Phytosphingosine derivatives ameliorate skin inflammation by inhibiting NF-κB and JAK/STAT signaling in keratincoytes and mice

Journal of Investigative Dermatology

Volumn 134, Issue 4, 2014, Pages 1023-1032

  Kim, Byung Hak ^a   Lee, Ji Min ^b   Jung, Yong Gyu ^b   Kim, Sanghee ^b   Kim, Tae Yoon ^a  

^a The Catholic University of Korea   (South Korea)

^b Seoul National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIINFLAMMATORY AGENT; ANTIPSORIASIS AGENT; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; INTERLEUKIN 23; JANUS KINASE; MITOGEN ACTIVATED PROTEIN KINASE; PHORBOL 13 ACETATE 12 MYRISTATE; PHYTOSPHINGOSINE; STAT PROTEIN; UNCLASSIFIED DRUG; [(E) 4 OXO 4 (((2S,3S,4R) 1,3,4 TRIHYDROXYOCTADECAN 2 YL)AMINO)BUT 2 ENOIC ACID]; [(Z) 4 OXO 4 (((2S,3S,4R) 1,3,4 TRIHYDROXYOCTADECAN 2 YL)AMINO)BUT 2 ENOIC ACID];

ADULT; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; APOPTOSIS; ARTICLE; CONTROLLED STUDY; DERMATITIS; DRUG EFFICACY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; INFLAMMATION; KERATINOCYTE; MALE; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; PSORIASIS; SIGNAL TRANSDUCTION; SKIN DEFECT;

ADULT; ANIMALS; ANTI-INFLAMMATORY AGENTS; APOPTOSIS; CELL SURVIVAL; DERMATITIS; HUMANS; INFLAMMATION; INTERLEUKIN-23; JANUS KINASE 1; KERATINOCYTES; LEUKOCYTES, MONONUCLEAR; MALE; MAP KINASE SIGNALING SYSTEM; MICE; NF-KAPPA B; PSORIASIS; SIGNAL TRANSDUCTION; SKIN; SPHINGOSINE; T-LYMPHOCYTES; TETRADECANOYLPHORBOL ACETATE;

EID: 84897104971     PISSN: 0022202X     EISSN: 15231747     Source Type: Journal    
DOI: 10.1038/jid.2013.453     Document Type: Article

References (54)

