Nrf2-mediated induction of detoxifying enzymes by alantolactone present in inula helenium

Phytotherapy Research

Volumn 22, Issue 11, 2008, Pages 1500-1505

  Seo, Ji Yeon ^a   Lim, Soon Sung ^b   Kim, Ju Ryoung ^a   Lim, Ji Sun ^a   Ha, Young Ran ^a   Lee, In Ae ^a   Kim, Eun Ji ^b   Park, Jung Han Yoon ^b   Kim, Jong Sang ^a  

^a Kyungpook National University   (South Korea)

^b Hallym University   (South Korea)

Author keywords

Alantolactone; Detoxifying enzymes; Inula helenium; Nrf2; PI3K

Indexed keywords

ALANTOLACTONE; GLUTAMATE CYSTEINE LIGASE; GLUTATHIONE REDUCTASE; GLUTATHIONE TRANSFERASE; HEME OXYGENASE 1; ISOALANTOLACTONE; LUCIFERASE; METHANOL; PHOSPHATIDYLINOSITOL 3 KINASE; PHOSPHATIDYLINOSITOL 3 KINASE INHIBITOR; PLANT EXTRACT; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE); STRESS ACTIVATED PROTEIN KINASE; TRANSCRIPTION FACTOR NRF2; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIOXIDANT RESPONSIVE ELEMENT; ARTICLE; BIOACCUMULATION; CELL STRAIN HEPG2; CONTROLLED STUDY; DETOXIFICATION; DOSE RESPONSE; DRUG IDENTIFICATION; DRUG ISOLATION; DRUG MECHANISM; ELECAMPANE; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME INDUCTION; GEL CHROMATOGRAPHY; HEPATOMA CELL; HUMAN; HUMAN CELL; INULA; LIQUID CHROMATOGRAPHY; MOLECULAR INTERACTION; MOUSE; NONHUMAN; PROTEIN FUNCTION; PROTEIN TRANSPORT; SIGNAL TRANSDUCTION; SILICA GEL CHROMATOGRAPHY; TRANSCRIPTION INITIATION; VACUUM LIQUID CHROMATOGRAPHY;

1-PHOSPHATIDYLINOSITOL 3-KINASE; ACTIVE TRANSPORT, CELL NUCLEUS; ANIMALS; CELL LINE, TUMOR; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME INDUCTION; GENES, REPORTER; GLUTATHIONE TRANSFERASE; INULA; LACTONES; METABOLIC DETOXICATION, PHASE II; MICE; NAD(P)H DEHYDROGENASE (QUINONE); NF-E2-RELATED FACTOR 2; PLANT EXTRACTS; PLANT ROOTS; RESPONSE ELEMENTS; SESQUITERPENES, EUDESMANE; TRANSCRIPTION, GENETIC; TRANSCRIPTIONAL ACTIVATION;

INULA HELENIUM;

EID: 57349129095     PISSN: 0951418X     EISSN: 10991573     Source Type: Journal    
DOI: 10.1002/ptr.2521     Document Type: Article

References (28)

