메뉴 건너뛰기




Volumn 101, Issue , 2015, Pages 169-178

A galloylated dimeric proanthocyanidin from grape seed exhibits dentin biomodification potential

Author keywords

Centrifugal partition and countercurrent chromatography (CPC CCC); Countercurrent separation (CS); Dentin stiffness and biomodification; Galloylation; HiFSA; Oligomeric proanthocyanidins (OPACs)

Indexed keywords

BIOMATERIAL; EPICATECHIN (4BETA- 8) EPICATECHIN 3 O GALLATE; GRAPE SEED EXTRACT; PROANTHOCYANIDIN; PROCYANIDIN; UNCLASSIFIED DRUG;

EID: 84921885413     PISSN: 0367326X     EISSN: 18736971     Source Type: Journal    
DOI: 10.1016/j.fitote.2014.12.006     Document Type: Article
Times cited : (42)

References (41)
  • 1
    • 0036724947 scopus 로고    scopus 로고
    • Survival analysis of posterior restorations using an insurance claims database
    • R.E. Bogacki, R.J. Hunt, M. del Aguila, and W.R. Smith Survival analysis of posterior restorations using an insurance claims database Oper Dent 27 5 2002 488 492
    • (2002) Oper Dent , vol.27 , Issue.5 , pp. 488-492
    • Bogacki, R.E.1    Hunt, R.J.2    Del Aguila, M.3    Smith, W.R.4
  • 2
    • 79960106462 scopus 로고    scopus 로고
    • Is it the end of the road for dental amalgam? A critical review
    • A. Shenoy Is it the end of the road for dental amalgam? A critical review J Conserv Dent 11 3 2008 99 107
    • (2008) J Conserv Dent , vol.11 , Issue.3 , pp. 99-107
    • Shenoy, A.1
  • 5
    • 77956172795 scopus 로고    scopus 로고
    • Mechanical characterization of proanthocyanidin-dentin matrix interaction
    • C.S. Castellan, P.N. Pereira, R.H. Grande, and A.K. Bedran-Russo Mechanical characterization of proanthocyanidin-dentin matrix interaction Dent Mater 26 10 2010 968 973
    • (2010) Dent Mater , vol.26 , Issue.10 , pp. 968-973
    • Castellan, C.S.1    Pereira, P.N.2    Grande, R.H.3    Bedran-Russo, A.K.4
  • 6
    • 55249096520 scopus 로고    scopus 로고
    • Biosynthesis and genetic regulation of proanthocyanidins in plants
    • F. He, Q.H. Pan, Y. Shi, and C.Q. Duan Biosynthesis and genetic regulation of proanthocyanidins in plants Molecules 13 10 2008 2674 2703
    • (2008) Molecules , vol.13 , Issue.10 , pp. 2674-2703
    • He, F.1    Pan, Q.H.2    Shi, Y.3    Duan, C.Q.4
  • 7
    • 33748060964 scopus 로고    scopus 로고
    • Biosynthesis of flavan 3-ols by leucoanthocyanidin 4-reductases and anthocyanidin reductases in leaves of grape (Vitis vinifera L.), apple (Malus x domestica Borkh.) and other crops
    • J. Pfeiffer, C. Kühnel, J. Brandt, D. Duy, P.A.N. Punyasiri, and G. Forkmann Biosynthesis of flavan 3-ols by leucoanthocyanidin 4-reductases and anthocyanidin reductases in leaves of grape (Vitis vinifera L.), apple (Malus x domestica Borkh.) and other crops Plant Physiol Biochem 44 5-6 2006 323 334
    • (2006) Plant Physiol Biochem , vol.44 , Issue.56 , pp. 323-334
    • Pfeiffer, J.1    Kühnel, C.2    Brandt, J.3    Duy, D.4    Punyasiri, P.A.N.5    Forkmann, G.6
  • 8
    • 33646251818 scopus 로고    scopus 로고
    • Non-galloylated and galloylated proanthocyanidin oligomers in grape seeds from Vitis vinifera L. Cv. Graciano, Tempranillo and Cabernet Sauvignon
    • V. Nunez, C. Gomez-Cordoves, B. Bartolome, Y.-J. Hong, and A.E. Mitchell Non-galloylated and galloylated proanthocyanidin oligomers in grape seeds from Vitis vinifera L. cv. Graciano, Tempranillo and Cabernet Sauvignon J Sci Food Agric 86 6 2006 915 921
    • (2006) J Sci Food Agric , vol.86 , Issue.6 , pp. 915-921
    • Nunez, V.1    Gomez-Cordoves, C.2    Bartolome, B.3    Hong, Y.-J.4    Mitchell, A.E.5
  • 10
    • 77953643992 scopus 로고    scopus 로고
    • Contribution of galloylation and polymerization to the antioxidant activity of polyphenols in fish lipid systems
    • J. Iglesias, M. Pazos, S. Lois, and I. Medina Contribution of galloylation and polymerization to the antioxidant activity of polyphenols in fish lipid systems J Agric Food Chem 58 12 2010 7423 7431
    • (2010) J Agric Food Chem , vol.58 , Issue.12 , pp. 7423-7431
    • Iglesias, J.1    Pazos, M.2    Lois, S.3    Medina, I.4
  • 11
    • 77956664025 scopus 로고    scopus 로고
    • Pycnogenol: A blend of procyanidins with multifaceted therapeutic applications?