1. Albrecht P, Bouchachia I, Goebels N et al. (2012) Effects of dimethyl fumarate on neuroprotection and immunomodulation. J Neuroinflammation 9:163
2. Breuer K, Gutzmer R, Völker B et al. (2005) Therapy of noninfectious granulomatous skin diseases with fumaric acid esters. Br J Dermatol 152:1290-5
3. Brown KD, Claudio E, Siebenlist U (2008) The roles of the classical and alternative nuclear factor-kappaB pathways: potential implications for autoimmunity and rheumatoid arthritis. Arthritis Res Ther 10:212
4. Chuong CM, Nickoloff BJ, Elias PM et al. (2002) What is the 'true' function of skin? Exp Dermatol 11:159-87
5. Coderch L, López O, de la Maza A et al. (2003) Ceramides and skin function. Am J Clin Dermatol 4:107-29
6. De Vry CG, Valdez M, Lazarov M et al. (2005) Topical application of a novel immunomodulatory peptide, RDP58, reduces skin inflammation in the phorbol ester-induced dermatitis model. J Invest Dermatol 125:473-81
7. Farwick M, Watson RE, Rawlings AV et al. (2007) Salicyloyl-phytos- phingosine: a novel agent for the repair of photoaged skin. Int J Cosmet Sci 29:319-29
8. Feingold KR (2009) The outer frontier: the importance of lipid metabolism in the skin. J Lipid Res 50:S417-22
9. Fischer CL, Drake DR, Dawson DV et al. (2012) Antibacterial activity of sphingoid bases and fatty acids against Gram-positive and Gram-negative bacteria. Antimicrob Agents Chemother 56:1157-61
10. Ghoreschi K, Brück J, Kellerer C et al. (2011) Fumarates improve psoriasis and multiple sclerosis by inducing type II dendritic cells. J Exp Med 208: 2291-303
11. Ha HY, Kim Y, Ryoo ZY et al. (2006) Inhibition of the TPA-induced cutaneous inflammation and hyperplasia by EC-SOD. Biochem Biophys Res Com-mun 348:450-8
12. Harper EG, Guo C, Rizzo H et al. (2009) Th17 cytokines stimulate CCL20 expression in keratinocytes in vitro and in vivo: implications for psoriasis pathogenesis. J Invest Dermatol 129:2175-83
13. Heelan K, Markham T (2012) Fumaric acid esters as a suitable first-line treatment for severe psoriasis: an Irish experience. Clin Exp Dermatol 37:793-5
14. Johansen C, Kragballe K, Westergaard M et al. (2005) The mitogen-activated protein kinases p38 and ERK1/2 are increased in lesional psoriatic skin. Br J Dermatol 152:37-42
15. Jungersted JM, Hellgren LI, Jemec GB et al. (2008) Lipids and skin barrier function-a clinical perspective. Contact Dermatitis 58:255-62
16. Kalyan Kumar G, Dhamotharan R, Kulkarni NM et al. (2011) Embelin reduces cutaneous TNF-a level and ameliorates skin edema in acute and chronic model of skin inflammation in mice. Eur J Pharmacol 662:63-9
17. Kim BH, Na KM, Oh I et al. (2013) Kurarinone regulates immune responses through regulation of the JAK/STAT and TCR-mediated signaling pathways. Biochem Pharmacol 85:1134-44
18. Kim HJ, Kang SY, Kim SJ et al. (2004) Potentiation of UVB-induced apoptosis by novel phytosphingosine derivative, tetraacetyl phytosphingosine in HaCaT cell and mouse skin. Apoptosis 9:449-56
19. Kim HJ, Kim HJ, Kim SH et al. (2003a) Tetraacetyl phytosphingosine- induced caspase activation and apoptosis occur through G2 arrest in human keratinocyte HaCaT cells. J Invest Dermatol 121:1135-7
20. Kim HJ, Shin W, Park CS et al. (2003b) Differential regulation of cycloox-ygenase-2 expression by phytosphingosine derivatives, NAPS and TAPS, and its role in the NAPS or TAPS-mediated apoptosis. J Invest Dermatol 121:1126-34
21. Kim S, Hong I, Hwang JS et al. (2006) Phytosphingosine stimulates the differentiation of human keratinocytes and inhibits TPA-induced inflammatory epidermal hyperplasia in hairless mouse skin. Mol Med 12:17-24
22. Kim Y, Kim BH, Lee H et al. (2011) Regulation of skin inflammation and angiogenesis by EC-SOD via HIF-1a and NF-kB pathways. Free Radic Biol Med 51:1985-95
23. Kreuter A, Gambichler T, Altmeyer P et al. (2002) Treatment of disseminated granuloma annulare with fumaric acid esters. BMC Dermatol 2:5
24. Lawrence T (2009) The nuclear factor NF-kappaB pathway in inflammation. Cold Spring Harb Perspect Biol 1:a001651
25. Lee SH, Jeong SK, Ahn SK (2006) An update of the defensive barrier function of skin. Yonsei Med J 47:293-306
26. Lee WY, Lockniskar MF, Fischer SM (1994) Interleukin-1 alpha mediates phorbol ester-induced inflammation and epidermal hyperplasia. FASEB J 8:1081-7
27. Lee YS, Cheon IS, Kim BH et al. (2013) Loss of extracellular superoxide dismutase induces severe IL-23-mediated skin inflammation in mice. J Invest Dermatol 133:732-41
28. Mabuchi T, Chang TW, Quinter S et al. (2012) Chemokine receptors in the pathogenesis and therapy of psoriasis. J Dermatol Sci 65:4-11
