메뉴 건너뛰기




Volumn 60, Issue 13, 2012, Pages 3432-3440

Separation of soybean isoflavone aglycone homologues by ionic liquid-based extraction

Author keywords

bioactive constituents; flavonoid; hydrogen bonding; ionic liquid; liquid liquid extraction; soybean isoflavone aglycones

Indexed keywords

AGLYCONES; AQUEOUS PHASE; BIOACTIVE CONSTITUENTS; BIPHASIC SYSTEMS; DISTRIBUTION COEFFICIENT; EXTRACTION PROCESS; FLAVONOID; GENISTEIN; HIGH-PURITY; IONIC LIQUID-BASED EXTRACTION; ISOFLAVONES; LABORATORY SCALE; LIQUID-LIQUID EXTRACTION; NATURAL PRODUCTS; PH VALUE;

EID: 84859414417     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf3003009     Document Type: Article
Times cited : (35)

References (44)
  • 2
    • 0034736046 scopus 로고    scopus 로고
    • Advances in flavonoid research since 1992
    • Harborne, J. B.; Williams, C. A. Advances in flavonoid research since 1992. Phytochemistry 2000, 55, 481-504.
    • (2000) Phytochemistry , vol.55 , pp. 481-504
    • Harborne, J.B.1    Williams, C.A.2
  • 3
    • 77953506826 scopus 로고    scopus 로고
    • Flavonoids influence epigenetic-modifying enzyme activity: Structure-function relationships and the therapeutic potential for cancer
    • Gilbert, E.; Liu, D. Flavonoids influence epigenetic-modifying enzyme activity: structure-function relationships and the therapeutic potential for cancer Curr. Med. Chem. 2010, 17, 1756-1768
    • (2010) Curr. Med. Chem. , vol.17 , pp. 1756-1768
    • Gilbert, E.1    Liu, D.2
  • 5
    • 77954624468 scopus 로고    scopus 로고
    • Antioxidant capacity, phenolics and isoflavones in soybean by-products
    • Tyug, T. S.; Prasad, K. N.; Ismail, A. Antioxidant capacity, phenolics and isoflavones in soybean by-products Food Chem. 2010, 123, 583-589
    • (2010) Food Chem. , vol.123 , pp. 583-589
    • Tyug, T.S.1    Prasad, K.N.2    Ismail, A.3
  • 6
    • 21644460402 scopus 로고    scopus 로고
    • β-Glycosidase activity toward different glycosidic forms of isoflavones
    • Ismail, B.; Hayes, K. β-Glycosidase activity toward different glycosidic forms of isoflavones J. Agric. Food Chem. 2005, 53, 4918-4924
    • (2005) J. Agric. Food Chem. , vol.53 , pp. 4918-4924
    • Ismail, B.1    Hayes, K.2
  • 7
    • 0036669527 scopus 로고    scopus 로고
    • Isoflavones for prevention of cancer, cardiovascular diseases, gynecological problems and possible immune potentiation
    • Watanabe, S.; Uesugi, S.; Kikuchi, Y. Isoflavones for prevention of cancer, cardiovascular diseases, gynecological problems and possible immune potentiation Biomed. Pharmacother. 2002, 56, 302-312
    • (2002) Biomed. Pharmacother. , vol.56 , pp. 302-312
    • Watanabe, S.1    Uesugi, S.2    Kikuchi, Y.3
  • 8
    • 0033859612 scopus 로고    scopus 로고
    • Flavonoids as antioxidants
    • Pietta, P. G. Flavonoids as antioxidants J. Nat. Prod. 2000, 63, 1035-1042
    • (2000) J. Nat. Prod. , vol.63 , pp. 1035-1042
    • Pietta, P.G.1
  • 9
    • 0026044563 scopus 로고
    • Genistein inhibition of the growth of human breast cancer cells: Independence from estrogen receptors and the multi-drug resistance gene
    • Peterson, G.; Barnes, S. Genistein inhibition of the growth of human breast cancer cells: independence from estrogen receptors and the multi-drug resistance gene Biochem. Biophys. Res. Commun. 1991, 179, 661-667
    • (1991) Biochem. Biophys. Res. Commun. , vol.179 , pp. 661-667
    • Peterson, G.1    Barnes, S.2
  • 10
    • 33847060427 scopus 로고    scopus 로고
    • Development of process alternatives for separation and purification of isoflavones
    • Harjo, B.; Wibowo, C.; Zhang, E. J. N.; Luo, K. Q.; Ng, K. M. Development of process alternatives for separation and purification of isoflavones Ind. Eng. Chem. Res. 2007, 46, 181-189
