메뉴 건너뛰기




Volumn 90, Issue 6, 2011, Pages 852-859

Differences in pharmacological activities of the antioxidant flavonoid MonoHER in humans and mice are caused by variations in its metabolic profile

Author keywords

[No Author keywords available]

Indexed keywords

7 MONO O (BETA HYDROXYETHYL)RUTOSIDE; ANTIOXIDANT; FLAVONOID; UNCLASSIFIED DRUG;

EID: 81355139607     PISSN: 00099236     EISSN: 15326535     Source Type: Journal    
DOI: 10.1038/clpt.2011.200     Document Type: Article
Times cited : (9)

References (43)
  • 1
    • 34548301545 scopus 로고    scopus 로고
    • Protection by flavonoids against anthracycline cardiotoxicity: From chemistry to clinical trials
    • DOI 10.1007/s12012-007-0018-0
    • Bast, A., Haenen, G.R., Bruynzeel, A.M. & Van der Vijgh, W.J. Protection by flavonoids against anthracycline cardiotoxicity: from chemistry to clinical trials. Cardiovasc. Toxicol. 7, 154-159 (2007). (Pubitemid 47339864)
    • (2007) Cardiovascular Toxicology , vol.7 , Issue.2 , pp. 154-159
    • Bast, A.1    Haenen, G.R.M.M.2    Bruynzeel, A.M.E.3    Van Der Vijgh, W.J.F.4
  • 3
    • 0032563825 scopus 로고    scopus 로고
    • Doxorubicin-induced cardiomyopathy
    • DOI 10.1056/NEJM199809243391307
    • Singal, P.K. & Iliskovic, N. Doxorubicin-induced cardiomyopathy. N. Engl. J. Med. 339, 900-905 (1998). (Pubitemid 28446849)
    • (1998) New England Journal of Medicine , vol.339 , Issue.13 , pp. 900-905
    • Singal, P.K.1    Iliskovic, N.2
  • 4
    • 0033813886 scopus 로고    scopus 로고
    • Molecular basis of anthracycline-induced cardiotoxicity and its prevention
    • Horenstein, M.S., Vander Heide, R.S. & L'Ecuyer, T.J. Molecular basis of anthracycline-induced cardiotoxicity and its prevention. Mol. Genet. Metab. 71, 436-444 (2000).
    • (2000) Mol. Genet. Metab. , vol.71 , pp. 436-444
    • Horenstein, M.S.1    Vander Heide, R.S.2    L'Ecuyer, T.J.3
  • 5
    • 0035846881 scopus 로고    scopus 로고
    • Effects by doxorubicin on the myocardium are mediated by oxygen free radicals
    • DOI 10.1016/S0024-3205(00)00990-5, PII S0024320500009905
    • Xu, M.F., Tang, P.L., Qian, Z.M. & Ashraf, M. Effects by doxorubicin on the myocardium are mediated by oxygen free radicals. Life Sci. 68, 889-901 (2001). (Pubitemid 32168065)
    • (2001) Life Sciences , vol.68 , Issue.8 , pp. 889-901
    • Xu, M.F.1    Tang, P.L.2    Qian, Z.M.3    Ashraf, M.4
  • 6
    • 0018915753 scopus 로고
    • Enzymatic defenses of the mouse heart against reactive oxygen metabolites. Alterations produced by doxorubicin
    • Doroshow, J.H., Locker, G.Y. & Myers, C.E. Enzymatic defenses of the mouse heart against reactive oxygen metabolites: alterations produced by doxorubicin. J. Clin. Invest. 65, 128-135 (1980). (Pubitemid 10214339)
    • (1980) Journal of Clinical Investigation , vol.65 , Issue.1 , pp. 128-135
    • Doroshow, J.H.1    Locker, G.Y.2    Myers, C.E.3
  • 7
    • 0033738380 scopus 로고    scopus 로고
    • Cardiac toxicity after anthracycline chemotherapy in childhood
    • Iarussi, D., Indolfi, P., Galderisi, M. & Bossone, E. Cardiac toxicity after anthracycline chemotherapy in childhood. Herz 25, 676-688 (2000).
    • (2000) Herz , vol.25 , pp. 676-688
    • Iarussi, D.1    Indolfi, P.2    Galderisi, M.3    Bossone, E.4
  • 8
    • 0023856705 scopus 로고
    • The effect of chronic adriamycin treatment on heart kidney and liver tissue of male and female rat
    • Julicher, R.H., Sterrenberg, L., Haenen, G.R., Bast, A. & Noordhoek, J. The effect of chronic adriamycin treatment on heart kidney and liver tissue of male and female rat. Arch. Toxicol. 61, 275-281 (1988). (Pubitemid 18058436)
    • (1988) Archives of Toxicology , vol.61 , Issue.4 , pp. 275-281
