Abstract
Waste hops are good sources of flavonoids. Extraction of flavonoids from waste hops (SC-CO2 extracted hops) using supercritical fluids technology was investigated. Various temperatures, pressures and concentrations of ethanol (modifier) and the ratio (w/w) of solvent to material were tested in this study. The results of single factor and orthogonal experiments showed that at 50°C, 25 MPa, the ratio of solvent to material (50%), ethanol concentration (80%) resulted in maximum extraction yield flavonoids (7.8 mg/g). HPLC-MS analysis of the extracts indicated that flavonoids obtained were xanthohumol, the principal prenylflavonoid in hops.
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Anna, M., Marina, K., Mihkel, K., Anne, O., 2004. Identification and characterization of supercritical fluid extracts from herbs.C. R. Chimie,7:629–633.
Catchpole, O.J., Grey, J.B., Mitchell, K.A., Lan, J.S., 2004. Supercritical antisolvent fractionation of propolis tincture.Journal of Supercritical Fluids,29:97–106.
Chiu, K.L., Cheng, Y.C., Chen, J.H., Chang, C.J., Yang, P.W., 2002. Supercritical fluids extraction ofGinkgo ginkgolides and flavonoids.Journal of Supercritical Fluids,24:77–87.
de Maria, L.L.M., Janete, H.Y.V., Fernando, M.L., 1997. Supercritical fluid extraction of glycosylated flavonoids fromPassiflora leaves.Phytochemical Analysis,8:257–260.
Gardner, D.S., 1993. Commercial Scale Extraction of Alpha-Acids and Hop Oils with Compressed CO2.In: King, M.B., Bott, T.R. (Eds.), Extraction of Natural Products Using Near-Critical Solvents. Blackie Academic and Professional, London, UK, p.84–100.
Henderson, M.C., Miranda, C.L., Stevens, J.F., Deinzer, M.L., Buhler, D.R., 1998. In vitro inhibition of carcinogen metabolism by flavonoids from hops (Humulus lupulus) in various species.The Toxicologist,42:185.
Jose, M., Oscar, R., Osvaldo, T., Palma, M.T., 2003. Supercritical CO2 extraction of Chilean hop (Humulus lupulus) ecotypes.Journal of the Science of Food and Agriculture,83:1349–1356.
Laws, D.R., Bath, N.A., Pickett, J.A., Ennis, C.S., Wheldon, A.G., 1977. Preparation of hop extracts without using organic solvents.Journal of the Institute of Brewing,83:39–40.
Li, Q.S., Zhang, Z.T., Zhong, C.L., Liu, Y.C., Zhou, Q.R., 2003. Solubility of solid solutes in supercritical carbon dioxide with and without cosolvents.Fluid Phase Equilibria,207:183–192.
Lin, M.C., Tsai, M.J., Wen, K.C., 1999. Supercritical fluid extraction of flavonoids from Scutellariae Radix.Journal of Chromatography A,830:387–395.
Luque de Castro, M.D., Tena, M.T., 1996. Strategies for supercritical fluid extraction of polar and ionic compounds.Trends in Analytical Chemistry,15:32–37.
Milligan, S.R., Kalita, J.C., Pocock, V., Kauter, V., Stevens, J.F., Deinzer, M.L., Rong, H., Keukeleire, D., 2000. The endocrine activities of 8-prenylnaringenin and related hop (Humulus lupulus L.) flavonoids.Journal of Clinical Endocrinology and Metabolism,85:4912–4915.
Miranda, C.L., Stevens, J.F., Helmrich, A., Henderson, M.C., Rodriguez, R.J., Deinzer, M.L., Barnes, D.W., Buhler, D.R., 1999. Antiproliferative and cytotoxic effects of prenylated flavonoids from hops (Humulus lupulus) in human cancer cell lines.Food and Chemical Toxicology,37:271–285.
Miranda, C.L., Aponso, L., Stevens, J.F., Deinzer, M.L., Buhler, D.R., 2000. Prenylated chalcones and flavanones as inducers of quinone reductase in mouse hepatoma (Hepa lclc7) cells.Cancer Letters,149:21–39.
Mizobuchi, S., Sato, Y., 1984. A new flavanone with antifungal activity isolated from hops.Agriculture Biology Chemistry,48:2771–2775.
Palmer, M.V., Ting, S.S.T., 1995. Applications for supercritical fluid technology in food processing.Food Chemistry,52:345–352.
Stevens, J.F., Page, J.E., 2004. Xanthohumol and related prenylflavonoids from hops and beer: to your good health.Phytochemistry,65:1317–1330.
Stevens, J.F., Monika, I., Victor, L.H., Deinzer, M.L., 1997. Prenylflavoniods fromHumulus lupulus.Phytochemistry,44:1575–1585.
Stevens, J.F., Miranda, C.L., Buhler, D.R., Deinzer, M.L., 1998. Chemistry and biology of hop flavonoids.Journal of the American Society of Brewing Chemists,56:136–145.
Stevens, J.F., Taylor, A.W., Deinzer, M.L., 1999. Quantitative analysis of xanthohumol and related prenylflavonoids in hops and beer by liquid chromatography-tandem mass spectrometry.Journal of Chromatography A,832: 97–107.
Tabata, N., Ito, M., Tomoda, H., Omura, S., 1997. Xantho-humols, diacylycerol acyltransrerase inhibitors, from Humulus lupulus.Phytochemistry,46:683–687.
Tobe, H., Muraki, Y., Kitamura, K., Komiyama, O., Sato, Y., Sugioka, T., Maruyama, H.B., Matsuda, E., Nagai, M., 1997. Bone resorption inhibitors from hop extract.Bioscience Biotechnology Biochemistry,61:158–159.
Tong, P., Imagawa, T., 1995. Optimization of supercritical fluid extraction for polychlorinated biphenyls from sediments.Analytica Chimica Acta,310:93–100.
van der Velde, E.G., Dietvorst, M., Swart, C.P., Pamlal, M.R., Kootstra, P.R., 1994. Optimization of supercritical fluid extraction of organochlorine pesticides from real soil samples.Journal of Chromatography A,683:167–174.
Zhuang, X.P., Yu, X.Y., 1992. Determination of total flavonoids in the leaves of Ginkgo and studies on its extraction process.Chinese Traditional and Herbal Drugs,23:122–124 (in Chinese).
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Project (No. Y304203) supported by the Natural Science Foundation of Zhejiang Province, China
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Guo-qing, H., Hao-ping, X., Qi-he, C. et al. Optimization of conditions for supercritical fluid extraction of flavonoids from hops (Humulus lupulus L.). J. Zhejiang Univ. Sci. B 6, 999–1004 (2005). https://doi.org/10.1007/BF02888491
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DOI: https://doi.org/10.1007/BF02888491