xanthohumol and isoxanthohumol on 3T3-L1 cell apoptosis and adipogenesis. Apoptosis. 2007;12:1953–1963. doi: 10.1007/s10495-007-0130-4. PubMed DOI

Mendes V., Monteiro R., Pestana D., Teixeira D., Calhau C., Azevedo I. Xanthohumol influences preadipocyte differentiation: Implication of anti proliferative and apoptotic effects. J. Agric. Food. Chem. 2008;56:11631–11637. doi: 10.1021/jf802233q. PubMed DOI

Bartmanska A., Tronina T., Poplonski J., Huszcza E. Biotransformations of prenylated hop flavonoids for drug discovery and production. Curr. Drug MeTab. 2013;14:1083–1097. doi: 10.2174/1389200214666131211151855. PubMed DOI

Legette L., Karnpracha C., Reed R.L., Choi J., Bobe G., Christensen J.M., Rodriguez-Proteau R., Purnell J.Q., Stevens J.F. Human pharmacokinetics of xanthohumol, an antihyperglycemic flavonoid from hops. Mol. Nutr. Food Res. 2014;58:248–255. doi: 10.1002/mnfr.201300333. PubMed DOI PMC

Van Breemen R.B., Yuan Y., Banuvar S., Shulman L.P., Qiu X., Alvarenga R.F.R., Chen S.N., Dietz B.M., Bolton J.L., Pauli G.F., et al. Pharmacokinetics of prenylated hop phenols in women following oral administration of a standardized extract of hops. Mol. Nutr. Food Res. 2014;58:1962–1969. doi: 10.1002/mnfr.201400245. PubMed DOI PMC

Grundy S.M. Pre-diabetes, metabolic syndrome, and cardiovascular risk. J. Am. Coll. Cardiol. 2012;59:635–643. doi: 10.1016/j.jacc.2011.08.080. PubMed DOI

Lamb J.J., Holick M.F., Lerman R.H., Konda V.R., Minich D.M., Desai A., Chen T.C., Austin M., Komberg J., Chang J.L., et al. Nutritional supplementation of hop rho iso-a-acids, berberine, vitamin D3, and vitamin K1 produces a favorable bone biomarker profile supporting healthy bone metabolism in postmenopausal women with metabolic syndrome. Nutr. Res. 2011;31:347–355. doi: 10.1016/j.nutres.2011.03.016. PubMed DOI

Bland J.S., Minich D., Lerman R., Darland G., Lamb J., Tripp M., Grayson N. Isohumulones from hops (Humulus lupulus) and their potential role in medical nutrition therapy. PharmaNutrition. 2015;3:46–52. doi: 10.1016/j.phanu.2015.03.001. DOI

Kern P.A., Finlin B.S., Ross D., Boyechko T., Zhu B., Grayson N., Sims R., Bland J.S. Effects of KDT501 on metabolic parameters in insulin-resistant prediabetic humans. J. Endocr. Soc. 2017;1:650–659. doi: 10.1210/js.2017-00202. PubMed DOI PMC

Yajima H., Ikeshima E., Shiraki M., Kanaya T., Fujiwara D., Odai H., Tsuboyama-Kasaoka N., Ezaki O., Oikawa S., Kondo K. Isohumulones, bitter acids derived from hops, activate both peroxisome proliferator-activated receptor a and g and reduce insulin resistance. J. Biol. Chem. 2004;279:33456–33462. doi: 10.1074/jbc.M403456200. PubMed DOI

Yajima H., Noguchi T., Ikeshima E., Shiraki M., Kanaya T., Tsuboyama-Kasaoka N., Ezaki O., Oikawa S., Kondo K. Prevention of diet-induced obesity by dietary isomerized hop extract containing isohumulones, in rodents. Int. J. Obes. 2005;29:991–997. doi: 10.1038/sj.ijo.0802965. PubMed DOI

Lerman R.H., Minich D.M., Darland G., Lamb J.J., Chang J.L., Hsi A., Bland J.S., Tripp M.L. Subjects with elevated LDL cholesterol and metabolic syndrome benefit from supplementation with soy protein, phytosterols, hops rho iso-a acids, and Acacia nilotica proanthocyanidins. J. Clin. Lipidol. 2010;4:59–68. doi: 10.1016/j.jacl.2009.11.002. PubMed DOI

Miura Y., Hosono M., Oyamada C., Odai H., Oikawa S., Kondo K. Dietary isohumulones, the bitter components of beer, raise plasma HDL-cholesterol levels and reduce liver cholesterol and triacylglycerol contents similar to PPARa activations in C57BL/6 mice. Br. J. Nutr. 2005;93:559–567. doi: 10.1079/BJN20041384. PubMed DOI

Shimura M., Hasumi A., Minato T., Hosono M., Miura Y., Mizutani S., Kondo K., Oikawa S., Yoshida A. Isohumulones modulate blood lipid status through the activation of PPARa. Biochim. Biophys. Acta Mol. Cell Biol. Lipids. 2005;1736:51–60. PubMed

Van Cleemput M., Cattoor K., De Bosscher K., Haegeman G., De Keukeleire D., Heyerick A. Hop (Humulus lupulus)-derived bitter acids as multipotent bioactive compounds. J. Nat. Prod. 2009;72:1220–1230. doi: 10.1021/np800740m. PubMed DOI

Obara K., Mizutani M., Hitomi Y., Yajima H., Kondo K. Isohumulones, the bitter component of beer, improve hyperglycemia and decrease body fat in Japanese subjects with prediabetes. Clin. Nutr. 2009;28:278–284. doi: 10.1016/j.clnu.2009.03.012. PubMed DOI

Morimoto-Kobayashi Y., Ohara K., Takahashi C., Kitao S., Wang G.Y., Taniguchi Y., Katayama M., Nagai K. Matured hop bittering components induce thermogenesis in brown adipose tissue via sympathetic nerve activity. PLoS ONE. 2015;10:e0131042. doi: 10.1371/journal.pone.0131042. PubMed DOI PMC

Yoneshiro T., Aita S., Matsushita M., Kayahara T., Kameya T., Kawai Y., Iwanaga T., Saito M. Recruited brown adipose tissue as an antiobesity agent in humans. J. Clin. Invest. 2013;123:3404–3408. doi: 10.1172/JCI67803. PubMed DOI PMC

Ishibashi J., Seale P. Beige can be slimming. Science. 2010;328:1113–1114. doi: 10.1126/science.1190816. PubMed DOI PMC

Morimoto-Kobayashi Y., Ohara K., Ashigai H., Kanaya T., Koizumi K., Manabe F., Kaneko Y., Taniguchi Y., Katayama M., Kowatari Y., et al. Matured hop extract reduces body fat in healthy overweight humans: A randomized, double-blind, placebo-controlled parallel group study. Nutr. J. 2016;15:25. doi: 10.1186/s12937-016-0144-2. PubMed DOI PMC

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