    • Julicher, R.H.M.1    Sterrenberg, L.2    Haenen, G.R.M.M.3    Bast, A.4    Noordhoek, J.5
  • 10
    • 0029888128 scopus 로고    scopus 로고
    • Structure-antioxidant activity relationships of flavonoids and phenolic acids
    • DOI 10.1016/0891-5849(95)02227-9
    • Rice-Evans, C.A., Miller, N.J. & Paganga, G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic. Biol. Med. 20, 933-956 (1996). (Pubitemid 26157509)
    • (1996) Free Radical Biology and Medicine , vol.20 , Issue.7 , pp. 933-956
    • Rice-Evans, C.A.1    Miller, N.J.2    Paganga, G.3
  • 13
    • 0027724739 scopus 로고
    • The antioxidant properties of five O-(β-hydroxyethyl)-rutosides of the flavonoid mixture venoruton
    • Haenen, G.R., Jansen, F.P. & Bast, A. The antioxidant properties of five O-(-b-hydroxyethyl)-rutosides of the flavonoid mixture Venoruton. Phlebology (suppl.1), 10-7 (1993). (Pubitemid 24064735)
    • (1993) Phlebology , vol.8 , Issue.SUPPL. 1 , pp. 10-17
    • Haenen, G.R.M.M.1    Jansen, F.P.2    Bast, A.3
  • 16
    • 79954992768 scopus 로고    scopus 로고
    • Identification of the metabolites of the antioxidant flavonoid 7-mono-O-({beta}-hydroxyethyl)-rutoside in mice
    • Jacobs, H., Peters, R., den Hartog, G.J., van der Vijgh, W.J., Bast, A. & Haenen, G.R. Identification of the metabolites of the antioxidant flavonoid 7-mono-O-({beta}-hydroxyethyl)-rutoside in mice. Drug Metab. Dispos.39, 750-756 (2011).
    • (2011) Drug Metab. Dispos. , vol.39 , pp. 750-756
    • Jacobs, H.1    Peters, R.2    Den Hartog, G.J.3    Van Der Vijgh, W.J.4    Bast, A.5    Haenen, G.R.6
  • 20
    • 0019451815 scopus 로고
    • Dose-dependent shifts in the sulfation and glucuronidation of phenolic compounds in the rat in vivo and in isolated hepatocytes. The role of saturation of phenolsulfotransferase
    • DOI 10.1016/0006-2952(81)90584-0
    • Koster, H., Halsema, I., Scholtens, E., Knippers, M. & Mulder, G.J. Dose-dependent shifts in the sulfation and glucuronidation of phenolic compounds in the rat in vivo and in isolated hepatocytes. The role of saturation of phenolsulfotransferase. Biochem. Pharmacol. 30, 2569-2575 (1981). (Pubitemid 11042505)
    • (1981) Biochemical Pharmacology , vol.30 , Issue.18 , pp. 2569-2575
    • Koster, H.1    Halsema, I.2    Scholtens, E.3
  • 22
    • 0034062036 scopus 로고    scopus 로고
    • Analysis of soy isoflavone conjugation in vitro and in human blood using liquid chromatography-mass spectrometry
    • Doerge, D.R., Chang, H.C., Churchwell, M.I. & Holder, C.L. Analysis of soy isoflavone conjugation in vitro and in human blood using liquid chromatography-mass spectrometry. Drug Metab. Dispos. 28, 298-307 (2000). (Pubitemid 30137054)
    • (2000) Drug Metabolism and Disposition , vol.28 , Issue.3 , pp. 298-307
    • Doerge, D.R.1    Chang, H.G.2    Churchwell, M.I.3    Holder, C.L.4
  • 23
    • 0036801990 scopus 로고    scopus 로고
    • Pharmacokinetics of tea catechins after ingestion of green tea and (-)-epigallocatechin-3-gallate by humans: Formation of different metabolites and individual variability
    • Lee, M.J. et al. Pharmacokinetics of tea catechins after ingestion of green tea and (-)-epigallocatechin-3-gallate by humans: formation of different metabolites and individual variability. Cancer Epidemiol. Biomarkers Prev. 11, 1025-1032 (2002).
    • (2002) Cancer Epidemiol. Biomarkers Prev. , vol.11 , pp. 1025-1032
    • Lee, M.J.1
  • 24
    • 0037327340 scopus 로고    scopus 로고
    • Bioavailability in humans of the flavanones hesperidin and narirutin after the ingestion of two dose of orange juice
    • DOI 10.1038/sj.ejcn.1601547