    • (2007) Ind. Eng. Chem. Res. , vol.46 , pp. 181-189
    • Harjo, B.1    Wibowo, C.2    Zhang, E.J.N.3    Luo, K.Q.4    Ng, K.M.5
  • 11
    • 34047253206 scopus 로고    scopus 로고
    • Isolation of six isoflavones from Semen sojae praeparatum by preparative HPLC
    • Qu, L.; Fan, G.; Peng, J.; Mi, H. Isolation of six isoflavones from Semen sojae praeparatum by preparative HPLC Fitoterapia 2007, 78, 200-204
    • (2007) Fitoterapia , vol.78 , pp. 200-204
    • Qu, L.1    Fan, G.2    Peng, J.3    Mi, H.4
  • 12
    • 0035860432 scopus 로고    scopus 로고
    • Separation and purification of isoflavones from a crude soybean extract by high-speed counter-current chromatography
    • Yang, F.; Ma, Y.; Ito, Y. Separation and purification of isoflavones from a crude soybean extract by high-speed counter-current chromatography J. Chromatogr., A 2001, 928, 163-170
    • (2001) J. Chromatogr., A , vol.928 , pp. 163-170
    • Yang, F.1    Ma, Y.2    Ito, Y.3
  • 13
    • 34548364052 scopus 로고    scopus 로고
    • Extraction and purification of isoflavones from soybeans and characterization of their estrogenic activities
    • Zhang, E. J.; Ng, K. M.; Luo, K. Q. Extraction and purification of isoflavones from soybeans and characterization of their estrogenic activities J. Agric. Food Chem. 2007, 55, 6940-6950
    • (2007) J. Agric. Food Chem. , vol.55 , pp. 6940-6950
    • Zhang, E.J.1    Ng, K.M.2    Luo, K.Q.3
  • 14
    • 79958808107 scopus 로고    scopus 로고
    • Application of bifunctional ionic liquid extractants [A336][CA-12] and [A336][CA-100] to the lanthanum extraction and separation from rare earths in the chloride medium
    • Wang, W.; Yang, H.; Cui, H.; Zhang, D.; Liu, Y.; Chen, J. Application of bifunctional ionic liquid extractants [A336][CA-12] and [A336][CA-100] to the lanthanum extraction and separation from rare earths in the chloride medium Ind. Eng. Chem. Res. 2011, 50, 7534-7541
    • (2011) Ind. Eng. Chem. Res. , vol.50 , pp. 7534-7541
    • Wang, W.1    Yang, H.2    Cui, H.3    Zhang, D.4    Liu, Y.5    Chen, J.6
  • 15
    • 79952746666 scopus 로고    scopus 로고
    • Extraction of proteins with temperature sensitive and reversible phase change of ionic liquid/water mixture
    • Kohno, Y.; Saita, S.; Murata, K.; Nakamura, N.; Ohno, H. Extraction of proteins with temperature sensitive and reversible phase change of ionic liquid/water mixture Polym. Chem. 2011, 2, 862-867
    • (2011) Polym. Chem. , vol.2 , pp. 862-867
    • Kohno, Y.1    Saita, S.2    Murata, K.3    Nakamura, N.4    Ohno, H.5
  • 16
    • 77953291069 scopus 로고    scopus 로고
    • Polarity and hydrogen-bond-donor strength for some ionic liquids: Effect of alkyl chain length on the pyrrolidinium cation
    • Lee, J. M.; Prausnitz, J. M. Polarity and hydrogen-bond-donor strength for some ionic liquids: effect of alkyl chain length on the pyrrolidinium cation Chem. Phys. Lett. 2010, 492, 55-59
    • (2010) Chem. Phys. Lett. , vol.492 , pp. 55-59
    • Lee, J.M.1    Prausnitz, J.M.2
  • 17
    • 0037184423 scopus 로고    scopus 로고
    • Characterizing ionic liquids on the basis of multiple solvation interactions
    • Anderson, J. L.; Ding, J.; Welton, T.; Armstrong, D. W. Characterizing ionic liquids on the basis of multiple solvation interactions J. Am. Chem. Soc. 2002, 124, 14247-14254
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 14247-14254
    • Anderson, J.L.1    Ding, J.2    Welton, T.3    Armstrong, D.W.4
  • 21
    • 63949085379 scopus 로고    scopus 로고