    • G. D'Andrea Pycnogenol: A blend of procyanidins with multifaceted therapeutic applications? Fitoterapia 81 7 2010 724 736
    • (2010) Fitoterapia , vol.81 , Issue.7 , pp. 724-736
    • D'Andrea, G.1
  • 12
    • 78649631404 scopus 로고    scopus 로고
    • Recommending flavanols and procyanidins for cardiovascular health: Current knowledge and future needs
    • H. Schroeter, C. Heiss, J.P.E. Spencer, C.L. Keen, J.R. Lupton, and H.H. Schmitz Recommending flavanols and procyanidins for cardiovascular health: current knowledge and future needs Mol Aspects Med 31 6 2010 546 557
    • (2010) Mol Aspects Med , vol.31 , Issue.6 , pp. 546-557
    • Schroeter, H.1    Heiss, C.2    Spencer, J.P.E.3    Keen, C.L.4    Lupton, J.R.5    Schmitz, H.H.6
  • 13
  • 14
    • 79952163177 scopus 로고    scopus 로고
    • Role of galloylation and polymerization in cytoprotective effects of polyphenolic fractions against hydrogen peroxide insult
    • M. Mitjans, V. Ugartondo, V. Martinez, S. Tourino, J.L. Torres, and M.P. Vinardell Role of galloylation and polymerization in cytoprotective effects of polyphenolic fractions against hydrogen peroxide insult J Agric Food Chem 59 5 2011 2113 2119
    • (2011) J Agric Food Chem , vol.59 , Issue.5 , pp. 2113-2119
    • Mitjans, M.1    Ugartondo, V.2    Martinez, V.3    Tourino, S.4    Torres, J.L.5    Vinardell, M.P.6
  • 15
    • 34548459466 scopus 로고    scopus 로고
    • The importance of polymerization and galloylation for the antiproliferative properties of procyanidin-rich natural extracts
    • D. Lizarraga, C. Lozano, J.J. Briede, J.H. van Delft, S. Tourino, and J.J. Centelles The importance of polymerization and galloylation for the antiproliferative properties of procyanidin-rich natural extracts FEBS J 274 18 2007 4802 4811
    • (2007) FEBS J , vol.274 , Issue.18 , pp. 4802-4811
    • Lizarraga, D.1    Lozano, C.2    Briede, J.J.3    Van Delft, J.H.4    Tourino, S.5    Centelles, J.J.6
  • 18
    • 0038094483 scopus 로고    scopus 로고
    • Separation of proanthocyanidins by degree of polymerization by means of size-exclusion chromatography and related techniques
    • A. Yanagida, T. Shoji, and Y. Shibusawa Separation of proanthocyanidins by degree of polymerization by means of size-exclusion chromatography and related techniques J Biochem Biophys Methods 56 1-3 2003 311 322
    • (2003) J Biochem Biophys Methods , vol.56 , Issue.13 , pp. 311-322
    • Yanagida, A.1    Shoji, T.2    Shibusawa, Y.3
  • 19
    • 84921883782 scopus 로고    scopus 로고
    • Recent studies on oligomeric proanthocyanidins in grape seeds
    • H. Xi, X. Zou, J. Liu, and Z. Meng Recent studies on oligomeric proanthocyanidins in grape seeds Huaxue Shijie 46 12 2005 759 762
    • (2005) Huaxue Shijie , vol.46 , Issue.12 , pp. 759-762
    • Xi, H.1    Zou, X.2    Liu, J.3    Meng, Z.4
  • 21
    • 51849097663 scopus 로고    scopus 로고
    • Countercurrent separation of natural products
    • G.F. Pauli, S.M. Pro, and J.B. Friesen Countercurrent separation of natural products J Nat Prod 71 8 2008 1489 1508
    • (2008) J Nat Prod , vol.71 , Issue.8 , pp. 1489-1508
    • Pauli, G.F.1    Pro, S.M.2    Friesen, J.B.3
  • 22
