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Chemical Compound Review

Isorhamnetin     3,5,7-trihydroxy-2-(4- hydroxy-3-methoxy...

Synonyms: Isorhamnetol, isorhamentin, isorhamnetine, iso-rhamnetin, AC1NQYTP, ...
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Disease relevance of Flavonoid


High impact information on Flavonoid


Chemical compound and disease context of Flavonoid


Biological context of Flavonoid

  • Taken together, these results show for the first time, to our knowledge, that quercetin and isorhamnetin prevent AngII-induced endothelial dysfunction by inhibiting the overexpression of p47(phox) and the subsequent increased O(2)(-) production, resulting in increased nitric oxide bioavailability [11].
  • The structures of the flavonoid glycosides were analysed after alkaline hydrolysis, and were identified as 3-sophoroside/sophorotrioside-7-glucoside/sophoroside of kaempferol, quercetin and isorhamnetin (this last found in trace amount) [12].
  • Pretreatment with isorhamnetin resulted in remarkable increase of cell viability (P<0.05) and modulation of secretion disorders mediated by ox-LDL in a concentration-dependent manner [13].
  • These effects were obtained via inhibition of lectin-like ox-LDL receptor-1 upregulation, interference of ox-LDL-mediated intracellular signaling pathway (p38MAPK activation, NF-kappaB nuclear translocation, eNOS expression) and the antioxidant activity of isorhamnetin [13].
  • The corresponding mean values for isorhamnetin area under the curver (AUC) from 0 to 60 h were 838.2, 1262.8, 1623.4 ng . h . mL(-1) [3].

