Inhibition of Ca2+ release-activated Ca2+ channel (CRAC) by curcumin and caffeic acid phenethyl ester (CAPE) via electrophilic addition to a cysteine residue of Orai1

Biochemical and Biophysical Research Communications

Volumn 428, Issue 1, 2012, Pages 56-61

  Shin, Dong Hoon ^a   Nam, Joo Hyun ^b   Lee, Eung Seok ^c   Zhang, Yinhua ^a   Kim, Sung Joon ^a  

^a Seoul National University College of Medicine   (South Korea)

^b Dongguk University   (South Korea)

^c Yeungnam University   (South Korea)

Author keywords

Ca2+ release activated Ca2+ channel; Caffeic acid phenethyl ester; Curcumin; Cysteine; Electrophilic interaction; Orai1

Indexed keywords

CAFFEIC ACID PHENETHYL ESTER; CALCIUM CHANNEL; CALCIUM ION; CALCIUM RELEASE ACTIVATED CALCIUM CHANNEL 1; CURCUMIN; CYSTEINE;

ARTICLE; CALCIUM TRANSPORT; CONTROLLED STUDY; DRUG EFFECT; ELECTROPHILICITY; HUMAN; HUMAN CELL; INHIBITION KINETICS; MICHAEL ADDITION; PRIORITY JOURNAL;

CAFFEIC ACIDS; CALCIUM; CALCIUM CHANNELS; CURCUMIN; CYSTEINE; HEK293 CELLS; HUMANS; MUTATION; PHENYLETHYL ALCOHOL;

EID: 84868348444     PISSN: 0006291X     EISSN: 10902104     Source Type: Journal    
DOI: 10.1016/j.bbrc.2012.10.005     Document Type: Article

References (24)

1. + channels by caffeic acid phenethylester in T lymphocytes. Eur. J. Pharmacol. 2009, 612:153-160.
2. + channels by curcumin in Jurkat-T cells. J. Pharmarcol. Sci. 2011, 115:144-154.
3. Quintana A., Griesemer D., Schwarz E.C., Hoth M. Calcium-dependent activation of T-lymphocytes. Pflugers Arch. 2005, 450:1-12.
4. 2+ entry and NFAT activation in lymphocytes. Cell Calcium 2007, 42:145-156.
5. Feske S., Gwack Y., Prakriya M., Srikanth S., Puppel S.H., Tanasa B., Horgan P.G., Lewis R.S., Daly M., Rao A. A mutation in Orai1 cause immune deficiency by abrogating CRAC channel function. Nature 2006, 441:179-185.
6. Aggarwal B.B., Kumar A., Bharti A.C. Anticancer potential of curcumin: preclinical and clinical studies. Anticancer Res. 2003, 23:363-398.
7. Chen Y.J., Shiao M.S., Hsu M.L., Tsai T.H., Wang S.Y. Effects of caffeic acid phenethyl ester, an antioxidant from propolis, on inducing apoptosis in humane leukemic HL-60 cells. J. Agric. Food Chem. 2001, 49:5615-5619.
8. Giri D.K., Aggarwal B.B. Constitutive activation of NF-kappaB causes resistance to apoptosis in human cutaneous T-cell lymphoma HuT-78 cells. J. Biol. Chem. 1998, 273:14008-14014.
9. 2+ mobilization and nuclear factor of activated T cells (NFAT) activation. J. Biol. Chem. 2012, 287:10200-10209.
10. Choi H., Chun Y.S., Kim S.W., Kim M.S., Park J.W. Curcumin inhibits hypoxia-inducible factor-1 by degrading arylhydrocarbon receptor nuclear translocator: a mechanism of tumor growth inhibition. Mol. Pharmacol. 2006, 70:1664-1671.
11. Scapagnini G., Foresti R., Calabrese V., Giuffrida Stella A.M., Green C.J., Motterlini R. Caffeic acid phenethyl ester and curcumin: a novel class of heme oxygenase-1 inducers. Mol. Pharmacol. 2002, 61:554-561.
12. Michaluart P., Masferrer J.L., Carothers A.M., Subbramaiah K., Zweifel B.S., Koboldt C., Mestre J.R., Grunberger D., Sacks P.G., Tanabe T. Inhibitory effects of caffeic acid phenethyl ester on the activity and expression of cyclooxygenase-2 in human oral epithelial cells and in a rat model of inflammation. Cancer Res. 1999, 59:2347-2352.
13. Pan M.H., Lin-Shiau S.Y., Lin J.K. Comparative studies on the suppression of nitric oxide synthase by curcumin and its hydrogenated metabolites through down-regulation of IkappaB kinase and NFkappaB activation in macrophages. Biochem. Pharmacol. 2000, 60:1665-1676.
14. Yeon K.Y., Kim S.A., Kim Y.H., Lee M.K., Ahn D.K., Kim H.J., Kim J.S., Jung S.J., Oh S.B. Curcumin produces an antihyperalgesic effect via antagonism of TRPV1. J. Dent. Res. 2010, 89:170-174.
15. - channel activity. J. Biol. Chem. 2005, 280:5221-5226.
16. Bogeski I., Kummerow C., Al-Ansary D., Schwarz E.C., Koehler R., Kozai D., Takahashi N., Peinelt C., Griesemer D., Bozem M., Mori Y., Hoth M., Niemeyer B.A. Differential redox regulation of ORAI ion channel: a mechanism to tune cellular calcium signaling. Sci. Signal. 2010, 3:ra24.
17. Sugiyama Y., Kawakishi S., Osawa T. Involvement of the β-diketone moiety in the antioxidative mechanism of tetrahydrocurcumin. Biochem. Pharmacol. 1996, 52:519-525.
18. Pan M.H., Huang T.M., Lin J.K. Biotranformation of curcumin through reduction and glucuronidation in mice. Drug Metabol. Dispos. 1999, 27:486-494.
19. Payton F. NMR study of the solution structure of curcumin. J. Nat. Prod. 2007, 70:143-146.
20. Lopez-Lazaro M. Anticancer and carcinogenic properties of curcumin: consideration for its clinical development as a cancer chemopreventive and chemotherapeutic agent. Mol. Nutr. Food Res. 2008, 52:S103-S127.
21. Rudolph T.K., Freeman B.A. Transduction of redox signaling by electrophile-protein reactions. Sci. Signal. 2009, 90:re7.
22. Kang K.J., Pulver S.R., Panzano V.C., Chang E.C., Griffith L.C., Theobald D.L., Garrity P.A. Analysis of drosophila TRPA1 reveals an ancient origin for human chemical nociception. Nature 2010, 464:597-600.
23. Leamy A.W., Shukla P., McAlexander M.A., Carr M.J., Ghatta S. Curcumin ((E, E)-1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione) activates and desensitizes the nociceptor ion channel TRPA1. Neurosci. Lett. 2011, 10:157-162.
24. Nilius B., Prenen J., Owsianik G. Irritating channels: the case of TRPA1. J. Physiol. 2011, 589:1543-1549.