Recent Patents on Therapeutic Activities of Xanthohumol: a Prenylated Chalconoid From Hops (Humulus Lupulus L.)

References

• Haseleu G , IntelmannD , HofmannT. Structure determination and sensory evaluation of novel bitter compounds formed from β-acids of Hop (Humulus lupulus L.) upon wort boiling. Food Chem.116, 71–81 (2009).
   Web of Science ®Google Scholar
• Ocvirk M , OgrincN , KosirIJ. Determination of the geographical and botanical origin of hops (Humulus lupulus L.) using stable isotopes of C, N, and S. J. Agri. Food Chem.66(8), 2021–2026 (2018).
   PubMed Web of Science ®Google Scholar
• Intelmann D , KummerloweG , HaseleuGet al. Structures of storage-induced transformation products of the beer’s bitter principles, revealed by sophisticated NMR spectroscopic and LC-MS techniques. Chem. Eur. J.15, 13047–13058 (2009).
   PubMed Web of Science ®Google Scholar
• Eyres G , DufourJP. Hop essential oil: analysis, chemical composition and odor characteristics. Beer Health Dis. Prevent.239–254 (2009).
   Google Scholar
• Hieronymus S . For the Love of Hops: The Practical Guide to Aroma, Bitterness and the Culture of Hops.Brewers Publications, CA, USA (2012).
   Google Scholar
• Flythe MD , KaganIA , WangYet al. Hops (Humulus lupulus L.) bitter acids: modulation of rumen fermentation and potential as an alternative growth promoter. Front. Vet. Sci.4, 131 (2017).
   PubMed Web of Science ®Google Scholar
• Dresel M , VogtC , DunkelAet al. The bitter chemodiversity of hops (Humulus lupulus L.). J. Agri. Food Chem.4(41), 7789–7799 (2016).
   Google Scholar
• Austin MB , NoelJP. The chalcone synthase superfamily of type III polyketide synthases. Nat. Prod. Rep.20, 79–110 (2003).
   PubMed Web of Science ®Google Scholar
• Abe I , MoritaH. Cheminform abstract: structure and function of the chalcone synthase superfamily of plant type III polyketide synthases. Nat. Prod. Rep.27(6), 809–838 (2010).
   PubMed Web of Science ®Google Scholar
• Frolich S , SchubertC , BienzleUet al. In vitro antiplasmodial activity of prenylated chalcone derivatives of hops (Humulus lupulus) and their interaction with haemin. J. Antimicrob. Chemother.55(6), 883–887 (2005).
   PubMed Web of Science ®Google Scholar
• Possemiers S , VerstraeteW , DeWiele TV. Estrogenicity of beer: the role of intestinal bacteria in the activation of the beer flavonoid isoxanthohumol. Beer Health Dis. Prevent.523–539 (2009).
   Google Scholar
• Proestos C , KomaitisM. Antioxidant capacity of hops. Beer Health Dis. Prevent.467–474 (2009).
   Google Scholar
• Deeb D , GaoX , JiangHet al. Growth inhibitory and apoptosis-inducing effects of xanthohumol, a prenylated chalone present in hops, in human prostate cancer cells. Anticancer Res.30, 3333–3339 (2010).
   PubMed Web of Science ®Google Scholar
• Rizvi S , GoresGJ. Pathogenesis, diagnosis, and management of cholangiocarcinoma. Gastroenterology145, 1215–1229 (2013).
   PubMed Web of Science ®Google Scholar
• Jiang CH , SunTL , XiangDXet al. Anticancer activity and mechanism of xanthohumol: a prenylated flavonoid from hops (Humulus lupulus L.). Front. Pharmacol.9, 530 (2018).
   PubMed Web of Science ®Google Scholar
• Reitman ZJ , WinklerF , EliaAEH. New directions in the treatment of glioblastoma. Semin. Neurol.38, 50–61 (2018).
   PubMed Web of Science ®Google Scholar
• Zanoli P , ZavattiM. Pharmacognostic and pharmacological profile of Humulus lupulus L. J. Ethnopharmacol.116(3), 383–396 (2008).
   PubMed Web of Science ®Google Scholar
• Zanoli P , ZavattiM. Neuropharmacological activity of Humulus lupulus L. Beer Health Dis. Prevent.549–556 (2009).
