Anti-inflammatory activity of p-coumaryl alcohol-γ-O-methyl ether is mediated through modulation of interferon-γ production in Th cells

British Journal of Pharmacology

Volumn 156, Issue 7, 2009, Pages 1107-1114

  Yu, E S ^a   Min, H J ^a   Lee, K ^a   Lee, M S ^a   Nam, J W ^a   Seo, E K ^a   Hong, J H ^b   Hwang, E S ^a  

^a Ewha Womans University   (South Korea)

^b Korea University   (South Korea)

Author keywords

Anti inflammatory activity; Antioxidant; CD4+ Th cells; IFN ; P coumaryl alcohol O methyl ether; P coumaryl diacetate; Phenylpropanoids; T bet

Indexed keywords

4 COUMARYLALCOHOL GAMMA O METHYL ETHER; 4 COUMARYLDIACETIC ACID; ANTIINFLAMMATORY AGENT; GAMMA INTERFERON; INTERLEUKIN 2; REACTIVE OXYGEN METABOLITE; RECEPTOR ANTIBODY; T LYMPHOCYTE RECEPTOR; TETRACYCLINE; TRANSCRIPTION FACTOR T BET; UNCLASSIFIED DRUG; ANTIOXIDANT; COUMARIC ACID; NONSTEROID ANTIINFLAMMATORY AGENT; P COUMARYL ALCOHOL GAMMA O METHYL ETHER; P-COUMARYL ALCOHOL-GAMMA-O-METHYL ETHER; T BOX TRANSCRIPTION FACTOR; T BOX TRANSCRIPTION FACTOR TBX21; T-BOX TRANSCRIPTION FACTOR TBX21;

ANIMAL CELL; ANTIINFLAMMATORY ACTIVITY; ANTIOXIDANT ACTIVITY; APOPTOSIS; ARTICLE; CD4+ T LYMPHOCYTE; CELL ISOLATION; CELL VIABILITY; CONTROLLED STUDY; CYTOKINE PRODUCTION; CYTOTOXICITY; DRUG MECHANISM; DRUG POTENCY; DRUG SAFETY; DRUG SELECTIVITY; HELPER CELL; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; T LYMPHOCYTE ACTIVATION; TRANSCRIPTION REGULATION; ALPINIA; ANIMAL; BIOSYNTHESIS; C57BL MOUSE; CHEMISTRY; DRUG ANTAGONISM; DRUG EFFECT; METABOLISM;

ALPINIA; ANIMALS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; ANTIOXIDANTS; COUMARIC ACIDS; INTERFERON-GAMMA; MICE; MICE, INBRED C57BL; T-BOX DOMAIN PROTEINS; T-LYMPHOCYTES, HELPER-INDUCER;

EID: 67650658079     PISSN: 00071188     EISSN: 14765381     Source Type: Journal    
DOI: 10.1111/j.1476-5381.2009.00114.x     Document Type: Article

References (24)

