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Anti-scratching Behavioral Effects of N-Stearoyl-phytosphingosine and 4-Hydroxysphinganine in Mice

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Lipids

Abstract

N-Stearoyl-phytosphingosine (SPS) and 4-hydroxysphinganine (phytosphingosine, PS), which are sphingolipids frequently found in mammalian skin, plants, and yeast, have been used as ingredients in cosmetics. In mice, treatment with SPS and PS inhibited histamine-induced scratching behavior and vascular permeability. These agents inhibited the expression of the allergic cytokines, IL-4 and TNF-α, and the activation of the transcription factors, NF-κB and c-jun, in histamine-stimulated skin tissues. These agents also showed potent anti-histamine effects in the Magnus test using guinea pig ileum. Based on these results, SPS and PS may improve scratching behavioral reactions in skin by regulating the action of histamine and the activation of the transcription factors NF-κB and c-jun.

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Abbreviations

IL:

Interleukin

NF-κB:

Nuclear factor kappaB

PS:

Phytosphingosine

SPS:

N-Stearoyl-phytosphingosine

References

  1. Maintz L, Novak N (2007) Histamine and histamine intolerance. Am J Clin Nutr 85:1185–1196

    CAS  PubMed  Google Scholar 

  2. Reich A, Szepietowski JC (2007) Mediators of pruritus in psoriasis. Mediators Inflamm 2007:647270

    Article  Google Scholar 

  3. Schmeiz M, Schmidt R, Bickel A, Handerker HO, Torebjork HE (1977) Specific C-receptors for itch in human skin. J Neurosci 17:8003–8008

    Google Scholar 

  4. Raiford DS (1995) Pruritus of chronic cholestasis. QJM 88:603–607

    CAS  PubMed  Google Scholar 

  5. Kuraishi Y, Nagasawa T, Hayashi K, Satoh M (1995) Scratching behavior induced by pruritogenic but not algesiogenic agents in mice. Eur J Pharmacol 275:229–233

    Article  CAS  PubMed  Google Scholar 

  6. Kim MY, Linardic C, Obeid L, Hannun Y (1991) Identification of sphingomyelin turnover as an effector mechanism for the action of tumor necrosis factor a and r-interferon. Specific role in cell proliferation. J Biol Chem 266:484–489

    CAS  PubMed  Google Scholar 

  7. Huang HW, Goldberg EM, Zidovetzki R (1999) Ceramides modulate protein kinase C activity and perturb the structure of phosphatidylcholine/phosphatidylserine bilayers. Biophys J 77:1489–1497

    Article  CAS  PubMed  Google Scholar 

  8. Sawei H, Hannun YA (1999) Ceramide and sphingomyelinase in the regulation of stress responses. Chem Phys Lipids 102:141–147

    Article  Google Scholar 

  9. Stewart ME, Downing DT (1999) A new 6-hydroxy-4-sphingenine-containing ceramide in human skin. J Lipid Res 40:1434–1439

    CAS  PubMed  Google Scholar 

  10. Garidel P (2006) Structural characterization and phase behavior of a stratum corneum lipid analogue: ceramide 3A. Phys Chem Chem Phys 8:2265–2275

    Article  CAS  PubMed  Google Scholar 

  11. De Paepe K, Derde MP, Roseeuw D, Rogiers V (2000) Incorporation of ceramide 3B in dermatocosmetic emulsions: effect on the transepidermal water loss of sodium lauryl sulphate damaged skin. J Eur Acad Dermatol Venereolz 14:272–279

    Article  Google Scholar 

  12. Lampe MA, Burlingame AL, Whitney J, Williams MI, Brown BE, Roitman E, Elias PM (1983) Human stratum corneum lipids: characterization and regional variations. J Lipid Res 24:120–130

    CAS  PubMed  Google Scholar 

  13. Motta S, Sesana S, Ghidonin R, Monti M (1995) Content of the different lipid classes in psoriatic scale. Arch Dermatol Res 287:691–694

    Article  CAS  PubMed  Google Scholar 

  14. Olaniran AK, Baker BS, Paige DG, Garioch JJ, Powles AV, Fry L (1996) Cytokine expression in psoriatic skin lesions during PUVA therapy. Arch Dermatol Res 288:421–425

    Article  CAS  PubMed  Google Scholar 

  15. Wright BS, Snow JW, O’Brien TC, Lynch DV (2004) Synthesis of 4-hydroxysphinganine and characterization of sphinganine hydroxylase activity in corn. Arch Biochem Biophys 415:184–192

    Article  Google Scholar 

  16. Imai H, Morimoto Y, Tamura K (2000) Sphingoid base composition of monoglucosylceramide in Brassicaceae. J Plant Physiol 157:453–456