   Google Scholar
• Aronson JK . Meyler’s Side Effects of Drugs: The International Encyclopedia of Adverse Drug Reactions and Interactions (16th Edition).AronsonJK (Ed.). Elsevier Science, USA, 7674 (2015).
   Google Scholar
• Bartmańska A , Wałecka-ZacharskaE , TroninaTet al. Antimicrobial properties of spent hops extracts, flavonoids isolated therefrom, and their derivatives. Molecules23, 2059 (2018).
   PubMed Web of Science ®Google Scholar
• Stevens JF , PageJE. Xanthohumol and related prenylflavonoids from hops and beer: to your good health. Phytochemistry65(10), 1317–1330 (2004).
   PubMed Web of Science ®Google Scholar
• Lupinacci E , MeijerinkJ , VinckenJPet al. Xanthohumol from hop (Humulus lupulus L.) is an efficient inhibitor of monocyte chemoattractant protein-1 and tumor necrosis factor-α release in LPS-stimulated RAW 264.7 mouse macrophages and U937 human monocytes. J. Agri. Food Chem.57(16), 7274–7281 (2009).
   PubMed Web of Science ®Google Scholar
• Lee YM , HsiehKH , LuWJet al. Xanthohumol, a prenylated flavonoid from hops (Humulus lupulus), prevents platelet activation in human platelets. Evid. Based Complement. Alternat. Med.2, 10 (2012).
   Google Scholar
• Yasukawa K , TakeuchiM , TakidoM. Humulon, a bitter in the hop, inhibits tumor promotion by 12-O-tetradecanoylphorbol-13-acetate in two-stage carcinogenesis in mouse skin. Oncology52(2), 156–158 (1995).
   PubMed Web of Science ®Google Scholar
• Wesolowska O , GasiorowskaJ , PetrusJet al. Interaction of prenylated chalcones and flavanones from common hop with phosphatidylcholine model membranes. Biochem. Biophys. Acta1838, 173–184 (2014).
   PubMed Web of Science ®Google Scholar
• Langezaal CR , ChandraA , SchefferJJ. Antimicrobial screening of essential oils and extracts of some Humulus lupulus L. cultivars. Pharm. Weekbl. Sci.14(6), 353–356 (1992).
   PubMedGoogle Scholar
• Simpson WJ , SmithAR. Factors affecting antibacterial activity of hop compounds and their derivatives. J. Appl. Bacteriol.72(4), 327–334 (1992).
   PubMedGoogle Scholar
• Sheu JR , LeeCR , LinCet al. Mechanisms involved in the antiplatelet activity of Staphylococcus aureus lipoteichoic acid in human platelets. J. Thromb. Haemost.83(5), 777–784 (2000).
   Google Scholar
• Stevens JF , MirandaCL , FreiBet al. Inhibition of peroxynitrite-mediated LDL oxidation by prenylated flavonoids: the alpha,beta-unsaturated keto functionality of 2′-hydroxychalcones as a novel antioxidant pharmacophore. Chem. Res. Toxicol.16(10), 1277–1286 (2003).
   PubMed Web of Science ®Google Scholar
• Schempp H , VogelS , HückelhovenRet al. Re-evaluation of superoxide scavenging capacity of xanthohumol. Free Radic. Res.44, 1435–1444 (2010).
   PubMed Web of Science ®Google Scholar
• Hirata H , YiminSegawa Set al. Xanthohumol prevents atherosclerosis by reducing arterial cholesterol content via CETP and apolipoprotein E in CETP-transgenic mice. PLoS ONE7, e49415 (2012).
   PubMed Web of Science ®Google Scholar
• Henderson MC , MirandaCL , StevensJFet al. In vitro inhibition of human P450 enzymes by prenylated flavonoids from hops, Humulus lupulus. Xenobiotica30(3), 235–251 (2000).
   PubMed Web of Science ®Google Scholar
• Mannering GJ , ShoemanJA , ShoemanDW. Effects of colupulone, a component of hops and brewers yeast, and chromium on glucose tolerance and hepatic cytochrome P450 in nondiabetic and spontaneously diabetic mice. Biochem. Biophys. Res. Commun.200(3), 1455–1462 (1994).