Anatomical context of Flavonoid


Associations of Flavonoid with other chemical compounds


Gene context of Flavonoid


Analytical, diagnostic and therapeutic context of Flavonoid


  1. Action of 3-methylquercetin on poliovirus RNA replication. Castrillo, J.L., Carrasco, L. J. Virol. (1987) [Pubmed]
  2. 3-Methylquercetin is a potent and selective inhibitor of poliovirus RNA synthesis. Castrillo, J.L., Vanden Berghe, D., Carrasco, L. Virology (1986) [Pubmed]
  3. Quantitative determination of isorhamnetin, quercetin and kaempferol in rat plasma by liquid chromatography with electrospray ionization tandem mass spectrometry and its application to the pharmacokinetic study of isorhamnetin. Lan, K., Jiang, X., He, J. Rapid Commun. Mass Spectrom. (2007) [Pubmed]
  4. Antioxidant effects of isorhamnetin 3,7-di-O-beta-D-glucopyranoside isolated from mustard leaf (Brassica juncea) in rats with streptozotocin-induced diabetes. Yokozawa, T., Kim, H.Y., Cho, E.J., Choi, J.S., Chung, H.Y. J. Agric. Food Chem. (2002) [Pubmed]
  5. In vitro anti-tumor activity of isorhamnetin isolated from Hippophae rhamnoides L. against BEL-7402 cells. Teng, B.S., Lu, Y.H., Wang, Z.T., Tao, X.Y., Wei, D.Z. Pharmacol. Res. (2006) [Pubmed]
  6. Modulation of apoptosis in HaCaT keratinocytes via differential regulation of ERK signaling pathway by flavonoids. Lee, E.R., Kang, Y.J., Kim, J.H., Lee, H.T., Cho, S.G. J. Biol. Chem. (2005) [Pubmed]
  7. Catechol-O-methyltransferase-catalyzed rapid O-methylation of mutagenic flavonoids. Metabolic inactivation as a possible reason for their lack of carcinogenicity in vivo. Zhu, B.T., Ezell, E.L., Liehr, J.G. J. Biol. Chem. (1994) [Pubmed]
  8. Partial purification, kinetic analysis, and amino acid sequence information of a flavonol 3-O-methyltransferase from Serratula tinctoria. Huang, T.S., Anzellotti, D., Dedaldechamp, F., Ibrahim, R.K. Plant Physiol. (2004) [Pubmed]
  9. Degradation of cellular proteins during poliovirus infection: studies by two-dimensional gel electrophoresis. Urzainqui, A., Carrasco, L. J. Virol. (1989) [Pubmed]
  10. Proteolysis of the p220 component of the cap-binding protein complex is not sufficient for complete inhibition of host cell protein synthesis after poliovirus infection. Bonneau, A.M., Sonenberg, N. J. Virol. (1987) [Pubmed]
  11. Quercetin and Isorhamnetin Prevent Endothelial Dysfunction, Superoxide Production, and Overexpression of p47phox Induced by Angiotensin II in Rat Aorta. Sanchez, M., Lodi, F., Vera, R., Villar, I.C., Cogolludo, A., Jimenez, R., Moreno, L., Romero, M., Tamargo, J., Perez-Vizcaino, F., Duarte, J. J. Nutr. (2007) [Pubmed]
  12. Characterisation of flavonols in broccoli (Brassica oleracea L. var. italica) by liquid chromatography-uV diode-array detection-electrospray ionisation mass spectrometry. Vallejo, F., Tomás-Barberán, F.A., Ferreres, F. Journal of chromatography. A. (2004) [Pubmed]
  13. Isorhamnetin prevent endothelial cell injuries from oxidized LDL via activation of p38MAPK. Bao, M., Lou, Y. Eur. J. Pharmacol. (2006) [Pubmed]
  14. Endothelium-independent vasodilator effects of the flavonoid quercetin and its methylated metabolites in rat conductance and resistance arteries. Pérez-Vizcaíno, F., Ibarra, M., Cogolludo, A.L., Duarte, J., Zaragozá-Arnáez, F., Moreno, L., López-López, G., Tamargo, J. J. Pharmacol. Exp. Ther. (2002) [Pubmed]
  15. Red wine alcohol promotes quercetin absorption and directs its metabolism towards isorhamnetin and tamarixetin in rat intestine in vitro. Dragoni, S., Gee, J., Bennett, R., Valoti, M., Sgaragli, G. Br. J. Pharmacol. (2006) [Pubmed]
  16. Free radical scavenging abilities of flavonoids as mechanism of protection against mutagenicity induced by tert-butyl hydroperoxide or cumene hydroperoxide in Salmonella typhimurium TA102. Edenharder, R., Grünhage, D. Mutat. Res. (2003) [Pubmed]
  17. Cardiovascular effects of isorhamnetin and quercetin in isolated rat and porcine vascular smooth muscle and isolated rat atria. Ibarra, M., Pérez-Vizcaíno, F., Cogolludo, A., Duarte, J., Zaragozá-Arnáez, F., López-López, J.G., Tamargo, J. Planta Med. (2002) [Pubmed]
  18. Bioavailability and metabolism of the flavonol quercetin in the pig. Ader, P., Wessmann, A., Wolffram, S. Free Radic. Biol. Med. (2000) [Pubmed]
  19. Enzymatic synthesis of polymethylated flavonols in Chrysosplenium americanum. III. Purification and kinetic analysis of S-adenosyl-L-methionine:3-methylquercetin 7-O-methyltransferase. Khouri, H.E., De Luca, V., Ibrahim, R.K. Arch. Biochem. Biophys. (1988) [Pubmed]
  20. Flavonol Glycosides from Calendula officinalis Flowers. Vidal-Ollivier, E., Elias, R., Faure, F., Babadjamian, A., Crespin, F., Balansard, G., Boudon, G. Planta Med. (1989) [Pubmed]
  21. Quercetin is recovered in human plasma as conjugated derivatives which retain antioxidant properties. Manach, C., Morand, C., Crespy, V., Demigné, C., Texier, O., Régérat, F., Rémésy, C. FEBS Lett. (1998) [Pubmed]
  22. Involvement of P-glycoprotein in regulating cellular levels of Ginkgo flavonols: quercetin, kaempferol, and isorhamnetin. Wang, Y., Cao, J., Zeng, S. J. Pharm. Pharmacol. (2005) [Pubmed]
  23. Rutin inhibits ovariectomy-induced osteopenia in rats. Horcajada-Molteni, M.N., Crespy, V., Coxam, V., Davicco, M.J., Rémésy, C., Barlet, J.P. J. Bone Miner. Res. (2000) [Pubmed]
  24. Studies on the antihemostatic substances in herbs classified as hemostatics in traditional Chinese medicine. I. On the antihemostatic principles in Sophora japonica L. Ishida, H., Umino, T., Tsuji, K., Kosuge, T. Chem. Pharm. Bull. (1989) [Pubmed]
  25. Role of endogenous flavonoids in resistance mechanism of Vigna to aphids. Lattanzio, V., Arpaia, S., Cardinali, A., Di Venere, D., Linsalata, V. J. Agric. Food Chem. (2000) [Pubmed]
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