    • Manach, C., Morand, C., Gil-Izquierdo, A., Bouteloup-Demange, C. & Ry, C. Bioavailability in humans of the flavanones hesperidin and narirutin after the ingestion of two doses of orange juice. Eur. J. Clin. Nutr. 57, 235-242 (2003). (Pubitemid 36240474)
    • (2003) European Journal of Clinical Nutrition , vol.57 , Issue.2 , pp. 235-242
    • Manach, C.1    Morand, C.2    Gil-Izquierdo, A.3    Bouteloup-Demange, C.4    Remesy, C.5
  • 26
    • 0036721557 scopus 로고    scopus 로고
    • Pharmacokinetics of the glucuronide and sulfate conjugates of genistein and daidzein in men and women after consumption of a soy beverage
    • Shelnutt, S.R., Cimino, C.O., Wiggins, P.A., Ronis, M.J. & Badger, T.M. Pharmacokinetics of the glucuronide and sulfate conjugates of genistein and daidzein in men and women after consumption of a soy beverage. Am. J. Clin. Nutr. 76, 588-594 (2002). (Pubitemid 34920836)
    • (2002) American Journal of Clinical Nutrition , vol.76 , Issue.3 , pp. 588-594
    • Shelnutt, S.R.1    Cimino, C.O.2    Wiggins, P.A.3    Ronis, M.J.J.4    Badger, T.M.5
  • 27
    • 0037315155 scopus 로고    scopus 로고
    • Glucuronides are the main isoflavone metabolites in women
    • Zhang, Y., Hendrich, S. & Murphy, P.A. Glucuronides are the main isoflavone metabolites in women. J. Nutr. 133, 399-404 (2003). (Pubitemid 36172890)
    • (2003) Journal of Nutrition , vol.133 , Issue.2 , pp. 399-404
    • Zhang, Y.1    Hendrich, S.2    Murphy, P.A.3
  • 30
    • 67349275287 scopus 로고    scopus 로고
    • Characterization of the glutathione conjugate of the semisynthetic flavonoid monoHER
    • Jacobs, H. et al. Characterization of the glutathione conjugate of the semisynthetic flavonoid monoHER. Free Radic. Biol. Med. 46, 1567-1573 (2009).
    • (2009) Free Radic. Biol. Med. , vol.46 , pp. 1567-1573
    • Jacobs, H.1
  • 31
    • 78349233537 scopus 로고    scopus 로고
    • An essential difference between the flavonoids monoHER and quercetin in their interplay with the endogenous antioxidant network
    • Jacobs, H., Moalin, M., Bast, A., van der Vijgh, W.J. & Haenen, G.R. An essential difference between the flavonoids monoHER and quercetin in their interplay with the endogenous antioxidant network. PLoS ONE 5, e13880 (2010).
    • (2010) PLoS ONE , vol.5
    • Jacobs, H.1    Moalin, M.2    Bast, A.3    Van Der Vijgh, W.J.4    Haenen, G.R.5
  • 32
    • 0035987204 scopus 로고    scopus 로고
    • Catechol-O-methyltransferase (COMT)-mediated methylation metabolism of endogenous bioactive catechols and modulation by endobiotics and kenobiotics: Importance in pathophysiology and pathogenesis
    • DOI 10.2174/1389200023337586
    • Zhu, B.T. Catechol-O-Methyltransferase (COMT)-mediated methylation metabolism of endogenous bioactive catechols and modulation by endobiotics and xenobiotics: importance in pathophysiology and pathogenesis. Curr. Drug Metab. 3, 321-349 (2002). (Pubitemid 34625043)
    • (2002) Current Drug Metabolism , vol.3 , Issue.3 , pp. 321-349
    • Zhu, B.T.1
  • 33
    • 1042290475 scopus 로고    scopus 로고
    • Cellular uptake and metabolism of flavonoids and their metabolites: Implications for their bioactivity
    • DOI 10.1016/j.abb.2003.11.010
    • Spencer, J.P., Abd-el-Mohsen, M.M. & Rice-Evans, C. Cellular uptake and metabolism of flavonoids and their metabolites: implications for their bioactivity. Arch. Biochem. Biophys. 423, 148-161 (2004). (Pubitemid 38198224)
    • (2004) Archives of Biochemistry and Biophysics , vol.423 , Issue.1 , pp. 148-161
    • Spencer, J.P.E.1    Abd El Mohsen, M.M.2    Rice-Evans, C.3
  • 34
    • 0038291933 scopus 로고    scopus 로고
    • Intracellular metabolism and bioactivity of quercetin and its in vivo metabolites
    • DOI 10.1042/BJ20021972
    • Spencer, J.P., Kuhnle, G.G., Williams, R.J. & Rice-Evans, C. Intracellular metabolism and bioactivity of quercetin and its in vivo metabolites. Biochem. J. 372, 173-181 (2003). (Pubitemid 36609619)
