메뉴 건너뛰기




Volumn 62, Issue 29, 2014, Pages 7101-7110

Semisynthetic preparation and isolation of dimeric procyanidins B1-B8 from roasted hazelnut skins (Corylus avellana L.) on a large scale using countercurrent chromatography

Author keywords

countercurrent chromatography; hazelnut (Corylus avellana L.); NMR spectroscopy; procyanidins; prodelphinidins; propelargonidins; semisynthesis

Indexed keywords

LIQUID CHROMATOGRAPHY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC COMPOUNDS; PHENOLS; POLYMERS; FLAVONOIDS;

EID: 84905592334     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf501312a     Document Type: Article
Times cited : (29)

References (37)
  • 2
    • 0141850470 scopus 로고    scopus 로고
    • Screening of foods containing proanthocyanidins and their structural characterization using LC-MS/MS and thiolytic degradation
    • Gu, L.; Kelm, M. A.; Hammerstone, J. F.; Beecher, G.; Holden, J.; Haytowitz, D.; Prior, R. L. Screening of foods containing proanthocyanidins and their structural characterization using LC-MS/MS and thiolytic degradation J. Agric. Food Chem. 2003, 51, 7513-7521
    • (2003) J. Agric. Food Chem. , vol.51 , pp. 7513-7521
    • Gu, L.1    Kelm, M.A.2    Hammerstone, J.F.3    Beecher, G.4    Holden, J.5    Haytowitz, D.6    Prior, R.L.7
  • 6
    • 84857003157 scopus 로고    scopus 로고
    • Effects of roasting on the antioxidant status and phenolic profiles of commercial Turkish hazelnut varieties (Corylus avellana L.)
    • Pelvan, E.; Alasalvar, C.; Uzman, S. Effects of roasting on the antioxidant status and phenolic profiles of commercial Turkish hazelnut varieties (Corylus avellana L.) J. Agric. Food Chem. 2012, 60, 1218-1223
    • (2012) J. Agric. Food Chem. , vol.60 , pp. 1218-1223
    • Pelvan, E.1    Alasalvar, C.2    Uzman, S.3
  • 7
    • 0003760007 scopus 로고    scopus 로고
    • Food and Agriculture Organization of the United Nations. (accessed Dec 28).
    • Food and Agriculture Organization of the United Nations. FAO Statistical Yearbook 2012; http://faostat3.fao.org/home/index.html#DOWNLOAD (accessed Dec 28, 2013).
    • (2013) FAO Statistical Yearbook 2012
  • 10
    • 78651417072 scopus 로고    scopus 로고
    • Roasting affects phenolic composition and antioxidative activity of hazelnuts (Corylus avellana L.)
    • Schmitzer, V.; Slatnar, A.; Veberic, R.; Stampar, F.; Solar, A. Roasting affects phenolic composition and antioxidative activity of hazelnuts (Corylus avellana L.) J. Food Sci. 2011, 76, S14-S19
    • (2011) J. Food Sci. , vol.76
    • Schmitzer, V.1    Slatnar, A.2    Veberic, R.3    Stampar, F.4    Solar, A.5
  • 11
    • 47849102677 scopus 로고    scopus 로고
    • New approach for the synthesis and isolation of dimeric procyanidins
    • Köhler, N.; Wray, V.; Winterhalter, P. New approach for the synthesis and isolation of dimeric procyanidins J. Agric. Food Chem. 2008, 56, 5374-5385
    • (2008) J. Agric. Food Chem. , vol.56 , pp. 5374-5385
    • Köhler, N.1    Wray, V.2    Winterhalter, P.3
  • 12
    • 77951283054 scopus 로고    scopus 로고
    • Preparation of dimeric procyanidins B1, B2, B5, and B7 from a polymeric procyanidin fraction of black chokeberry (Aronia melanocarpa)
    • Esatbeyoglu, T.; Winterhalter, P. Preparation of dimeric procyanidins B1, B2, B5, and B7 from a polymeric procyanidin fraction of black chokeberry (Aronia melanocarpa) J. Agric. Food Chem. 2010, 58, 5147-5153
    • (2010) J. Agric. Food Chem. , vol.58 , pp. 5147-5153
    • Esatbeyoglu, T.1    Winterhalter, P.2
  • 14
    • 77958189250 scopus 로고    scopus 로고