    CAS  Google Scholar 

  17. Bizot-Foulon V, Godeau G, Guessous F, Lati E, Rousset G, Roch-Arveillier M, Hornebeck W (1995) Inhibition of human neutrophil elastase by wheat ceramides. Int J Cosmet Sci 17:255–264

    Article  CAS  PubMed  Google Scholar 

  18. Choo MK, Park EK, Han MJ, Kim DH (2003) Antiallergic activity of ginseng and its ginsenosides. Planta Med 69:518–522

    Article  CAS  PubMed  Google Scholar 

  19. Matsuda H, Tewtrakul S, Morikawa T, Nakamura A, Yoshikawa M (2004) Anti-allergic principles from Thai zedoary: structural requirements of curcuminoids for inhibition of degranulation and effect on the release of TNF-alpha and IL-4 in RBL-2H3 cells. Bioorg Med Chem 12:5891–5898

    Article  CAS  PubMed  Google Scholar 

  20. Han SJ, Ryu SN, Trinh HT, Joh EH, Jang SY, Han MJ, Kim DH (2009) Metabolism of cyanidin-3-O-beta-D-glucoside isolated from black colored rice and its antiscratching behavioral effect in mice. J Food Sci 74:H253–H258

    Article  CAS  PubMed  Google Scholar 

  21. Stevens RL, Austen KF (1989) Recent advances in the cellular and molecular biology of mast cells. Immunol Today 10:381–386

    Article  CAS  PubMed  Google Scholar 

  22. Plaut M, Pierce JH, Whatson C, Hanley-Hyde J, Nordan RP, Paul WE (1989) Mast cell lines produce lymphokines in response to cross-linkage of Fc epsilon RI or to calcium ionophore. Nature 339:64–67

    Article  CAS  PubMed  Google Scholar 

  23. Mitre E, Nutman TB (2006) Basophils, basophilia and helminth infections. Chem Immunol Allergy 90:141–156

    Article  CAS  PubMed  Google Scholar 

  24. Tasaka K, Mio M, Okamoto M (1986) Intracellular calcium release induced by histamine releasers and its inhibition by some antiallergic drugs. Ann Allergy 56:464–469

    CAS  PubMed  Google Scholar 

  25. Sakuma S, Higashi Y, Sato N, Sasakawa T, Sengoku T, Ohkubo Y (2001) Tacrolimus suppressed the production of cytokines involved in atopic dermatitis by direct stimulation of human PBMC system (Comparison with steroids). Int Immunopharmacol 1:1219–1226

    Article  CAS  PubMed  Google Scholar 

  26. Schafer-Korting M, Schmid MH, Korting HC (1996) Topical glucocorticoids with improved risk-benefit ratio. Drug Safety 14:375–385

    Article  CAS  PubMed  Google Scholar 

  27. Simons FER (1992) The antiallergic effects of antihistamines (H1-receptor antagonists). J Allergy Clin Immunol 90:705–715

    Article  CAS  PubMed  Google Scholar 

  28. Zhao W, Oskeritzian CA, Pozez AL, Schwartz LB (2005) Cytokine production by skin-derived mast cells: endogenous proteases are responsible for degradation of cytokines. J Immunol 175:2635–2642

    CAS  PubMed  Google Scholar 

  29. Hirano T, Higa S, Arimitsu J, Naka T, Ogata A, Shima Y, Fujimoto M, Yamadori T, Ohkawara T, Kuwabara Y, Kawai M, Matsuda H, Yoshikawa M, Maezaki N, Tanaka T, Kawase I, Tanaka T (2006) Luteolin, a flavonoid, inhibits AP-1 activation by basophils. Biochem Biophys Res Commun 340:1–7

    Article  CAS  PubMed  Google Scholar 

  30. Hannun YA, Obeid LM (2002) The ceramide-centric universe of lipid-mediated cell regulation: stress encounters of the lipid kind. J Biol Chem 277:25847–25850

    Article  CAS  PubMed  Google Scholar 

  31. Pettus BJ, Chalfant CE, Hannun YA (2006) Ceramide in apoptosis: An overview and current perspectives. Biochim Biophys Acta 1761:281–291

    Google Scholar 

  32. Duan RD, Nilsson A (2009) Metabolism of sphingolipids in the gut and its relation to inflammation and cancer development. Prog Lipid Res 48:62–72

    Article  CAS  PubMed  Google Scholar 

Download references

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Correspondence to Dong-Hyun Kim.

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Ryu, KR., Lee, B., Lee, IA. et al. Anti-scratching Behavioral Effects of N-Stearoyl-phytosphingosine and 4-Hydroxysphinganine in Mice. Lipids 45, 613–618 (2010). https://doi.org/10.1007/s11745-010-3441-0

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  • DOI: https://doi.org/10.1007/s11745-010-3441-0

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