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Volumn 138, Issue , 2017, Pages 322-329

Biorelevant physicochemical profiling of (E)- and (Z)-resveratrol determined from isomeric mixtures

Author keywords

cis Resveratrol; Lipophilicity; Microspeciation; Pinostilbene; Pterostilbene; Resveratrol; Solubility

Indexed keywords

PHENOL DERIVATIVE; PINOSTILBENE; PTEROSTILBENE; RESORCINOL; RESVERATROL; STILBENE DERIVATIVE; UNCLASSIFIED DRUG; OCTANOL; WATER;

EID: 85013759195     PISSN: 07317085     EISSN: 1873264X     Source Type: Journal    
DOI: 10.1016/j.jpba.2016.09.019     Document Type: Article
Times cited : (16)

References (33)
  • 1
    • 0041675753 scopus 로고
    • The phenolic substances of white hellebore (Veratrum grandiflorum hoes. fil.)
    • [1] Takaoka, M., The phenolic substances of white hellebore (Veratrum grandiflorum hoes. fil.). J. Faculty Sci. Hokkaido Imperial Univ. 3 (1940), 1–16.
    • (1940) J. Faculty Sci. Hokkaido Imperial Univ. , vol.3 , pp. 1-16
    • Takaoka, M.1
  • 2
    • 46849095716 scopus 로고
    • The production of resveratrol by Vitis vinifera and other members of the Vitaceae as a response to infection or injury
    • [2] Langcake, P., Pryce, R.J., The production of resveratrol by Vitis vinifera and other members of the Vitaceae as a response to infection or injury. Physiol. Plant Pathol. 9 (1976), 77–86.
    • (1976) Physiol. Plant Pathol. , vol.9 , pp. 77-86
    • Langcake, P.1    Pryce, R.J.2
  • 3
    • 0002256765 scopus 로고
    • Concentration of the phytoalexin resveratrol in wine
    • [3] Siemann, E.H., Creasy, L.L., Concentration of the phytoalexin resveratrol in wine. Am. J. Enol. Viticult. 43 (1992), 49–52.
    • (1992) Am. J. Enol. Viticult. , vol.43 , pp. 49-52
    • Siemann, E.H.1    Creasy, L.L.2
  • 5
    • 84938104525 scopus 로고    scopus 로고
    • The pharmacology of resveratrol in animals and humans
    • [5] Park, E.-J., Pezzuto, J.M., The pharmacology of resveratrol in animals and humans. Biochim. Biophys. Acta 1852 (2015), 1071–1113.
    • (2015) Biochim. Biophys. Acta , vol.1852 , pp. 1071-1113
    • Park, E.-J.1    Pezzuto, J.M.2
  • 7
    • 84925605695 scopus 로고    scopus 로고
    • The molecular targets of resveratrol
    • [7] Kulkarni, S.S., Cantó, C., The molecular targets of resveratrol. Biochim. Biophys. Acta 1852 (2015), 1114–1123.
    • (2015) Biochim. Biophys. Acta , vol.1852 , pp. 1114-1123
    • Kulkarni, S.S.1    Cantó, C.2
  • 8
    • 52649175432 scopus 로고    scopus 로고
    • Aggregation state and pKa values of (E)-resveratrol as determined by fluorescence spectroscopy and UV-visible absorption
    • [8] López-Nicolás, J.M., García-Carmona, F., Aggregation state and pKa values of (E)-resveratrol as determined by fluorescence spectroscopy and UV-visible absorption. J. Agric. Food Chem. 56 (2008), 7600–7605.
    • (2008) J. Agric. Food Chem. , vol.56 , pp. 7600-7605
    • López-Nicolás, J.M.1    García-Carmona, F.2
  • 9
    • 0038772355 scopus 로고    scopus 로고
    • On the chemistry of the resveratrol diastereomers
    • [9] Deak, M., Falk, H., On the chemistry of the resveratrol diastereomers. Monatsh. Chem. 134 (2003), 883–888.
    • (2003) Monatsh. Chem. , vol.134 , pp. 883-888
    • Deak, M.1    Falk, H.2
  • 10
    • 0036201766 scopus 로고    scopus 로고
    • Elementary reactions of the antioxidant action of trans-stilbene derivatives: resveratrol, pinosylvin and 4-hydroxystilbene
    • [10] Stojanovic, S., Brede, O., Elementary reactions of the antioxidant action of trans-stilbene derivatives: resveratrol, pinosylvin and 4-hydroxystilbene. Phys. Chem. Chem. Phys. 4 (2002), 757–764.
    • (2002) Phys. Chem. Chem. Phys. , vol.4 , pp. 757-764
    • Stojanovic, S.1    Brede, O.2
  • 12
    • 84882992312 scopus 로고    scopus 로고
    • Correlation of hydrotropic solubilization by urea with log D of drug molecules and utilization of this effect for topical formulations
    • [12] Herbig, M.E., Evers, D.-H., Correlation of hydrotropic solubilization by urea with log D of drug molecules and utilization of this effect for topical formulations. Eur. J. Pharm. Biopharm. 85 (2013), 158–160.
    • (2013) Eur. J. Pharm. Biopharm. , vol.85 , pp. 158-160