    • 65549101812 scopus 로고    scopus 로고
    • Method performance and multi-laboratory assessment of a normal phase high pressure liquid chromatography-fluorescence detection method for the quantitation of flavanols and procyanidins in cocoa and chocolate containing samples
    • R.J. Robbins, J. Leonczak, J.C. Johnson, J. Li, C. Kwik-Uribe, and R.L. Prior Method performance and multi-laboratory assessment of a normal phase high pressure liquid chromatography-fluorescence detection method for the quantitation of flavanols and procyanidins in cocoa and chocolate containing samples J Chromatogr A 1216 24 2009 4831 4840
    • (2009) J Chromatogr A , vol.1216 , Issue.24 , pp. 4831-4840
    • Robbins, R.J.1    Leonczak, J.2    Johnson, J.C.3    Li, J.4    Kwik-Uribe, C.5    Prior, R.L.6
  • 23
    • 79960559842 scopus 로고    scopus 로고
    • Long-term stability of dentin matrix following treatment with various natural collagen cross-linkers
    • C.S. Castellan, A.K. Bedran-Russo, S. Karol, and P.N.R. Pereira Long-term stability of dentin matrix following treatment with various natural collagen cross-linkers J Mech Behav Biomed Mater 4 7 2011 1343 1350
    • (2011) J Mech Behav Biomed Mater , vol.4 , Issue.7 , pp. 1343-1350
    • Castellan, C.S.1    Bedran-Russo, A.K.2    Karol, S.3    Pereira, P.N.R.4
  • 24
    • 84877322134 scopus 로고    scopus 로고
    • Solvent selection in countercurrent chromatography using small-volume hydrostatic columns
    • F. Karine, M. Nazim, M. Jeremy, and B. Alain Solvent selection in countercurrent chromatography using small-volume hydrostatic columns LCGC N Am 13 2 2013 132 143
    • (2013) LCGC N Am , vol.13 , Issue.2 , pp. 132-143
    • Karine, F.1    Nazim, M.2    Jeremy, M.3    Alain, B.4
  • 25
    • 27544461055 scopus 로고    scopus 로고
    • G.U.E.S.S. A generally useful estimate of solvent systems for CCC
    • B.J. Friesen, and G.U.E.S.S. A generally useful estimate of solvent systems for CCC J Liq Chromatogr Relat Technol 28 2005 2777 2806
    • (2005) J Liq Chromatogr Relat Technol , vol.28 , pp. 2777-2806
    • Friesen, B.J.1
  • 26
    • 0035146874 scopus 로고    scopus 로고
    • QNMR - A versatile concept for the validation of natural product reference compounds
    • G.F. Pauli qNMR - a versatile concept for the validation of natural product reference compounds Phytochem Anal 12 1 2001 28 42
    • (2001) Phytochem Anal , vol.12 , Issue.1 , pp. 28-42
    • Pauli, G.F.1
  • 27
    • 12944265405 scopus 로고    scopus 로고
    • 1H NMR: Development and potential of a method for natural products analysis
    • 1H NMR: development and potential of a method for natural products analysis J Nat Prod 68 1 2005 133 149
    • (2005) J Nat Prod , vol.68 , Issue.1 , pp. 133-149
    • Pauli, G.F.1    Jaki, B.U.2    Lankin, D.C.3
  • 28
    • 33645455557 scopus 로고    scopus 로고
    • High-performance liquid chromatography separation and purification of cacao (Theobroma cacao L.) procyanidins according to degree of polymerization using a diol stationary phase
    • M.A. Kelm, J.C. Johnson, R.J. Robbins, J.F. Hammerstone, and H.H. Schmitz High-performance liquid chromatography separation and purification of cacao (Theobroma cacao L.) procyanidins according to degree of polymerization using a diol stationary phase J Agric Food Chem 54 5 2006 1571 1576