    • Extraction of polyunsaturated fatty acid methyl esters by imidazolium-based ionic liquids containing silver tetrafluoroborate - Extraction equilibrium studies
    • Li, M.; Pittman, C. U., Jr.; Li, T. Extraction of polyunsaturated fatty acid methyl esters by imidazolium-based ionic liquids containing silver tetrafluoroborate - extraction equilibrium studies Talanta 2009, 78, 1364-1370
    • (2009) Talanta , vol.78 , pp. 1364-1370
    • Li, M.1    Pittman Jr., C.U.2    Li, T.3
  • 22
    • 34250169379 scopus 로고    scopus 로고
    • Centrifugal extraction for separation of ethylbenzene and octane using 1-butyl-3-methylimidazolium hexafluorophosphate ionic liquid as extractant
    • Zhu, J. Q.; Chen, J.; Li, C. Y.; Fei, W. Y. Centrifugal extraction for separation of ethylbenzene and octane using 1-butyl-3-methylimidazolium hexafluorophosphate ionic liquid as extractant Sep. Purif. Technol. 2007, 56, 237-240
    • (2007) Sep. Purif. Technol. , vol.56 , pp. 237-240
    • Zhu, J.Q.1    Chen, J.2    Li, C.Y.3    Fei, W.Y.4
  • 23
    • 34249300472 scopus 로고    scopus 로고
    • Separation of benzene and hexane by solvent extraction with 1-alkyl-3-methylimidazolium bis {(trifluoromethyl) sulfonyl} amide ionic liquids: Effect of the alkyl-substituent length
    • Arce, A.; Earle, M. J.; Rodríguez, H.; Seddon, K. R. Separation of benzene and hexane by solvent extraction with 1-alkyl-3-methylimidazolium bis {(trifluoromethyl) sulfonyl} amide ionic liquids: effect of the alkyl-substituent length J. Phys. Chem. B 2007, 111, 4732-4736
    • (2007) J. Phys. Chem. B , vol.111 , pp. 4732-4736
    • Arce, A.1    Earle, M.J.2    Rodríguez, H.3    Seddon, K.R.4
  • 24
    • 0347757269 scopus 로고    scopus 로고
    • Extractive desulfurization and denitrogenation of fuels using ionic liquids
    • Zhang, S.; Zhang, Q.; Zhang, Z. C. Extractive desulfurization and denitrogenation of fuels using ionic liquids Ind. Eng. Chem. Res. 2004, 43, 614-622
    • (2004) Ind. Eng. Chem. Res. , vol.43 , pp. 614-622
    • Zhang, S.1    Zhang, Q.2    Zhang, Z.C.3
  • 25
    • 4444318555 scopus 로고    scopus 로고
    • Solvent extraction of amino acids into a room temperature ionic liquid with dicyclohexano-18-crown-6
    • Smirnova, S. V.; Torocheshnikova, I. I.; Formanovsky, A. A.; Pletnev, I. V. Solvent extraction of amino acids into a room temperature ionic liquid with dicyclohexano-18-crown-6 Anal. Bioanal. Chem. 2004, 378, 1369-1375
    • (2004) Anal. Bioanal. Chem. , vol.378 , pp. 1369-1375
    • Smirnova, S.V.1    Torocheshnikova, I.I.2    Formanovsky, A.A.3    Pletnev, I.V.4
  • 26
    • 77952106011 scopus 로고    scopus 로고
    • A novel method of protein extraction from yeast using ionic liquid solution
    • Ge, L.; Wang, X. T.; Tan, S. N.; Tsai, H. H.; Yong, J. W. H.; Hua, L. A novel method of protein extraction from yeast using ionic liquid solution Talanta 2010, 81, 1861-1864
    • (2010) Talanta , vol.81 , pp. 1861-1864
    • Ge, L.1    Wang, X.T.2    Tan, S.N.3    Tsai, H.H.4    Yong, J.W.H.5    Hua, L.6
  • 27
    • 22144433017 scopus 로고    scopus 로고
    • Partitioning of antibiotics in a two-liquid phase system formed by water and a room temperature ionic liquid
    • Soto, A.; Arce, A.; Khoshkbarchi, M. K. Partitioning of antibiotics in a two-liquid phase system formed by water and a room temperature ionic liquid Sep. Purif. Technol. 2005, 44, 242-246
    • (2005) Sep. Purif. Technol. , vol.44 , pp. 242-246
    • Soto, A.1    Arce, A.2    Khoshkbarchi, M.K.3
  • 28
    • 53049084022 scopus 로고    scopus 로고
    • Ionic liquid-based microwave-assisted extraction of phenolic alkaloids from the medicinal plant Nelumbo nucifera Gaertn