   PubMed Web of Science ®Google Scholar
• Mannering GJ , ShoemanJA. Murine cytochrome P4503A is induced by 2-methyl-3-buten-2-ol, 3-methyl- 1-pentyn-3-ol (meparfynol), and tert-amyl alcohol. Xenobiotica26(5), 487–493 (1996).
   PubMed Web of Science ®Google Scholar
• Guo J , NikolicD , ChadwickLRet al. Identification of human hepatic cytochrome P450 enzymes involved in the metabolism of 8-prenylnaringenin and isoxanthohumol from hops (Humulus lupulus L.). Drug Metab. Dispos.34, 1152–1159 (2006).
   PubMed Web of Science ®Google Scholar
• Miranda CL , YangYH , HendersonMCet al. Prenylflavonoids from hops inhibit the metabolic activation of the carcinogenic heterocyclic amine 2-amino-3-methylimidazo[4,5-f]quinoline, mediated by cDNA-expressed human CYP1A2. Drug Metab. Dispos.28(11), 1297–1302 (2000).
   PubMed Web of Science ®Google Scholar
• Miura Y , HosonoM , OyamadaCet al. 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.93, 559–567 (2005).
   PubMed Web of Science ®Google Scholar
• Hänsel R , WohlfartR , CoperH. Sedative-hypnotic compounds in the exhalation of hops, II. Z. Naturforsch.35(11-12), 1096–1097 (1980).
   Google Scholar
• Park SH , SimYB , KangYJet al. Hop extract produces antinociception by acting on opioid system in mice. Korean J. Physiol. Pharmacol.16(3), 187–192 (2012).
   PubMed Web of Science ®Google Scholar
• Hänsel R , WohlfartR , SchmidtH. The sedative-hypnotic principle of hops. 3. Communication: contents of 2-methyl-3-butene-2-ol in hops and hop preparations. Planta Med.45, 224–228 (1982).
   PubMed Web of Science ®Google Scholar
• De Keukeleire J , OomsG , HeyerickAet al. Formation and accumulation of α-acids, β-acids, desmethylxanthohumol, and xanthohumol during flowering of hops (Humulus lupulus L.). J. Agri. Food Chem.16, 4436–4441 (2003).
   Google Scholar
• De Keukeleire J , JanssensI , HeyerickAet al. Relevance of organic farming and effect of climatological conditions on the formation of α-acids, β-acids, desmethylxanthohumol, and xanthohumol in hop (Humulus lupulus L.). J. Agr. Food Chem.55, 61–66 (2007).
   PubMed Web of Science ®Google Scholar
• Zhang X , LiX , LiuNet al. The anticonvulsant effects of baldrinal on pilocarpine-induced convulsion in adult male mice. Molecules24(8), 1617 (2019).
   PubMed Web of Science ®Google Scholar
• Brodziak-Jarosz L , FujikawaY , Pastor-FloresDet al. A click chemistry approach identifies target proteins of xanthohumol. Mol. Nutr. Food Res.60, 737–748 (2016).
   PubMed Web of Science ®Google Scholar
• Magalhaes PJ , CarvalhoDO , CruzJMet al. Fundamentals and health benefits of xanthohumol, a natural product derived from hops and beer. Nat. Prod. Commun.4, 591–610 (2009).
   PubMed Web of Science ®Google Scholar
• Nuti E , BassaniB , CamodecaCet al. Synthesis and antiangiogenic activity study of new hop chalcone xanthohumol analogues. Eur. J. Med. Chem.138, 890–899 (2017).
   PubMed Web of Science ®Google Scholar
• Biendl M , PinzlC. Hops and health. In: Effects – Efficacy of Individual Hop Components.BiendlM, PinzlC ( Eds). German Hop Museum, Wolnzach, Germany, 49–76 (2008).
   Google Scholar
• Yajima H , IkeshimaE , ShirakiMet al. Isohumulones, bitter acids derived from hops, activate both peroxisome proliferator-activated receptor alpha and gamma and reduce insulin resistance. J. Biol. Chem.279(32), 33456–33462 (2004).
   PubMed Web of Science ®Google Scholar
• Chadwick LR , NikolicD , BurdetteJEet al. Estrogens and congeners from spent hops (Humulus lupulus). J. Nat. Prod.67(12), 2024–2032 (2004).