    • Herbig, M.E.1    Evers, D.-H.2
  • 13
    • 37349092988 scopus 로고    scopus 로고
    • Stabilization and encapsulation of photosensitive resveratrol within yeast cell
    • [13] Shi, G., Rao, L., Yu, H., Xiang, H., Yang, H., Ji, R., Stabilization and encapsulation of photosensitive resveratrol within yeast cell. Int. J. Pharm. 349 (2008), 83–93.
    • (2008) Int. J. Pharm. , vol.349 , pp. 83-93
    • Shi, G.1    Rao, L.2    Yu, H.3    Xiang, H.4    Yang, H.5    Ji, R.6
  • 14
    • 40949100961 scopus 로고    scopus 로고
    • Measurement and correlation of solubility of trans-resveratrol in 11 solvents at T = (278. 2, 288. 2, 298. 2, 308. 2, and 318. 2) K
    • [14] Sun, X., Peng, B., Yan, W., Measurement and correlation of solubility of trans-resveratrol in 11 solvents at T = (278. 2, 288. 2, 298. 2, 308. 2, and 318. 2) K. J. Chem. Thermodyn. 40 (2008), 735–738.
    • (2008) J. Chem. Thermodyn. , vol.40 , pp. 735-738
    • Sun, X.1    Peng, B.2    Yan, W.3
  • 15
    • 79960698472 scopus 로고
    • Water suppression that works. excitation sculpting using arbitrary wave-forms and pulsed-field gradients
    • [15] Hwang, T.L., Shaka, A.J., Water suppression that works. excitation sculpting using arbitrary wave-forms and pulsed-field gradients. J. Magn. Reson. A 112 (1995), 275–279.
    • (1995) J. Magn. Reson. A , vol.112 , pp. 275-279
    • Hwang, T.L.1    Shaka, A.J.2
  • 16
    • 78751702015 scopus 로고    scopus 로고
    • Electrodeless, accurate pH determination in highly basic media using a new set of 1H NMR pH indicators
    • [16] Orgován, G., Noszál, B., Electrodeless, accurate pH determination in highly basic media using a new set of 1H NMR pH indicators. J. Pharmaceut. Biomed. Anal. 54 (2011), 958–964.
    • (2011) J. Pharmaceut. Biomed. Anal. , vol.54 , pp. 958-964
    • Orgován, G.1    Noszál, B.2
  • 17
    • 0001424822 scopus 로고    scopus 로고
    • Suppression of convection artifacts in stimulated-echo diffusion experiments. double-stimulated-echo experiments
    • [17] Jerschow, A., Müller, N., Suppression of convection artifacts in stimulated-echo diffusion experiments. double-stimulated-echo experiments. J. Magn. Reson. 125 (1997), 372–375.
    • (1997) J. Magn. Reson. , vol.125 , pp. 372-375
    • Jerschow, A.1    Müller, N.2
  • 18
    • 77954214687 scopus 로고    scopus 로고
    • Study of pH-dependent solubility of organic bases. Revisit of Henderson-Hasselbalch relationship
    • [18] Völgyi, G., Baka, E., Box, K.J., Comer, J.E.A., Takács-Novák, K., Study of pH-dependent solubility of organic bases. Revisit of Henderson-Hasselbalch relationship. Anal. Chim. Acta 673 (2010), 40–46.
    • (2010) Anal. Chim. Acta , vol.673 , pp. 40-46
    • Völgyi, G.1    Baka, E.2    Box, K.J.3    Comer, J.E.A.4    Takács-Novák, K.5
  • 19
    • 9344241819 scopus 로고    scopus 로고
    • Structural basis for antioxidant activity of trans-resveratrol: ab initio calculations and crystal and molecular structure
    • [19] Caruso, F., Tanski, J., Villegas-Estrada, A., Rossi, M., Structural basis for antioxidant activity of trans-resveratrol: ab initio calculations and crystal and molecular structure. J. Agric. Food Chem. 52 (2004), 7279–7285.
    • (2004) J. Agric. Food Chem. , vol.52 , pp. 7279-7285
    • Caruso, F.1    Tanski, J.2    Villegas-Estrada, A.3    Rossi, M.4
  • 20
    • 37049082184 scopus 로고
    • Evidence that ‘nonvertical’ triplet energy transfer to flexible (-systems is a function of single-bond as opposed to double-bond torsion: comparison of 2,3-diphenylnorbornene and cis-stilbene
    • [20] Gorman, A.A., Beddoes, R.L., Hamblett, I., McNeeney, S.P., Prescott, A.L., Unett, D.J., Evidence that ‘nonvertical’ triplet energy transfer to flexible (-systems is a function of single-bond as opposed to double-bond torsion: comparison of 2,3-diphenylnorbornene and cis-stilbene. J. Chem. Soc. Chem. Commun., 1991, 963–964.
    • (1991) J. Chem. Soc. Chem. Commun. , pp. 963-964
    • Gorman, A.A.1    Beddoes, R.L.2    Hamblett, I.3    McNeeney, S.P.4    Prescott, A.L.5    Unett, D.J.6
  • 22
  • 23
    • 77952882393 scopus 로고    scopus 로고
