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Chemical Compound Review

scopoletin     7-hydroxy-6-methoxy-chromen- 2-one

Synonyms: Murrayetin, Scopoletol, Escopoletin, Scopoletine, PubChem15777, ...
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Disease relevance of Gelseminic acid


High impact information on Gelseminic acid


Chemical compound and disease context of Gelseminic acid


Biological context of Gelseminic acid


Anatomical context of Gelseminic acid

  • By an alternate measurement technique in which scopoletin and horseradish peroxidase were present in the dialysate from time zero, the mean amount of H2O2 in the dialysate reached 4.0 +/- 1.3 nmol/2.5 x 10(7) granulocytes at 20 min [6].
  • Using scopoletin oxidation as a measure of the release of hydrogen peroxide, we confirmed that chondrocytes released this reactive oxygen intermediate after adherence to serum coated culture plates [16].
  • Hydrogen peroxide release from human eosinophils on fibronectin: scopoletin enhances eosinophil activation [17].
  • In this study we have investigated the effects of DeltaPsi(m) on ROS production by rat brain mitochondria using the fluorescent peroxidase substrates scopoletin and Amplex red [18].
  • In our studies on the interaction between murine PMN and blastospores, we assayed the release of H2O2 by PMN incubated with viable or killed, unopsonized or opsonized blastospores by using two assay systems, lysis of murine erythrocytes and oxidation of scopoletin [19].

Associations of Gelseminic acid with other chemical compounds


Gene context of Gelseminic acid


Analytical, diagnostic and therapeutic context of Gelseminic acid

  • Detergent-free extraction of insect cells expressing this mutant, UGT1A9Sol, released scopoletin glucuronidation activity into the supernatant, and subsequent ultracentrifugation did not sediment that activity [29].
  • An HPLC method for the simultaneous quantitative determination of rutin and scopoletin in the aerial parts of FABIANA IMBRICATA is presented [30].
  • We report here the molecular cloning of glucosyltransferases that can catalyze the glucosylation of many kinds of secondary metabolites including scopoletin [31].
  • Combination of extractive solvent addition and immobilization culture for continuous production of scopoletin by tobacco cells [2].
  • High performance liquid chromatography analysis of the extract from tissues of morning glory cuttings after NPF treatment showed a quicker induction of scopoletin and scopolin synthesis than that seen in the control cuttings [32].