   PubMed Web of Science ®Google Scholar
• Chadwick LR , PauliGF. Farnsworth. The pharmacognosy of Humulus lupulus L. (hops) with an emphasis on estrogenic properties. Phytomedicine13(1-2), 119–131 (2006).
   PubMed Web of Science ®Google Scholar
• van Breemen RB , YuanY , BanuvarSet al. Pharmacokinetics of prenylated hop phenols in women following oral administration of a standardized extract of hops. Mol. Nutr. Food Res.58, 1962–1969 (2014).
   PubMed Web of Science ®Google Scholar
• Liu J , BurdetteJE , XuHet al. Evaluation of estrogenic activity of plant extracts for the potential treatment of menopausal symptoms. J. Agri. Food Chem.49(5), 2472–2479 (2001).
   PubMed Web of Science ®Google Scholar
• Logan IE , MirandaCL , LowryMBet al. Antiproliferative and cytotoxic activity of xanthohumol and its non-estrogenic derivatives in colon and hepatocellular carcinoma cell lines. Int. J. Mol. Sci.20, 1203 (2019).
   PubMed Web of Science ®Google Scholar
• Possemiers S , BolcaS , GrootaertCet al. The prenylflavonoid isoxanthohumol from hops (Humulus lupulus L.) is activated into the potent phytoestrogen 8-prenylnaringenin in vitro and in the human intestine. J. Nutr.136(7), 1862–1867 (2006).
   PubMed Web of Science ®Google Scholar
• Possemiers S , RabotS , EspinJCet al. Eubacterium limosum activates isoxanthohumol from hops (Humulus lupulus L.) into the potent phytoestrogen 8-prenylnaringenin in vitro and in rat intestine. J. Nutr.138, 1310–1316 (2008).
   PubMed Web of Science ®Google Scholar
• Stulikova K , KarabinM , NesporJet al. Therapeutic perspectives of 8-prenylnaringenin, a potent phytoestrogen from hops. Molecules23(3), 660 (2018).
   PubMed Web of Science ®Google Scholar
• Paraiso IL , PlagmannLS , YangLet al. Reductive metabolism of xanthohumol and 8-prenylnaringenin by the intestinal bacterium Eubacterium ramulus. Mol. Nutr. Food Res.63, e1800923 (2019).
   PubMed Web of Science ®Google Scholar
• Franco L , SanchezC , BravoRet al. The sedative effects of hops (Humulus lupulus), a component of beer, on the activity/rest rhythm. Acta Physiol. Hung.99(2), 133–139 (2012).
   PubMedGoogle Scholar
• Vonderheid-Guth B , TodorovaA , BrattstromAet al. Pharmacodynamic effects of valerian and hops extract combination (Ze 91019) on the quantitative-topographical EEG in healthy volunteers. Eur. J. Med. Res.5(4), 139–144 (2000).
   PubMedGoogle Scholar
• Liu M , HansenPE , WangGet al. Pharmacological profile of xanthohumol, a prenylated flavonoid from hops (Humulus lupulus). Molecules20, 754–779 (2015).
   PubMed Web of Science ®Google Scholar
• Lecce G , MeduriG , AncelinMet al. Presence of estrogen receptor beta in the human endometrium through the cycle: expression in glandular, stromal, and vascular cells. J. Clin. Endocrinol. Metab.86, 1379–1386 (2001).
   PubMed Web of Science ®Google Scholar
• Schellenberg R , SauerS , AbourashedEA. The fixed combination of valerian and hops (Ze91019) acts via a central adenosine mechanism. Planta Med.70(7), 594–597 (2004).
   PubMed Web of Science ®Google Scholar
• Schiller H , ForsterA , VonhoffCet al. Sedating effects of Humulus lupulus L. extracts. Phytomedicine13(8), 535–541 (2006).
   PubMed Web of Science ®Google Scholar
• Dimpfel W , PischelI , LehnfeldR. Effects of lozenge containing lavender oil, extracts from hops, lemon balm and oat on electrical brain activity of volunteers. Eur. J. Med. Res.9(9), 423–431 (2004).
   PubMed Web of Science ®Google Scholar
• Wohlfart R , WurmG , HanselRet al. Detection of sedative-hypnotic active ingredients in hops. 5. Degradation of bitter acids to 2-methyl-3-buten-2-ol, a hop constituent with sedative-hypnotic activity. Arch. Pharm. (Weinheim)316(2), 132–137 (1983).