    • (2006) J Agric Food Chem , vol.54 , Issue.5 , pp. 1571-1576
    • Kelm, M.A.1    Johnson, J.C.2    Robbins, R.J.3    Hammerstone, J.F.4    Schmitz, H.H.5
  • 30
    • 52049124484 scopus 로고    scopus 로고
    • Structural characterization of a procyanidin tetramer and pentamer from the apple by low-temperature NMR analysis
    • Y. Abe, T. Shoji, N. Kawahara, H. Kamakura, T. Kanda, and Y. Goda Structural characterization of a procyanidin tetramer and pentamer from the apple by low-temperature NMR analysis Tetrahedron Lett 49 45 2008 6413 6418
    • (2008) Tetrahedron Lett , vol.49 , Issue.45 , pp. 6413-6418
    • Abe, Y.1    Shoji, T.2    Kawahara, N.3    Kamakura, H.4    Kanda, T.5    Goda, Y.6
  • 31
    • 0038792396 scopus 로고    scopus 로고
    • Isolation and structural elucidation of some procyanidins from apple by low-temperature nuclear magnetic resonance
    • T. Shoji, M. Mutsuga, T. Nakamura, T. Kanda, H. Akiyama, and Y. Goda Isolation and structural elucidation of some procyanidins from apple by low-temperature nuclear magnetic resonance J Agric Food Chem 51 13 2003 3806 3813
    • (2003) J Agric Food Chem , vol.51 , Issue.13 , pp. 3806-3813
    • Shoji, T.1    Mutsuga, M.2    Nakamura, T.3    Kanda, T.4    Akiyama, H.5    Goda, Y.6
  • 32
    • 15244344680 scopus 로고    scopus 로고
    • Systematic synthesis of galloyl-substituted procyanidin B1 and B2, and their ability of DPPH radical scavenging activity and inhibitory activity of DNA polymerases
    • A. Saito, Y. Mizushina, H. Ikawa, H. Yoshida, Y. Doi, and A. Tanaka Systematic synthesis of galloyl-substituted procyanidin B1 and B2, and their ability of DPPH radical scavenging activity and inhibitory activity of DNA polymerases Bioorg Med Chem 13 8 2005 2759 2771
    • (2005) Bioorg Med Chem , vol.13 , Issue.8 , pp. 2759-2771
    • Saito, A.1    Mizushina, Y.2    Ikawa, H.3    Yoshida, H.4    Doi, Y.5    Tanaka, A.6
  • 34
    • 85008581852 scopus 로고
    • Tannins and related compounds XV. A new class of dimeric flavan-3-ol gallates, theasinensins A and B and proanthocyanidin gallates from green tea leaf
    • G.-I. Nonaka, K. Osamu, and Itsuo Nishioka Tannins and related compounds XV. A new class of dimeric flavan-3-ol gallates, theasinensins A and B and proanthocyanidin gallates from green tea leaf Chem Pharm Bull 31 11 1982 1906 1914
    • (1982) Chem Pharm Bull , vol.31 , Issue.11 , pp. 1906-1914
    • Nonaka, G.-I.1    Osamu, K.2    Nishioka, I.3
  • 35
    • 84900308916 scopus 로고    scopus 로고
    • Orthogonal analytical methods for botanical standardization: Determination of green tea catechins by qNMR and LC-MS/MS
    • J.G. Napolitano, T. Godecke, D.C. Lankin, B.U. Jaki, J.B. McAlpine, and S.-N. Chen Orthogonal analytical methods for botanical standardization: determination of green tea catechins by qNMR and LC-MS/MS J Pharm Biomed Anal 93 2014 59 67
    • (2014) J Pharm Biomed Anal , vol.93 , pp. 59-67
    • Napolitano, J.G.1    Godecke, T.2    Lankin, D.C.3    Jaki, B.U.4    McAlpine, J.B.5    Chen, S.-N.6
  • 36
    • 84875947723 scopus 로고    scopus 로고