    • Dimeric procyanidins: Screening for B1 to B8 and semisynthetic preparation of B3, B4, B6, and B8 from a polymeric procyanidin fraction of white willow bark (Salix alba)
    • Esatbeyoglu, T.; Wray, V.; Winterhalter, P. Dimeric procyanidins: screening for B1 to B8 and semisynthetic preparation of B3, B4, B6, and B8 from a polymeric procyanidin fraction of white willow bark (Salix alba) J. Agric. Food Chem. 2010, 58, 7820-7830
    • (2010) J. Agric. Food Chem. , vol.58 , pp. 7820-7830
    • Esatbeyoglu, T.1    Wray, V.2    Winterhalter, P.3
  • 15
    • 84891462145 scopus 로고    scopus 로고
    • Identification of two novel prodelphinidin A-type dimers from roasted hazelnut skins (Corylus avellana L.)
    • Esatbeyoglu, T.; Wray, V.; Winterhalter, P. Identification of two novel prodelphinidin A-type dimers from roasted hazelnut skins (Corylus avellana L.) J. Agric. Food Chem. 2013, 61, 12640-12645
    • (2013) J. Agric. Food Chem. , vol.61 , pp. 12640-12645
    • Esatbeyoglu, T.1    Wray, V.2    Winterhalter, P.3
  • 16
    • 0034876678 scopus 로고    scopus 로고
    • Analysis of proanthocyanidin cleavage products following acid-catalysis in the presence of excess phloroglucinol
    • Kennedy, J. A.; Jones, G. P. Analysis of proanthocyanidin cleavage products following acid-catalysis in the presence of excess phloroglucinol J. Agric. Food Chem. 2001, 49, 1740-1746
    • (2001) J. Agric. Food Chem. , vol.49 , pp. 1740-1746
    • Kennedy, J.A.1    Jones, G.P.2
  • 17
    • 17044362234 scopus 로고    scopus 로고
    • Large-scale isolation of flavan-3-ol phloroglucinol adducts by high-speed counter-current chromatography
    • Köhler, N.; Winterhalter, P. Large-scale isolation of flavan-3-ol phloroglucinol adducts by high-speed counter-current chromatography J. Chromatogr., A 2005, 1072, 217-222
    • (2005) J. Chromatogr., A , vol.1072 , pp. 217-222
    • Köhler, N.1    Winterhalter, P.2
  • 19
    • 0001805268 scopus 로고    scopus 로고
    • Investigation of proanthocyanidins by HPLC with electrospray ionization mass spectrometry
    • Friedrich, W.; Eberhardt, A.; Galensa, R. Investigation of proanthocyanidins by HPLC with electrospray ionization mass spectrometry Eur. Food Res. Technol. 2000, 211, 56-64
    • (2000) Eur. Food Res. Technol. , vol.211 , pp. 56-64
    • Friedrich, W.1    Eberhardt, A.2    Galensa, R.3
  • 20
    • 37049109896 scopus 로고
    • Linkage isomerism in trimeric and polymeric 2,3- cis -procyanidins
    • Hemingway, R. W.; Foo, L. Y.; Porter, L. J. Linkage isomerism in trimeric and polymeric 2,3- cis -procyanidins J. Chem. Soc., Perkin Trans. 1 1982, 5, 1209-1216
    • (1982) J. Chem. Soc., Perkin Trans. 1 , vol.5 , pp. 1209-1216
    • Hemingway, R.W.1    Foo, L.Y.2    Porter, L.J.3
  • 24
  • 25
    • 34548723991 scopus 로고    scopus 로고
    • Reversed-phase HPLC-ESI/MS analysis of birch leaf proanthocyanidins after their acidic degradation in the presence of nucleophiles
    • Karonen, M.; Leikas, A.; Loponen, J.; Sinkkonen, J.; Ossipov, V.; Pihlaja, K. Reversed-phase HPLC-ESI/MS analysis of birch leaf proanthocyanidins after their acidic degradation in the presence of nucleophiles Phytochem. Anal. 2007, 18, 378-386
    • (2007) Phytochem. Anal. , vol.18 , pp. 378-386
    • Karonen, M.1    Leikas, A.2    Loponen, J.3    Sinkkonen, J.4    Ossipov, V.5    Pihlaja, K.6
  • 26
    • 37049098330 scopus 로고
    • Plant proanthocyanidins. Part 3. Conformational and configurational studies of natural procyanidins
    • Fletcher, A. C.; Porter, L. J.; Haslam, E.; Gupta, R. K. Plant proanthocyanidins. Part 3. Conformational and configurational studies of natural procyanidins J. Chem. Soc., Perkin Trans. 1 1977, 14, 1628-1637