   PubMed Web of Science ®Google Scholar
• Legette L , MaL , ReedRLet al. Pharmacokinetics of xanthohumol and metabolites in rats after oral and intravenous administration. Mol. Nutr. Food Res.56, 466–474 (2012).
   PubMed Web of Science ®Google Scholar
• Kac J , PlazarJ , MlinaričAet al. Antimutagenicity of hops (Humulus lupulus L.): bioassay-directed fractionation and isolation of xanthohumol. Phytomedicine15, 216–220 (2008).
   PubMed Web of Science ®Google Scholar
• Salehi B , UpadhyayS , ErdoganOIet al. Therapeutic potential of α- and β-pinene: a miracle gift of nature. Biomolecules9, 738 (2019).
   PubMed Web of Science ®Google Scholar
• Aggarwal V , KashyapD , SakKet al. Molecular mechanisms of action of tocotrienols in cancer: recent trends and advancements. Int. J. Mol. Sci.20(3), 656 (2019).
   PubMed Web of Science ®Google Scholar
• Kashyap D , SharmaA , SakKet al. Fisetin: a bioactive phytochemical with potential for cancer prevention and pharmacotherapy. Life Sci.194, 75–87 (2018).
   PubMed Web of Science ®Google Scholar
• Tuli HS , TuorkeyMJ , ThakralFet al. Molecular mechanisms of action of genistein in cancer: recent advances. Front. Pharmacol.10, 1336 (2019).
   PubMed Web of Science ®Google Scholar
• Kashyap D , SharmaA , TuliHSet al. Molecular targets of celastrol in cancer: recent trends and advancements. Crit. Rev. Oncol. Hematol.128, 70–81 (2018).
   PubMed Web of Science ®Google Scholar
• Sharma A , GhaniA , SakKet al. Probing into therapeutic anti-cancer potential of apigenin: recent trends and future directions. Recent Pat. Inflamm. Allergy Drug Discov.13(2), 124–133 (2019).
   PubMed Web of Science ®Google Scholar
• Chaudhary A , JaswalVS , ChoudharySet al. Ferulic acid: a promising therapeutic phytochemical and recent patents advances. Recent Pat. Inflamm. Allergy Drug Discov.13(2), 115–123 (2019).
   PubMed Web of Science ®Google Scholar
• Yadav P , JaiswalV , SharmaAet al. Celastrol as a pentacyclic triterpenoid with chemopreventive properties. Pharm. Pat. Anal.7(4), 155–167 (2018).
   PubMedGoogle Scholar
• Tuli HS , KashyapD , SharmaAK , SandhuSS. Molecular aspects of melatonin (MLT)-mediated therapeutic effects. Life Sci.135, 147–157 (2015).
   PubMed Web of Science ®Google Scholar
• Kashyap D , TuliHS , SharmaAK. Ursolic acid (UA): a metabolite with promising therapeutic potential. Life Sci.146, 201–213 (2016).
   PubMed Web of Science ®Google Scholar
• Lee IS , LimJ , GalJet al. Anti-inflammatory activity of xanthohumol involves heme oxygenase-1 induction via NRF2-ARE signaling in microglial BV2 cells. Neurochem. Int.58(2), 153–160 (2011).
   PubMed Web of Science ®Google Scholar
• Weiskirchen R , MahliA , WeiskirchenSet al. The hop constituent xanthohumol exhibits hepatoprotective effects and inhibits the activation of hepatic stellate cells at different levels. Front. Physiol.6, 140 (2015).
   PubMed Web of Science ®Google Scholar
• Luzak B , KassassirH , RójE , StanczykL , WatalaC , GolanskiJ. Xanthohumol from hop cones (Humulus lupulus L.) prevents ADP-induced platelet reactivity. Arch. Physiol. Biochem.123, 54–60 (2017).
   PubMed Web of Science ®Google Scholar
• Liu W , LiW , LiuH , YuX. Xanthohumol inhibits colorectal cancer cells via downregulation of Hexokinases II-mediated glycolysis. Int. J. Biol. Sci.15, 2497–2508 (2019)
   PubMed Web of Science ®Google Scholar
• Mishra AP , SalehiB , Sharifi-RadMet al. . Programmed cell death, from a cancer perspective: an overview. Mol. Diagn. Ther.22(3), 281–295 (2018).