    • Protective effects of pinostilbene a resveratrol methylated derivative, against 6-hydroxydopamine-induced neurotoxicity in SH-SY5Y cells
    • [23] Chao, J., Li, H., Cheng, K.-W., Yu, M.-S., Chang, R.C.-C., Wang, M., Protective effects of pinostilbene a resveratrol methylated derivative, against 6-hydroxydopamine-induced neurotoxicity in SH-SY5Y cells. J. Nutr. Biochem. 21 (2010), 482–489.
    • (2010) J. Nutr. Biochem. , vol.21 , pp. 482-489
    • Chao, J.1    Li, H.2    Cheng, K.-W.3    Yu, M.-S.4    Chang, R.C.-C.5    Wang, M.6
  • 24
    • 34347227066 scopus 로고    scopus 로고
    • Resveratrol photoisomerization: an integrative guided-inquiry experiment
    • [24] Bernard, E., Britz-McKibbin, P., Gernigon, N., Resveratrol photoisomerization: an integrative guided-inquiry experiment. J. Chem. Educ., 84, 2007, 1159.
    • (2007) J. Chem. Educ. , vol.84 , pp. 1159
    • Bernard, E.1    Britz-McKibbin, P.2    Gernigon, N.3
  • 25
    • 0034350517 scopus 로고    scopus 로고
    • Protonation microequilibrium treatment of polybasic compounds with any possible symmetry
    • [25] Szakács, Z., Noszál, B., Protonation microequilibrium treatment of polybasic compounds with any possible symmetry. J. Math. Chem. 26 (1999), 139–155.
    • (1999) J. Math. Chem. , vol.26 , pp. 139-155
    • Szakács, Z.1    Noszál, B.2
  • 26
    • 33947087226 scopus 로고
    • Nuclear magnetic resonance studies of the acid-base chemistry of amino acids and peptides. I. Microscopic ionization constants of glutathione and methylmercury-complexed glutathione
    • [26] Rabenstein, D.L., Nuclear magnetic resonance studies of the acid-base chemistry of amino acids and peptides. I. Microscopic ionization constants of glutathione and methylmercury-complexed glutathione. J. Am. Chem. Soc. 95 (1973), 2797–2803.
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 2797-2803
    • Rabenstein, D.L.1
  • 28
    • 0029018823 scopus 로고
    • Acid-base properties of terbutaline in terms of protonation macro- and microconstants
    • [28] Takács-Novák, K., Noszál, B., Tökes-Kövesdi, M., Szász, G., Acid-base properties of terbutaline in terms of protonation macro- and microconstants. J. Pharm. Pharmacol. 47 (1995), 431–435.
    • (1995) J. Pharm. Pharmacol. , vol.47 , pp. 431-435
    • Takács-Novák, K.1    Noszál, B.2    Tökes-Kövesdi, M.3    Szász, G.4
  • 29
    • 78751706322 scopus 로고    scopus 로고
    • The complete microspeciation of arginine and citrulline
    • [29] Orgován, G., Noszál, B., The complete microspeciation of arginine and citrulline. J. Pharm. Biomed. Anal. 54 (2011), 965–971.
    • (2011) J. Pharm. Biomed. Anal. , vol.54 , pp. 965-971
    • Orgován, G.1    Noszál, B.2
  • 30
    • 85013803380 scopus 로고    scopus 로고
    • Basics on Uncertainties, Dealing with Uncertainties
    • Springer Berlin, Heidelberg
    • [30] Drosg, M., Basics on Uncertainties, Dealing with Uncertainties. 2009, Springer, Berlin, Heidelberg, 17–48.
    • (2009) , pp. 17-48
    • Drosg, M.1
  • 31
    • 23944465954 scopus 로고    scopus 로고
    • Identification of two isomers from an organic mixture by double-stimulated-echo NMR and construction of the DOSY spectra by the regularized resolvent transform method
    • [31] Thureau, P., Thévand, A., Ancian, B., Escavabaja, P., Armstrong, G.S., Mandelshtam, V.A., Identification of two isomers from an organic mixture by double-stimulated-echo NMR and construction of the DOSY spectra by the regularized resolvent transform method. ChemPhysChem 6 (2005), 1510–1513.
    • (2005) ChemPhysChem , vol.6 , pp. 1510-1513
    • Thureau, P.1    Thévand, A.2    Ancian, B.3    Escavabaja, P.4    Armstrong, G.S.5    Mandelshtam, V.A.6
  • 32
    • 69349098734 scopus 로고    scopus 로고
    • Effect of hydroxypropyl-β-cyclodextrin on the aggregation of (E)-resveratrol in different protonation states of the guest molecule
    • [32] López-Nicolás, J.M., García-Carmona, F., Effect of hydroxypropyl-β-cyclodextrin on the aggregation of (E)-resveratrol in different protonation states of the guest molecule. Food Chem. 118 (2010), 648–655.
    • (2010) Food Chem. , vol.118 , pp. 648-655
    • López-Nicolás, J.M.1    García-Carmona, F.2


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