    • (2003) Biochemical Journal , vol.372 , Issue.1 , pp. 173-181
    • Spencer, J.P.E.1    Kuhnle, G.G.C.2    Williams, R.J.3    Rice-Evans, C.4
  • 35
    • 71649098481 scopus 로고    scopus 로고
    • Methylation of dietary flavones increases their metabolic stability and chemopreventive effects
    • Walle, T. Methylation of dietary flavones increases their metabolic stability and chemopreventive effects. Int. J. Mol. Sci. 10, 5002-5019 (2009).
    • (2009) Int. J. Mol. Sci. , vol.10 , pp. 5002-5019
    • Walle, T.1
  • 36
    • 0035662997 scopus 로고    scopus 로고
    • Bioavailability of flavan-3-ols and procyanidins: Gastrointestinal tract influences and their relevance to bioactive forms in vivo
    • Spencer, J.P., Schroeter, H., Rechner, A.R. & Rice-Evans, C. Bioavailability of flavan-3-ols and procyanidins: gastrointestinal tract influences and their relevance to bioactive forms in vivo. Antioxid. Redox Signal. 3, 1023-1039 (2001). (Pubitemid 34027360)
    • (2001) Antioxidants and Redox Signaling , vol.3 , Issue.6 , pp. 1023-1039
    • Spencer, J.P.E.1    Schroeter, H.2    Rechner, A.R.3    Rice-Evans, C.4
  • 37
    • 68349144331 scopus 로고    scopus 로고
    • Bioavailability of flavonoids: A review of their membrane transport and the function of bilitranslocase in animal and plant organisms
    • Passamonti, S. et al. Bioavailability of flavonoids: a review of their membrane transport and the function of bilitranslocase in animal and plant organisms. Curr. Drug Metab. 10, 369-394 (2009).
    • (2009) Curr. Drug Metab. , vol.10 , pp. 369-394
    • Passamonti, S.1
  • 38
    • 15944419535 scopus 로고    scopus 로고
    • Myricetin, quercetin and catechin-gallate inhibit glucose uptake in isolated rat adipocytes
    • DOI 10.1042/BJ20040703
    • Strobel, P., Allard, C., Perez-Acle, T., Calderon, R., Aldunate, R. & Leighton, F. Myricetin, quercetin and catechin-gallate inhibit glucose uptake in isolated rat adipocytes. Biochem. J. 386, 471-478 (2005). (Pubitemid 40445871)
    • (2005) Biochemical Journal , vol.386 , Issue.3 , pp. 471-478
    • Strobel, P.1    Allard, C.2    Perez-Acle, T.3    Calderon, R.4    Aldunate, R.5    Leighton, F.6
  • 39
    • 33947596679 scopus 로고    scopus 로고
    • The GLUT4 Glucose Transporter
    • DOI 10.1016/j.cmet.2007.03.006, PII S1550413107000678
    • Huang, S. & Czech, M.P. The GLUT4 glucose transporter. Cell Metab. 5, 237-252 (2007). (Pubitemid 46477860)
    • (2007) Cell Metabolism , vol.5 , Issue.4 , pp. 237-252
    • Huang, S.1    Czech, M.P.2
  • 40
    • 79551590694 scopus 로고    scopus 로고
    • The semisynthetic flavonoid monoHER sensitises human soft tissue sarcoma cells to doxorubicin-induced apoptosis via inhibition of nuclear factor-kappaB
    • Jacobs, H., Bast, A., Peters, G.J., van der Vijgh, W.J. & Haenen, G.R. The semisynthetic flavonoid monoHER sensitises human soft tissue sarcoma cells to doxorubicin-induced apoptosis via inhibition of nuclear factor-kappaB. Br. J. Cancer 104, 437-440 (2011).
    • (2011) Br. J. Cancer , vol.104 , pp. 437-440
    • Jacobs, H.1    Bast, A.2    Peters, G.J.3    Van Der Vijgh, W.J.4    Haenen, G.R.5
  • 43
    • 77956955600 scopus 로고    scopus 로고
    • Deconjugation kinetics of glucuronidated phase II flavonoid metabolites by beta-glucuronidase from neutrophils
    • Bartholom, R. et al. Deconjugation kinetics of glucuronidated phase II flavonoid metabolites by beta-glucuronidase from neutrophils. Drug Metab. Pharmacokinet. 25, 379-387 (2010).
    • (2010) Drug Metab. Pharmacokinet. , vol.25 , pp. 379-387
    • Bartholom, R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.