   PubMed Web of Science ®Google Scholar
• Sławińska-Brych A , ZdzisińskaB , CzerwonkaAet al. Xanthohumol exhibits anti-myeloma activity in vitro through inhibition of cell proliferation, induction of apoptosis via the ERK and JNK-dependent mechanism, and suppression of sIL-6R and VEGF production. Biochim. Biophys. Acta1863(11), 129408 (2019).
   Web of Science ®Google Scholar
• Kang Y , ParkMA , HeoSWet al. The radio-sensitizing effect of xanthohumol is mediated by STAT3 and EGFR suppression in doxorubicin-resistant MCF-7 human breast cancer cells. Biochim. Biophys. Acta1830(3), 2638–2648 (2013).
   PubMed Web of Science ®Google Scholar
• Saito K , MatsuoY , ImafujiHet al. Xanthohumol inhibits angiogenesis by suppressing nuclear factor-κB activation in pancreatic cancer. Cancer Sci.109(1), 132–140 (2018).
   PubMed Web of Science ®Google Scholar
• Viola K , KopfS , RarovaLet al. Xanthohumol attenuates tumour cell-mediated breaching of the lymphendothelial barrier and prevents intravasation and metastasis. Arch. Toxicol.87(7), 1301–1312 (2013).
   PubMed Web of Science ®Google Scholar
• Lee IS , LimJ , GalJet al. Anti-inflammatory activity of xanthohumol involves heme oxygenase-1 induction via NRF2-ARE signaling in microglial BV2 cells. Neurochem. Int.58(2), 153–160 (2011).
   PubMed Web of Science ®Google Scholar
• Gupta H , KumarS , RoySK , GaudRS. Patent protection strategies. J. Pharm. Bioall. Sci.2, 2–7 (2010)
   PubMedGoogle Scholar
• DiMasi JA , HansenRW , GrabowskiHG. The price of innovation: new estimates of drug development costs. J. Health Econ.22(2), 151–185 (2003).
   PubMed Web of Science ®Google Scholar
• Grubb PW . Patents for chemicals, pharmaceuticals and biotechnology: Fundamentals of Global Law, Practice and Strategy (2nd Edition).Oxford University Press, London, UK (1999).
   Google Scholar
• Gersten DM . The quest for market exclusivity in biotechnology: navigating the patent minefield. NeuroRx2(4), 572–578 (2005).
   PubMedGoogle Scholar
• Miranda CL , StevensJF , IvanovVet al. Antioxidant and prooxidant actions of prenylated and nonprenylated chalcones and flavanones in vitro. J. Agri. Food Chem.48(9), 3876–3884 (2000).
   PubMed Web of Science ®Google Scholar
• Gerhäuser C . Broad spectrum anti-infective potential of xanthohumol from hop (Humulus lupulus L.) in comparison with activities of other hop constituents and xanthohumol metabolites. Mol. Nutr. Food Res.49(9), 827–831 (2005).
   PubMed Web of Science ®Google Scholar
• Legette LL , LunaAY , ReedRLet al. Xanthohumol lowers body weight and fasting plasma glucose in obese male Zucker fa/fa rats. Phytochemistry91, 236–241 (2013).
   PubMed Web of Science ®Google Scholar
• Dorn C , MassingerS , WuzikAet al. Xanthohumol suppresses inflammatory response to warm ischemia-reperfusion induced liver injury. Exp. Mol. Pathol.94(1), 10–16 (2013).
   PubMed Web of Science ®Google Scholar
• Erkkola R , VervarckeS , VansteelandtSet al. A randomized, double-blind, placebo-controlled, cross-over pilot study on the use of a standardized hop extract to alleviate menopausal discomforts. Phytomedicine17(6), 389–396 (2010).
   PubMed Web of Science ®Google Scholar
• Ambrož M , LněničkováK , MatouškováPet al. Antiproliferative effects of hop-derived prenylflavonoids and their influence on the efficacy of oxaliplatine, 5-fluorouracil and irinotecan in human colorectal C cells. Nutrients11(4), 879 (2019).
   PubMed Web of Science ®Google Scholar
• Gerhäuser C . Beer constituents as potential cancer chemopreventive agents. Eur. J. Cancer41(13), 1941–1954 (2005).