1. Bettelli E, Carrier Y, Gao W, Korn T, Strom TB, Oukka M et al. (2006). Reciprocal developmental pathways for the generation of pathogenic effector TH17 and regulatory T cells. Nature 441 : 235 238.
2. Glimcher LH (2001). Lineage commitment in lymphocytes: controlling the immune response. J Clin Invest 108 : s25 s30.
3. Hosoya T, Yun YS, Kunugi A (2008). Antioxidant phenylpropanoid glycosides from the leaves of Wasabia japonica. Phytochemistry 69 : 827 832.
4. Hwang ES, Hong JH, Glimcher LH (2005a). IL-2 production in developing Th1 cells is regulated by heterodimerization of RelA and T-bet and requires T-bet serine residue 508. J Exp Med 202 : 1289 1300.
5. Hwang ES, Szabo SJ, Schwartzberg PL, Glimcher LH (2005b). T helper cell fate specified by kinase-mediated interaction of T-bet with GATA-3. Science 307 : 430 433.
6. Ito K, Nakazato T, Murakami A, Yamato K, Miyakawa Y, Yamada T et al. (2004). Induction of apoptosis in human myeloid leukemic cells by 1′-acetoxychavicol acetate through a mitochondrial- and Fas-mediated dual mechanism. Clin Cancer Res 10 : 2120 2130.
7. Janssen AM, Scheffer JJ (1985). Acetoxychavicol acetate, an antifungal component of Alpinia galanga. Planta Med 51 : 507 511.
8. Korkina LG (2007). Phenylpropanoids as naturally occurring antioxidants: from plant defense to human health. Cell Mol Biol (Noisy-le-grand) 53 : 15 25.
9. Lee CC, Houghton P (2005). Cytotoxicity of plants from Malaysia and Thailand used traditionally to treat cancer. J Ethnopharmacol 100 : 237 243.
10. Ly TN, Shimoyamada M, Kato K, Yamauchi R (2003). Isolation and characterization of some antioxidative compounds from the rhizomes of smaller galanga (Alpinia officinarum Hance). J Agric Food Chem 51 : 4924 4929.
11. Mathur AN, Chang HC, Zisoulis DG, Kapur R, Belladonna ML, Kansas GS et al. (2006). T-bet is a critical determinant in the instability of the IL-17-secreting T-helper phenotype. Blood 108 : 1595 1601.
12. Matsuda H, Morikawa T, Managi H, Yoshikawa M (2003a). Antiallergic principles from Alpinia galanga: structural requirements of phenylpropanoids for inhibition of degranulation and release of TNF-alpha and IL-4 in RBL-2H3 cells. Bioorg Med Chem Lett 13 : 3197 3202.
13. Matsuda H, Pongpiriyadacha Y, Morikawa T, Ochi M, Yoshikawa M (2003b). Gastroprotective effects of phenylpropanoids from the rhizomes of Alpinia galanga in rats: structural requirements and mode of action. Eur J Pharmacol 471 : 59 67.
14. Matsuda H, Ando S, Morikawa T, Kataoka S, Yoshikawa M (2005). Structure-activity relationships of 1′S-1′-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages. Bioorg Med Chem Lett 15 : 1949 1953. (Pubitemid 40380764)
15. Morikawa T, Ando S, Matsuda H, Kataoka S, Muraoka O, Yoshikawa M (2005). Inhibitors of nitric oxide production from the rhizomes of Alpinia galanga: structures of new 8-9′ linked neolignans and sesquineolignan. Chem Pharm Bull (Tokyo) 53 : 625 630.
16. Muangnoi P, Lu M, Lee J, Thepouyporn A, Mirzayans R, Le XC et al. (2007). Cytotoxicity, apoptosis and DNA damage induced by Alpinia galanga rhizome extract. Planta Med 73 : 748 754.
17. Murakami A, Toyota K, Ohura S, Koshimizu K, Ohigashi H (2000). Structure-activity relationships of (1′S)-1′-acetoxychavicol acetate, a major constituent of a southeast Asian condiment plant Languas galanga, on the inhibition of tumor-promoter-induced Epstein-Barr virus activation. J Agric Food Chem 48 : 1518 1523.
18. Nam J, Kim S, Han A, Lee S, Seo E (2005). Cytotoxic phenylpropanoids from the rhizomes of Alpinia galanga. J Appl Pharmacol 13 : 263 266.
19. Rangachari M, Mauermann N, Marty RR, Dirnhofer S, Kurrer MO, Komnenovic V et al. (2006). T-bet negatively regulates autoimmune myocarditis by suppressing local production of interleukin 17. J Exp Med 203 : 2009 2019.
20. Rengarajan J, Szabo SJ, Glimcher LH (2000). Transcriptional regulation of Th1/Th2 polarization. Immunol Today 21 : 479 483.
21. Szabo SJ, Kim ST, Costa GL, Zhang X, Fathman CG, Glimcher LH (2000). A novel transcription factor, T-bet, directs Th1 lineage commitment. Cell 100 : 655 669.
22. Szabo SJ, Sullivan BM, Stemmann C, Satoskar AR, Sleckman BP, Glimcher LH (2002). Distinct effects of T-bet in TH1 lineage commitment and IFN-gamma production in CD4 and CD8 T cells. Science 295 : 338 342.
23. Watanabe N, Kataoka T, Tajika T, Uramoto M, Magae J, Nagai K (1995). 1′-Acetoxychavicol acetate as an inhibitor of phagocytosis of macrophages. Biosci Biotechnol Biochem 59 : 1566 1567.
24. Werneck MB, Lugo-Villarino G, Hwang ES, Cantor H, Glimcher LH (2008). T-bet plays a key role in NK-mediated control of melanoma metastatic disease. J Immunol 180 : 8004 8010.