Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Influence of the Ceramide(III) and Cholesterol on the Structure of a Non-hydrous Phospholipid-based Lamellar Liquid Crystal : Structural and Thermal Transition Behaviors

  • Jeong, Tae-Hwa (Skin Research Institute, Korea Kolmar Corporation) ;
  • Oh, Seong-Geun (Department of Chemical Engineering, Hanyang University)
  • Published : 2007.06.20
Download PDF
⟨ Previous Next ⟩

Abstract

The effects of the creamide III (CER3) and cholesterol (CHOL) on the structure of a non-hydrous distearoyl phosphatidylcholine (DSPC)-based lamellar liquid crystal (LC) hydrated by only propylene glycol (PG) without water were investigated by differential scanning calorimetry (DSC), X-ray diffractions (XRDs), and polarized microscope (PM). As soon as CER3 was incorporated into the lamellar phase, the characteristic LPP was appeared as well as the characteristic SPP, and the formation of separated CER3 crystalline phase was observed depending upon the increase of CER3 content by XRDs. Also, by DSC, it was shown that the increase of CER3 made the monotectic thermal transition be changed to the eutectic thermal transition which indicates the formation of separated CER3 crystalline phases and the main transition temperatures (Tc1) to be gradually decreased and the enthalpy change (ΔH) to be linearly increased. Incorporating CHOL, the formation of LPP and SPP showed almost similar behaviors to CER3, but incorporating small amounts of CHOL showed the characteristic peaks of CHOL which meant the existence of crystalline CHOL phase due to the immiscibility of CHOL with DSPC swollen by PG differently from CER3, and increasing CHOL made the intensity of the 1st order diffraction for LPP weakened as well as the intensities of the characteristic diffractions for DSPC. Also, in the results of DSC, it showed more complex thermal behaviors having several Tc than CER3 due to its bulky chemical structure. In the present study, the inducement of CER3 and CHOL as other lipids present in human stratum corneum (SC) into a non-hydrous lamellar phase is discussed in terms of the influence on their structural and thermal transition.