    • HiFSA fingerprinting applied to isomers with near-identical NMR spectra: The silybin/isosilybin case
    • J.G. Napolitano, D.C. Lankin, T.N. Graf, J.B. Friesen, S.N. Chen, and J.B. McAlpine HiFSA fingerprinting applied to isomers with near-identical NMR spectra: the silybin/isosilybin case J Org Chem 78 7 2013 2827 2839
    • (2013) J Org Chem , vol.78 , Issue.7 , pp. 2827-2839
    • Napolitano, J.G.1    Lankin, D.C.2    Graf, T.N.3    Friesen, J.B.4    Chen, S.N.5    McAlpine, J.B.6
  • 37
    • 33845921591 scopus 로고    scopus 로고
    • Synthesis and preliminary anticancer activity studies of C4 and C8-modified derivatives of catechin gallate (CG) and epicatechin gallate (ECG)
    • C.J. Hayes, B.P. Whittaker, S.A. Watson, and A.M. Grabowska Synthesis and preliminary anticancer activity studies of C4 and C8-modified derivatives of catechin gallate (CG) and epicatechin gallate (ECG) J Org Chem 71 26 2006 9701 9712
    • (2006) J Org Chem , vol.71 , Issue.26 , pp. 9701-9712
    • Hayes, C.J.1    Whittaker, B.P.2    Watson, S.A.3    Grabowska, A.M.4
  • 38
    • 67651099112 scopus 로고    scopus 로고
    • An efficient synthesis of procyanidins using equimolar condensation of catechin and/or epicatechin catalyzed by ytterbium triflate
    • Y. Mohri, M. Sagehashi, T. Yamada, Y. Hattori, K. Morimura, and Y. Hamauzu An efficient synthesis of procyanidins using equimolar condensation of catechin and/or epicatechin catalyzed by ytterbium triflate Heterocycles 79 2009 549 563
    • (2009) Heterocycles , vol.79 , pp. 549-563
    • Mohri, Y.1    Sagehashi, M.2    Yamada, T.3    Hattori, Y.4    Morimura, K.5    Hamauzu, Y.6
  • 39
    • 37049113419 scopus 로고
    • Polyphenol interactions. Part 2. Covalent binding of procyanidins to proteins during acid-catalysed decomposition; Observations on some polymeric proanthocyanidins
    • J.E. Beart, T.H. Lilley, and E. Haslam Polyphenol interactions. Part 2. Covalent binding of procyanidins to proteins during acid-catalysed decomposition; observations on some polymeric proanthocyanidins J Chem Soc Perkin Trans 2 9 1985 1439 1443
    • (1985) J Chem Soc Perkin Trans , vol.2 , Issue.9 , pp. 1439-1443
    • Beart, J.E.1    Lilley, T.H.2    Haslam, E.3
  • 40
    • 84875240763 scopus 로고    scopus 로고
    • A review on protein-phenolic interactions and associated changes
    • T. Ozdal, E. Capanoglu, and F. Altay A review on protein-phenolic interactions and associated changes Food Res Int 51 2 2013 954 970
    • (2013) Food Res Int , vol.51 , Issue.2 , pp. 954-970
    • Ozdal, T.1    Capanoglu, E.2    Altay, F.3
  • 41
    • 84918780222 scopus 로고    scopus 로고
    • Mimicking the hierarchical functions of dentin collagen cross-links with plant derived phenols and phenolic acids
    • C.M. Vidal, A.A. Leme, T. Aguiar, R. Phansalkar, J.W. Nam, and J. Bisson Mimicking the hierarchical functions of dentin collagen cross-links with plant derived phenols and phenolic acids Langmuir 30 49 2014 14887 14893
    • (2014) Langmuir , vol.30 , Issue.49 , pp. 14887-14893
    • Vidal, C.M.1    Leme, A.A.2    Aguiar, T.3    Phansalkar, R.4    Nam, J.W.5    Bisson, J.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.