    • (1977) J. Chem. Soc., Perkin Trans. 1 , vol.14 , pp. 1628-1637
    • Fletcher, A.C.1    Porter, L.J.2    Haslam, E.3    Gupta, R.K.4
  • 27
    • 37049097897 scopus 로고
    • Synthesis of condensed tannins. Part 1. Stereoselective and stereospecific syntheses of optically pure 4-arylflavan-3-ols, and assessment of their absolute stereochemistry at C-4 by means of circular dichroism
    • Botha, J. J.; Young, D. A.; Ferreira, D.; Roux, D. G. Synthesis of condensed tannins. Part 1. Stereoselective and stereospecific syntheses of optically pure 4-arylflavan-3-ols, and assessment of their absolute stereochemistry at C-4 by means of circular dichroism J. Chem. Soc., Perkin Trans. 1 1981, 4, 1213-1219
    • (1981) J. Chem. Soc., Perkin Trans. 1 , vol.4 , pp. 1213-1219
    • Botha, J.J.1    Young, D.A.2    Ferreira, D.3    Roux, D.G.4
  • 28
    • 37049098394 scopus 로고
    • Synthesis of condensed tannins. Part 2. Synthesis by photolytic rearrangement, stereochemistry, and circular dichroism of the first 2,3- cis -3,4- cis -4-arylflavan-3-ols
    • Van der Westhuizen, J. H.; Ferreira, D.; Roux, D. G. Synthesis of condensed tannins. Part 2. Synthesis by photolytic rearrangement, stereochemistry, and circular dichroism of the first 2,3- cis -3,4- cis -4-arylflavan-3-ols J. Chem. Soc., Perkin Trans. 1 1981, 4, 1220-1226
    • (1981) J. Chem. Soc., Perkin Trans. 1 , vol.4 , pp. 1220-1226
    • Van Der Westhuizen, J.H.1    Ferreira, D.2    Roux, D.G.3
  • 29
    • 37049109841 scopus 로고
    • Synthesis of condensed tannins. Part 9. The condensation sequence of leucocyanidin with (+)-catechin and with the resultant procyanidins
    • Delcour, J. A.; Ferreira, D.; Roux, D. G. Synthesis of condensed tannins. Part 9. The condensation sequence of leucocyanidin with (+)-catechin and with the resultant procyanidins J. Chem. Soc., Perkin Trans. 1 1983, 8, 1711-1717
    • (1983) J. Chem. Soc., Perkin Trans. 1 , vol.8 , pp. 1711-1717
    • Delcour, J.A.1    Ferreira, D.2    Roux, D.G.3
  • 30
    • 0011380345 scopus 로고
    • 1H NMR parameters applicable to the structural elucidation of oligomeric procyanidins
    • Hemingway, R. W. Laks, P. E. Plenum Press: New York
    • 1H NMR parameters applicable to the structural elucidation of oligomeric procyanidins. In Plant Polyphenols: Synthesis, Properties, Significance; Hemingway, R. W.; Laks, P. E., Eds.; Plenum Press: New York, 1992; pp 295-319.
    • (1992) Plant Polyphenols: Synthesis, Properties, Significance , pp. 295-319
    • Kolodziej, H.1
  • 31
    • 0035901356 scopus 로고    scopus 로고
    • X-Ray structure analysis of procyanidin B1
    • Weinges, K.; Schick, H.; Rominger, F. X-Ray structure analysis of procyanidin B1 Tetrahedron 2001, 57, 2327-2330
    • (2001) Tetrahedron , vol.57 , pp. 2327-2330
    • Weinges, K.1    Schick, H.2    Rominger, F.3
  • 32
    • 37049101864 scopus 로고
    • Polymeric proanthocyanidins. Stereochemistry, structural units, and molecular weight
    • Czochanska, Z.; Foo, L. Y.; Newman, R. H.; Porter, L. J. Polymeric proanthocyanidins. Stereochemistry, structural units, and molecular weight J. Chem. Soc., Perkin Trans. 1 1980, 10, 2278-2286
    • (1980) J. Chem. Soc., Perkin Trans. 1 , vol.10 , pp. 2278-2286
    • Czochanska, Z.1    Foo, L.Y.2    Newman, R.H.3    Porter, L.J.4
  • 33
    • 0000799066 scopus 로고
    • Proanthocyanidin dimers and polymers from Quercus dentata
    • Sun, D.; Wong, H.; Foo, L. Y. Proanthocyanidin dimers and polymers from Quercus dentata Phytochemistry 1987, 26, 1825-1829
    • (1987) Phytochemistry , vol.26 , pp. 1825-1829
    • Sun, D.1    Wong, H.2    Foo, L.Y.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.