    • Lu, Y.; Ma, W.; Hu, R.; Dai, X.; Pan, Y. Ionic liquid-based microwave-assisted extraction of phenolic alkaloids from the medicinal plant Nelumbo nucifera Gaertn J. Chromatogr., A 2008, 1208, 42-46
    • (2008) J. Chromatogr., A , vol.1208 , pp. 42-46
    • Lu, Y.1    Ma, W.2    Hu, R.3    Dai, X.4    Pan, Y.5
  • 29
    • 79953293798 scopus 로고    scopus 로고
    • Ionic liquid based ultrasonic assisted extraction of isoflavones from Iris tectorum Maxim and subsequently separation and purification by high-speed counter-current chromatography
    • Sun, Y.; Li, W.; Wang, J. Ionic liquid based ultrasonic assisted extraction of isoflavones from Iris tectorum Maxim and subsequently separation and purification by high-speed counter-current chromatography J. Chromatogr., B 2011, 879, 975-980
    • (2011) J. Chromatogr., B , vol.879 , pp. 975-980
    • Sun, Y.1    Li, W.2    Wang, J.3
  • 30
    • 33744826007 scopus 로고    scopus 로고
    • Essential oil terpenless by extraction using organic solvents or ionic liquids
    • Arce, A.; Marchiaro, A.; Rodríguez, O.; Soto, A. Essential oil terpenless by extraction using organic solvents or ionic liquids AIChE J. 2006, 52, 2089-2097
    • (2006) AIChE J. , vol.52 , pp. 2089-2097
    • Arce, A.1    Marchiaro, A.2    Rodríguez, O.3    Soto, A.4
  • 31
    • 34250671957 scopus 로고    scopus 로고
    • Citrus essential oil terpenless by extraction using 1-ethyl-3- methylimidazolium ethylsulfate ionic liquid: Effect of the temperature
    • Arce, A.; Pobudkowska, A.; Rodriguez, O.; Soto, A. Citrus essential oil terpenless by extraction using 1-ethyl-3-methylimidazolium ethylsulfate ionic liquid: effect of the temperature Chem. Eng. J. 2007, 133, 213-218
    • (2007) Chem. Eng. J. , vol.133 , pp. 213-218
    • Arce, A.1    Pobudkowska, A.2    Rodriguez, O.3    Soto, A.4
  • 32
    • 67650828584 scopus 로고    scopus 로고
    • Selective separation of tocopherol homologues by liquid-liquid extraction using ionic liquids
    • Yang, Q.; Xing, H.; Cao, Y.; Su, B.; Yang, Y.; Ren, Q. Selective separation of tocopherol homologues by liquid-liquid extraction using ionic liquids Ind. Eng. Chem. Res. 2009, 48, 6417-6422
    • (2009) Ind. Eng. Chem. Res. , vol.48 , pp. 6417-6422
    • Yang, Q.1    Xing, H.2    Cao, Y.3    Su, B.4    Yang, Y.5    Ren, Q.6
  • 33
    • 84856327729 scopus 로고    scopus 로고
    • Improved separation efficiency using ionic liquid-cosolvent mixtures as the extractant in liquid-liquid extraction: A multiple adjustment and synergistic effect
    • Yang, Q.; Xing, H.; Su, B.; Yu, K.; Bao, Z.; Yang, Y.; Ren, Q. Improved separation efficiency using ionic liquid-cosolvent mixtures as the extractant in liquid-liquid extraction: a multiple adjustment and synergistic effect Chem. Eng. J. 2012, 181-182, 334-342
    • (2012) Chem. Eng. J. , vol.181-182 , pp. 334-342
    • Yang, Q.1    Xing, H.2    Su, B.3    Yu, K.4    Bao, Z.5    Yang, Y.6    Ren, Q.7
  • 34
    • 39249084197 scopus 로고    scopus 로고
    • Brönsted acidic ionic liquids as novel catalysts for the hydrolyzation of soybean isoflavone glycosides
    • Yang, Q.; Wei, Z.; Xing, H.; Ren, Q. Brönsted acidic ionic liquids as novel catalysts for the hydrolyzation of soybean isoflavone glycosides Catal. Commun. 2008, 9, 1307-1311
    • (2008) Catal. Commun. , vol.9 , pp. 1307-1311
    • Yang, Q.1    Wei, Z.2    Xing, H.3    Ren, Q.4
  • 36
    • 51149110812 scopus 로고    scopus 로고
    • Rapid determination of soybean isoflavones by HPLC-MS
    • Gong, L.; Su, B.; Wei, Z.; Yang, Y.; Ren, Q. Rapid determination of soybean isoflavones by HPLC-MS Chin. Oils Fats 2006, 31 (2) 50-52
    • (2006) Chin. Oils Fats , vol.31 , Issue.2 , pp. 50-52