1. Begleiter A, Fourie J. 2004. Induction of NQO1 in cancer cells. Methods Enzymol 382: 320-351.
2. Benson AM, Hunkeler MJ, Talalay P. 1980. Increase of NAD(P)H: quinone reductase by dietary antioxidants: possible role in protection against carcinogenesis and toxicity. Proc Natl Acad Sci USA 77: 5216-5220.
3. Cantrell CL, Abate L, Fronczek FR, Franzlau SG, Quijano L, Fischer NH. 1999. Antimycobacterial eudesmanolides from Inula helenium and Rudbeckia subtomentosa. Planta Med 65: 351-355.
4. Chan K, Kan YW. 1999. Nrf2 is essential for protection against acute pulmonary injury in mice. Proc Natl Acad Sci USA 96: 12731-12736.
5. Chan JY, Kwong M. 2000. Impaired expression of glutathione synthetic enzyme genes in mice with targeted deletion of the Nrf2 basic-leucine zipper protein. Biochim Biophys Acta 1517: 19-26.
6. Chandra S, de Mejia EG. 2004. Polyphenols compounds, antioxidant capacity, and quinone reductase activity of an aqueous extract of Ardisia compressa in comparison to mate (llex paraguariensis) and green (Camellia sinensis) teas. J Agric Food Chem 52: 3583-3589.
7. Chevallier A. 2001. Encylopedia of Medicinal Plants. Dorling Kindersley: London, 109.
8. Habig WH, Pabst MJ, Jakoby WB. 1974. Glutathione S-transferases. The first enzymatic step in mercapturic acid formation. J Biol Chem 249: 7130-7139.
9. Im SS, Kim JR, Lim HA et al. 2007. Induction of detoxifying enzyme by sesquiterpenes present in Inula helenium. J Med Food 10: 100-106.
10. Jaiswal AK. 2000. Regulation of genes encoding NAD(P)H: quinone oxidoreductases. Free Radio Biol Med 29: 254-262.
11. Jeong GS, Pae HO, Jeong SO et al. 2007. The alpha-methylene-gamma- butyrolactone moiety in dehydrocostus lactone is responsible for cytoprotective heme oxygenase-1 expression through activation of the nuclear factor E2-related factor 2 in HepG2 cells. Eur J Pharmacol 565: 37-44.
12. Kang ES, Woo IS, Kim HJ et al. 2007. Up-regulation of aldose reductase expression mediated by phosphatidylinositol 3-kinase/Akt and Nrf2 is involved in the protective effect of curcumin against oxidative damage. Free Radio Biol Med 43: 535-545.
13. Kaur B, Kalsi PS. 1985. Stereostructures of inunal and isoalloal-antolactone, two biologically active sesquiterpene lactones from Inula racemosa. Phytochemistry 24: 2007-2010.
14. Keum YS, Yu S, Chang PP et al. 2006. Mechanism of action of sulforaphane: Inhibition of p38 mitogen-activated protein kinase isoforms contributing to the induction of antioxidant response element-mediated heme oxygenase-1 in human hepatoma HepG2 Cells. Cancer Res 66: 8804-8813.
15. Kim BR, Hu R, Keum YS et al. 2003. Effects of glutathione on antioxidant response element-mediated gene expression and apoptosis elicited by sulforaphane. Cancer Res 63: 7520-7525.
16. Kim JH, Lee JS, Song KS, Kwon CS, Kim YK, Kim JS. 2004. Polyozellin isolated from Polyozellus multiplex induces phase 2 enzymes in mouse hepatoma cells and differentiation in human myeloid leukaemic cell lines. J Agric Food Chem 52: 451-455.
17. Kwak M-K, Wakabayashi N, Kensler TW. 2002. Chemoprevention through the Keap1-Nrf2 signaling pathway by phase 2 enzyme inducers. Mutat Res 555: 133-148.
18. Lowry OH, Rosebrough NJ, Farr AL, Randall RJ. 1951. Protein measurement with the Folin phenol reagent. J Biol Chem 193: 265-275.
19. Marshall JA, Cohen N. 1964. The structure of alantolactone. J Org Chem 29: 3727-3729.
20. Moi P, Chan K, Asunis I, Cao A, Kan YW. 1994. Isolation of NF-E2-related factor 2 (Nrf2), a NF-E2-like basic leucine zipper transcriptional activator that binds to the tandem NF-E2/AP1 repeat of the beta-globin locus control region. Proc Natl Acad Sci USA 91: 9926-9930.
21. Nguyen T, Sherratt PJ, Nioi P, Yang CS, Pickett CB. 2005. Nrf2 controls constitutive and inducible expression of ARE-driven genes through a dynamic pathway involving nucleocyto-plasmic shuttling by Keap1. J Biol Chem 280: 32485-32492.
22. Seidel SD, Denison MS. 1999. Differential gene expression in wild-type and arnt-defective mouse hepatoma (Hepa 1c 1c7) cells. Toxicol Sci 52: 217-225.
23. Sporn MB, Liby KT. 2005. Cancer chemoprevention: scientific promise, clinical uncertainty. Nat Clin Pract Oncol 2: 518-525.
24. Talalay P, Dinkova-Kostova AT. 2004. Role of nicotinamide quinone oxidoreductase 1 (NQO1) in protection against toxicity of electrophiles and reactive oxygen intermediates. Methods Enzymol 382: 355-364.
25. Talalay P, Dinkova-Kostova AT, Holtzclaw WD. 2003. Importance of phase 2 gene regulation in protection against electrophile and reactive oxygen toxicity and carcinogenesis. Adv Enzyme Regul 43: 121-134.
26. Tanigawa S, Fujii M, Hou DX. 2007. Action of Nrf2 and Keap1 in ARE-mediated NQO1 expression by quercetin. Free Radic Biol Med 42: 1690-1703.
27. Zhang Y, Gordon GB. 2004. A strategy for cancer prevention: stimulation of the Nrf2-ARE signaling pathway. Mol Cancer Ther 3: 885-893.
28. Zhang Y, Talalay P, Cho CG, Posner GH. 1992. A major inducer of anticarcinogenic protective enzymes from broccoli: isolation and elucidation of structure. Proc Natl Acad Sci USA 89: 2399-2403.