29. Mabuchi T, Takekoshi T, Hwang ST (2011) Epidermal CCR6+ gd T cells are major producers of IL-22 and IL-17 in a murine model of psoriasiform dermatitis. J Immunol 187:5026-31
30. Maddur MS, Miossec P, Kaveri SV et al. (2012) Th17 cells: biology, pathogenesis of autoimmune and inflammatory diseases, and therapeutic strategies. Am J Pathol 181:8-18
31. Maeda S, Hayami Y, Naniwa T et al. (2012) The Th17/IL-23 axis and natural immunity in psoriatic arthritis. Int J Rheumatol 2012:539683
32. Matsumoto M, Sudo T, Saito T et al. (2000) Involvement of p38 mitogen-activated protein kinase signaling pathway in osteoclastogenesis mediated by receptor activator of NF-kappa B ligand (RANKL). J Biol Chem 275:31155-61
33. Moharregh-Khiabani D, Linker RA, Gold R et al. (2009) Fumaric acid and its esters: an emerging treatment for multiple sclerosis. Curr Neuropharmacol 7:60-4
34. Mudter J, Neurath MF (2003) The role of signal transducers and activators of transcription in T inflammatory bowel diseases. Inflamm Bowel Dis 9:332-7
35. Paget C, Chow MT, Duret H et al. (2012) Role of gd T cells in a-galactosy-lceramide-mediated immunity. J Immunol 188:3928-39
36. Pappas A (2009) Epidermal surface lipids. Dermatoendocrinol 1:72-6
37. Paragh G, Schling P, Ugocsai P et al. (2008) Novel sphingolipid derivatives promote keratinocyte differentiation. Exp Dermatol 17:1004-16
38. Park MT, Choi JA, Kim MJ et al. (2003) Suppression of extracellular signal-related kinase and activation of p38 MAPK are two critical events leading to caspase-8-and mitochondria-mediated cell death in phytosphingosine-treated human cancer cells. J Biol Chem 278:50624-34
39. Pavicic T, Wollenweber U, Farwick M et al. (2007) Anti-microbial and-inflammatory activity and efficacy of phytosphingosine: an in vitro and in vivo study addressing acne vulgaris. Int J Cosmet Sci 29:181-90
40. Pivarcis A, Nagy I, Kemeny L (2005) Innate immunity in the skin: how keratinocytes fight against pathogens. Curr Immunol Rev 1:29-42
41. Rizzo HL, Kagami S, Phillips KG et al. (2011) IL-23-mediated psoriasis-like epidermal hyperplasia is dependent on IL-17A. J Immunol 186:1495-502
42. Ryu KR, Lee B, Lee IA et al. (2010) Anti-scratching behavioral effects of N-stearoyl-phytosphingosine and 4-hydroxysphinganine in mice. Lipids 45:613-8
43. Sarkar FH, Li Y, Wang Z et al. (2008) NF-kappaB signaling pathway and its therapeutic implications in human diseases. Int Rev Immunol 27:293-319
44. Seidel P, Goulet S, Hostettler K et al. (2010) DMF inhibits PDGF-BB induced airway smooth muscle cell proliferation through induction of heme-oxygenase-1. Respir Res 11:145
45. Shuai K, Liu B (2003) Regulation of JAK-STAT signalling in the immune system. Nat Rev Immunol 3:900-11
46. Sikorski K, Czerwoniec A, Bujnicki JM et al. (2011) STAT1 as a novel therapeutical target in pro-atherogenic signal integration of IFNg, TLR4 and IL-6 in vascular disease. Cytokine Growth Factor Rev 22:211-9
47. Snel M, Sleddering MA, Pijl H et al. (2010) The effect of dietary phyto-sphingosine on cholesterol levels and insulin sensitivity in subjects with the metabolic syndrome. Eur J Clin Nutr 64:419-23
48. Song CK, Lee JH, Jahn A et al. (2012) In vitro and in vivo evaluation of N, N, N-trimethylphytosphingosine-iodide (TMP) in liposomes for the treatment of angiogenesis and metastasis. Int J Pharm 434:191-8
49. Tobin DJ (2006) Biochemistry of human skin-our brain on the outside. Chem Soc Rev 35:52-67
50. Walsh KB, Teijaro JR, Wilker PR et al. (2011) Suppression of cytokine storm with a sphingosine analog provides protection against pathogenic influenza virus. Proc Natl Acad Sci USA 108:12018-23
51. Wang S, Uchi H, Hayashida S et al. (2009) Differential expression of phosphorylated extracellular signal-regulated kinase 1/2, phosphorylated p38 mitogen-activated protein kinase and nuclear factor-kappaB p105/p50 in chronic inflammatory skin diseases. J Dermatol 36:534-40
52. Wilms H, Sievers J, Rickert U et al. (2010) Dimethylfumarate inhibits microglial and astrocytic inflammation by suppressing the synthesis of nitric oxide, IL-1beta, TNF-alpha and IL-6 in an in-vitro model of brain inflammation. J Neuroinflammation 7:30
53. Zheng Y, Danilenko DM, Valdez P et al. (2007) Interleukin-22, a T(H)17 cytokine, mediates IL-23-induced dermal inflammation and acanthosis. Nature 445:648-51
54. Zygmunt BM, Weissmann SF, Guzman CA (2012) NKT cell stimulation with a-galactosylceramide results in a block of Th17 differentiation after intranasal immunization in mice. PLoS One 7:e30382