   PubMed Web of Science ®Google Scholar
• Jia Q , JiaoP , YimamMet al. : US20200206292A1 (2020).
   Google Scholar
• Brownell LA , HongMCMF , HyunEJet al. : AU2019201188A1 (2019).
   Google Scholar
• Brownell LA , ChuM , HongMFet al. : AU2020201457A1 (2020).
   Google Scholar
• Xiaolan W , ChenY , MingL: CN110754664A (2019).
   Google Scholar
• Yuhua T : 111195334A (2020).
   Google Scholar
• Wang L , ZhangJ: 111281851A (2019).
   Google Scholar
• Yamaguchi N , Satoh-YamaguchiK , OnoM. In vitro evaluation of antibacterial, anticollagenase, and antioxidant activities of hop components (Humulus lupulus) addressing acne vulgaris. Phytomedicine16, 369–376 (2009).
   PubMed Web of Science ®Google Scholar
• Fukizawa S , TakagiR: WO2020116382A1 (2019).
   Google Scholar
• Fukizawa S : WO2020116381A1 (2019).
   Google Scholar
• Fukizawa S , RisaY , Takagiet al. : WO2020116383A1 (2019).
   Google Scholar
• Adnan MMM , PolisettiDR , KassisJNet al. : US20200148673A1 (2020).
   Google Scholar
• Werner-Backachim W , WunderrichZ: JP2020090501A (2019).
   Google Scholar
• Hamid R , NoelS , MariaNet al. : US20200120909A1 (2019).
   Google Scholar
• Young CL , SuYY , SuHYet al. : WO2020106084A1 (2019).
   Google Scholar
• Marcel B , ThérèseD: WO2020094767A1 (2019).
   Google Scholar
• Ingo L , JohannesG , VeraPet al. : WO2020084105A2 (2019).
   Google Scholar
• Ivan G : WO2020086820A1 (2019).
   Google Scholar
• Alain D , Baron , NigelRA , Beeleyet al. : AU2019253780A1 (2019).
   Google Scholar
• Durham L : JP2020059711A (2019).
   Google Scholar
• Jiang P , LiuX , BaiJet al. : 110613706A (2019).
   Google Scholar
• Akihiro TM , YukoT , Yoshinagaet al. : WO2020067453A1 (2019).
   Google Scholar
• Chen Z , SangF , KongLet al. : 110590520A (2019).
   Google Scholar
• Otis CA : US20200016131A1 (2019).
   Google Scholar
• Yi R : US20200165608A1 (2019).
   Google Scholar
• Kenwaljit SB : WO2020061584A1 (2019).
   Google Scholar
• Bjoern CK : US20190381023A1 (2019).
   Google Scholar
• Nikhat C , JenniferJR: WO2020033796A1 (2019).
   Google Scholar
• Shinya MF , KenichiY , Wakabayashi: WO2020031957A1 (2019).
   Google Scholar
• Shinya FY , NonakaM , Yamashita: WO2020031952A1 (2019).
   Google Scholar
• Junki Y , KusotaroT: WO2020031961A1 (2019).
   Google Scholar
• Cong YJ , ChunpengZ , XueqiangZhet al. : 110251436A (2019).
   Google Scholar
• Peter S , TalynS , PaulDet al. : WO2020027665A1 (2019).
   Google Scholar
• Junmo Y , ParkY , KimYet al. : KR102074614B1 (2019).
   Google Scholar
• Geoffrey A , VonM , JaredSet al. : US20200093851A1 (2019).
   Google Scholar
• Jeffrey ES : WO2019210073A1 (2019).
   Google Scholar
• Kim JSS , DoK: KR102015854B1 (2019).
   Google Scholar
• Rio MJD , JuliaCW , Lopez-RiosLet al. : US20190216872A1 (2019).
   Google Scholar
• Gokaraju GR , GokarajuVKRR , GolakotiRRGTet al. : WO2019171397A1 (2019).
   Google Scholar
• Baillie RF , DavisPF , TinteI , TanST: US20200041521A1 (2019).
   Google Scholar
• Yongbo Z , PingL , XiaoshuangL: 109589331A (2019).
   Google Scholar
• Behnam D : WO2020011402A1 (2019).
   Google Scholar