    • Gong, L.1    Su, B.2    Wei, Z.3    Yang, Y.4    Ren, Q.5
  • 37
    • 1542400276 scopus 로고    scopus 로고
    • Capillary electrophoretic and nuclear magnetic resonance studies of interactions between halophenols and ionic liquid or tetraalkylammonium cations
    • Cabovska, B.; Kreishman, G.; Wassell, D.; Stalcup, A. Capillary electrophoretic and nuclear magnetic resonance studies of interactions between halophenols and ionic liquid or tetraalkylammonium cations J. Chromatogr., A 2003, 1007, 179-187
    • (2003) J. Chromatogr., A , vol.1007 , pp. 179-187
    • Cabovska, B.1    Kreishman, G.2    Wassell, D.3    Stalcup, A.4
  • 38
    • 0028910254 scopus 로고
    • Biochemical targets of the isoflavone genistein in tumor cell lines
    • Barnes, S.; Peterson, T. G. Biochemical targets of the isoflavone genistein in tumor cell lines Exp. Biol. Med. 1995, 208, 103-108
    • (1995) Exp. Biol. Med. , vol.208 , pp. 103-108
    • Barnes, S.1    Peterson, T.G.2
  • 39
    • 0346964230 scopus 로고    scopus 로고
    • Estimation for retention factor of isoflavones in physico-chemical properties
    • Lee, S. K.; Row, K. H. Estimation for retention factor of isoflavones in physico-chemical properties Bull. Korean Chem. Soc. 2003, 24, 1265-1268
    • (2003) Bull. Korean Chem. Soc. , vol.24 , pp. 1265-1268
    • Lee, S.K.1    Row, K.H.2
  • 40
    • 40349098229 scopus 로고    scopus 로고
    • A hydrogen bond accepting (HBA) scale for anions, including room temperature ionic liquids
    • Lungwitz, R.; Spange, S. A hydrogen bond accepting (HBA) scale for anions, including room temperature ionic liquids New J. Chem. 2008, 32, 392-394
    • (2008) New J. Chem. , vol.32 , pp. 392-394
    • Lungwitz, R.1    Spange, S.2
  • 41
    • 77953150426 scopus 로고    scopus 로고
    • The dipolarity/polarisability of 1-alkyl-3-methylimidazolium ionic liquids as function of anion structure and the alkyl chain length
    • Lungwitz, R.; Strehmel, V.; Spange, S. The dipolarity/polarisability of 1-alkyl-3-methylimidazolium ionic liquids as function of anion structure and the alkyl chain length New J. Chem. 2010, 34, 1135-1140
    • (2010) New J. Chem. , vol.34 , pp. 1135-1140
    • Lungwitz, R.1    Strehmel, V.2    Spange, S.3
  • 42
    • 0033048388 scopus 로고    scopus 로고
    • Daidzein and genistein but not their glucosides are absorbed from the rat stomach
    • Piskula, M. K.; Yamakoshi, J.; Iwai, Y. Daidzein and genistein but not their glucosides are absorbed from the rat stomach FEBS Lett. 1999, 447, 287-291
    • (1999) FEBS Lett. , vol.447 , pp. 287-291
    • Piskula, M.K.1    Yamakoshi, J.2    Iwai, Y.3
  • 43
    • 78449299253 scopus 로고    scopus 로고
    • Solubility of genistein in water, methanol, ethanol, propan-2-ol, 1-butanol, and ethyl acetate from (280 to 333) K
    • Wu, J. G.; Ge, J.; Zhang, Y. P.; Yu, Y.; Zhang, X. Y. Solubility of genistein in water, methanol, ethanol, propan-2-ol, 1-butanol, and ethyl acetate from (280 to 333) K J. Chem. Eng. Data 2010, 55, 5286-5288
    • (2010) J. Chem. Eng. Data , vol.55 , pp. 5286-5288
    • Wu, J.G.1    Ge, J.2    Zhang, Y.P.3    Yu, Y.4    Zhang, X.Y.5
  • 44
    • 60749102048 scopus 로고    scopus 로고
    • Solvatochromic parameters for binary mixtures of an ionic liquid with various protic molecular solvents
    • Khodadadi-Moghaddam, M.; Habibi-Yangjeh, A.; Gholami, M. R. Solvatochromic parameters for binary mixtures of an ionic liquid with various protic molecular solvents Monatsh. Chem. 2009, 140, 329-334
    • (2009) Monatsh. Chem. , vol.140 , pp. 329-334
    • Khodadadi-Moghaddam, M.1    Habibi-Yangjeh, A.2    Gholami, M.R.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.