  1. Downregulation of a pathogen-responsive tobacco UDP-Glc:phenylpropanoid glucosyltransferase reduces scopoletin glucoside accumulation, enhances oxidative stress, and weakens virus resistance. Chong, J., Baltz, R., Schmitt, C., Beffa, R., Fritig, B., Saindrenan, P. Plant Cell (2002) [Pubmed]
  2. Combination of extractive solvent addition and immobilization culture for continuous production of scopoletin by tobacco cells. Iizuka, Y., Kato, R., Shibasaki-Kitakawa, N., Yonemoto, T. Biotechnol. Prog. (2005) [Pubmed]
  3. Rapid superoxide production by endothelial cells and their injury upon reperfusion. Hashimoto, Y., Itoh, K., Nishida, K., Okano, T., Miyazawa, Y., Okinaga, K. J. Surg. Res. (1994) [Pubmed]
  4. Evaluation of the antithyroid, antioxidative and antihyperglycemic activity of scopoletin from Aegle marmelos leaves in hyperthyroid rats. Panda, S., Kar, A. Phytotherapy research : PTR (2006) [Pubmed]
  5. Coumarin compounds in cassava diets: 2 health implications of scopoletin in gari. Obidoa, O., Obasi, S.C. Plant foods for human nutrition (Dordrecht, Netherlands) (1991) [Pubmed]
  6. Leukocyte-platelet interaction. Release of hydrogen peroxide by granulocytes as a modulator of platelet reactions. Levine, P.H., Weinger, R.S., Simon, J., Scoon, K.L., Krinsky, N.I. J. Clin. Invest. (1976) [Pubmed]
  7. Chicken neutrophils: oxidative metabolism in phagocytic cells devoid of myeloperoxidase. Penniall, R., Spitznagel, J.K. Proc. Natl. Acad. Sci. U.S.A. (1975) [Pubmed]
  8. Neutrophils adherent to a nonphagocytosable surface (glomerular basement membrane) produce oxidants only at the site of attachment. Vissers, M.C., Day, W.A., Winterbourn, C.C. Blood (1985) [Pubmed]
  9. Potentiation of the oxidative burst of human neutrophils. A signaling role for L-selectin. Waddell, T.K., Fialkow, L., Chan, C.K., Kishimoto, T.K., Downey, G.P. J. Biol. Chem. (1994) [Pubmed]
  10. Production of three O-methhylated esculetins with Escherichia coli expressing O-methyltransferase from poplar. Kim, B.G., Lee, Y., Hur, H.G., Lim, Y., Ahn, J.H. Biosci. Biotechnol. Biochem. (2006) [Pubmed]
  11. Hydrogen peroxide from the oxidative burst is neither necessary nor sufficient for hypersensitive cell death induction, phenylalanine ammonia lyase stimulation, salicylic acid accumulation, or scopoletin consumption in cultured tobacco cells treated with elicitin. Dorey, S., Kopp, M., Geoffroy, P., Fritig, B., Kauffmann, S. Plant Physiol. (1999) [Pubmed]
  12. Biotransformation of scoparone used to monitor changes in cytochrome P450 activities in primary hepatocyte cultures derived from rats, hamsters and monkeys. Mennes, W.C., van Holsteijn, C.W., Timmerman, A., Noordhoek, J., Blaauboer, B.J. Biochem. Pharmacol. (1991) [Pubmed]
  13. Growth at elevated CO2 concentrations leads to modified profiles of secondary metabolites in tobacco cv. SamsunNN and to increased resistance against infection with potato virus Y. Matros, A., Amme, S., Kettig, B., Buck-Sorlin, G.H., Sonnewald, U., Mock, H.P. Plant Cell Environ. (2006) [Pubmed]
  14. Transient and steady-state kinetics of the oxidation of scopoletin by horseradish peroxidase compounds I, II and III in the presence of NADH. Marquez, L.A., Dunford, H.B. Eur. J. Biochem. (1995) [Pubmed]
  15. Use of scopoletin to inhibit the production of inflammatory cytokines through inhibition of the IkappaB/NF-kappaB signal cascade in the human mast cell line HMC-1. Moon, P.D., Lee, B.H., Jeong, H.J., An, H.J., Park, S.J., Kim, H.R., Ko, S.G., Um, J.Y., Hong, S.H., Kim, H.M. Eur. J. Pharmacol. (2007) [Pubmed]
  16. Production of hydrogen peroxide by rabbit articular chondrocytes. Enhancement by cytokines. Tiku, M.L., Liesch, J.B., Robertson, F.M. J. Immunol. (1990) [Pubmed]
  17. Hydrogen peroxide release from human eosinophils on fibronectin: scopoletin enhances eosinophil activation. Raible, D.G., Mohanty, J.G., Jaffe, J.S., Stella, H.J., Sprenkle, B.E., Glaum, M.C., Schulman, E.S. Free Radic. Biol. Med. (2000) [Pubmed]
  18. DeltaPsi(m)-Dependent and -independent production of reactive oxygen species by rat brain mitochondria. Votyakova, T.V., Reynolds, I.J. J. Neurochem. (2001) [Pubmed]
  19. Alteration of polymorphonuclear leukocyte activity by viable Candida albicans. Hilger, A.E., Danley, D.L. Infect. Immun. (1980) [Pubmed]
  20. Assays using horseradish peroxidase and phenolic substrates require superoxide dismutase for accurate determination of hydrogen peroxide production by neutrophils. Kettle, A.J., Carr, A.C., Winterbourn, C.C. Free Radic. Biol. Med. (1994) [Pubmed]
  21. Over-expression of a scopoletin glucosyltransferase in Nicotiana tabacum leads to precocious lesion formation during the hypersensitive response to tobacco mosaic virus but does not affect virus resistance. Gachon, C., Baltz, R., Saindrenan, P. Plant Mol. Biol. (2004) [Pubmed]
  22. The interactions between the N-terminal and C-terminal domains of the human UDP-glucuronosyltransferases are partly isoform-specific, and may involve both monomers. Kurkela, M., Hirvonen, J., Kostiainen, R., Finel, M. Biochem. Pharmacol. (2004) [Pubmed]
  23. Lagaspholones A and B: Two New Jatropholane-Type Diterpenes from Euphorbia lagascae. Duarte, N., Ferreira, M.J. Org. Lett. (2007) [Pubmed]
  24. Human UDP-glucuronosyltransferase 1A5: identification, expression, and activity. Finel, M., Li, X., Gardner-Stephen, D., Bratton, S., Mackenzie, P.I., Radominska-Pandya, A. J. Pharmacol. Exp. Ther. (2005) [Pubmed]
  25. Kinetic characterization of the 1A subfamily of recombinant human UDP-glucuronosyltransferases. Luukkanen, L., Taskinen, J., Kurkela, M., Kostiainen, R., Hirvonen, J., Finel, M. Drug Metab. Dispos. (2005) [Pubmed]
  26. Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3. Green, M.D., King, C.D., Mojarrabi, B., Mackenzie, P.I., Tephly, T.R. Drug Metab. Dispos. (1998) [Pubmed]
  27. Accumulation of coumarins in Arabidopsis thaliana. Kai, K., Shimizu, B., Mizutani, M., Watanabe, K., Sakata, K. Phytochemistry (2006) [Pubmed]
  28. Interleukin 1-alpha and tumor necrosis factor-alpha induce oxygen radical production in mesangial cells. Radeke, H.H., Meier, B., Topley, N., Flöge, J., Habermehl, G.G., Resch, K. Kidney Int. (1990) [Pubmed]
  29. An active and water-soluble truncation mutant of the human UDP-glucuronosyltransferase 1A9. Kurkela, M., Mörsky, S., Hirvonen, J., Kostiainen, R., Finel, M. Mol. Pharmacol. (2004) [Pubmed]
  30. Rutin and Scopoletin Content and Micropropagation of Fabiana imbricata. Razmilic, I., Schmeda-Hirschmann, G., Dutra-Behrens, M., Reyes, S., López, I., Theoduloz, C. Planta Med. (1994) [Pubmed]
  31. Molecular cloning and heterologous expression of novel glucosyltransferases from tobacco cultured cells that have broad substrate specificity and are induced by salicylic acid and auxin. Taguchi, G., Yazawa, T., Hayashida, N., Okazaki, M. Eur. J. Biochem. (2001) [Pubmed]
  32. Morning glory systemically accumulates scopoletin and scopolin after interaction with Fusarium oxysporum. Shimizu, B., Miyagawa, H., Ueno, T., Sakata, K., Watanabe, K., Ogawa, K. Z. Naturforsch., C, J. Biosci. (2005) [Pubmed]
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