Keywords

References

  1. Wertz, P. W.; Dowing, D. T. Stratum Corneum: Biological and Biochemical Considerations in Transdermal Drug Delivery; Hadgraft, J.; Guy, R. H., Eds.; Marcel Dekker: New York, 1989; pp 1-17
  2. Potts, R. O.; Guy, R. H. Pharm. Res. 1992, 9, 663 https://doi.org/10.1023/A:1015810312465
  3. Storm, G.; Oussoren, C.; Peeters, P. A. M. Safety of Liposome Administration in Membrane Lipid Oxidation; Vigo-Pelfrey, C., Ed.; CRC press: Boca Raton, FL, 1991; Vol. III, p 239
  4. Becher, P. Emulsion: Theory and Practice; R. E. Krieger Publishing: Malabar, FL, 1985
  5. Davis, S. S.; Hadgraft, J.; Palin, K. J. In Encyclopedia of Emulsion Technology; Becher, P., Ed.; 1983; Vol 2, p 159
  6. Barry, B. W. J. Control. Release 1987, 6, 85 https://doi.org/10.1016/0168-3659(87)90066-6
  7. Sheth, N. V.; Freeman, D. J.; Higuchi, W. I.; Spruance, S. L. Int. J. Pharm. 1986, 28, 201 https://doi.org/10.1016/0378-5173(86)90246-2
  8. Nicolazzo, J. A.; Morgan, T. M.; Reed, B. L.; Finnin, B. C. J. Controlled Release 2005, 103, 577 https://doi.org/10.1016/j.jconrel.2004.12.007
  9. Lim, P. F. C.; Liu, X. Y.; Kang, L.; Ho, P. C. L.; Chan, Y. W.; Chan, S. Y. Int. J. Pharm. 2006, 311, 157 https://doi.org/10.1016/j.ijpharm.2005.12.042
  10. Fang, J. Y.; Hwang, T. L.; Leu, Y. L. Int. J. Pharm. 2003, 250, 313 https://doi.org/10.1016/S0378-5173(02)00540-9
  11. Bonina, F. P.; Carelli, V.; Colo, G. D.; Montenegro, L.; Nannipieri, E. Int. J. Pharm. 1993, 100, 41 https://doi.org/10.1016/0378-5173(93)90073-O
  12. Jeong, T. H.; Oh, S. G. Bull. Korean Chem. Soc. 2007, 28, 108 https://doi.org/10.5012/bkcs.2007.28.1.108
  13. Elias, P. M. J. Invest. Dermatol. 1983, 80, 213 https://doi.org/10.1111/1523-1747.ep12534362
  14. Elias, P. M.; Goerke, J.; Friend, D. S. J. Invest. Dermatol. 1977, 69, 535 https://doi.org/10.1111/1523-1747.ep12687968
  15. Lampe, M. A.; Williams, M. L.; Elais, P. M. J. Lipid Res. 1983, 24, 120
  16. Elias, P. M. The Importance of Epidermal Lipids for the Stratum Corneum Barrier in Topical Drug Delivery Formulation; Osborne, D. W., Amann, A. H., Eds.; Marcel Dekker Inc: New York and Basal, 1989; pp 13-28
  17. Wertz, P. W. Adv. Drug Deliv. Rev. 1996, 18, 283 https://doi.org/10.1016/0169-409X(95)00077-K
  18. Wertz, P. W.; Miethke, M. C.; Long, S. A.; Strauss, J. S.; Downing, D. T. J. Invest. Dermatol. 1985, 84, 410 https://doi.org/10.1111/1523-1747.ep12265510
  19. Robson, K. J.; Stewart, M. E.; Michelsen, S.; Lazo, N. D.; Downing, D. T. J. Lipid Res. 1994, 35, 2060
  20. Stewart, M. E.; Downing, D. T. J. Lipid Res. 1999, 4, 1434
  21. Ponec, M.; Weerheim, A.; Lankhorst, P.; Wertz, P. J. Invest. Dermatol. 2003, 120, 581 https://doi.org/10.1046/j.1523-1747.2003.12103.x
  22. Mouritsen, O. G.; Jorgsesen, K. Chem. Phys. Lipids 1994, 73, 3 https://doi.org/10.1016/0009-3084(94)90171-6
  23. Ipsen, J.; Karlstrom, G.; Mouritsen, O.; Wennerstrom, H.; Zuckermann, M. Biochim. Biophys. Acta 1987, 905, 162 https://doi.org/10.1016/0005-2736(87)90020-4
  24. Moore, D. J.; Rerek, M. E. Acta Derm. Venereol. Suppl. 2000, 208, 16
  25. Zbytovska, J.; Kiselev, M. A.; Funari, S. S.; Garamus, V. M.; Wartewig, S.; Neubert, R. Chemistry and Physics of Lipids 2005, 138, 69 https://doi.org/10.1016/j.chemphyslip.2005.08.004
  26. Bouwstra, J. A.; Gooris, G. S.; van der Spek, J. A.; Bras, W. J. Invest. Dermatol. 1991, 97, 1005 https://doi.org/10.1111/1523-1747.ep12492217
  27. de Jager, M. W.; Gooris, G. S.; Dolbnya, I. P.; Bras, W.; Ponec, M.; Bouwstra, J. A. Chem. Phys. Lipids 2003, 124, 123 https://doi.org/10.1016/S0009-3084(03)00050-1
  28. Glatter, O.; Kratky, O. Small Angle X-Ray Scattering; Academic Press: New York, 1982
  29. Jimenez-Monreal, A. M.; Villalain, J.; Aranda, F. J.; Gomez- Fernandez, J. C. Biochim. Biophys. Acta 1998, 1373, 209
  30. Bach, D.; Wachtel, E. Biochim. Biophys. Acta 2003, 1610, 187 https://doi.org/10.1016/S0005-2736(03)00017-8

Cited by

  1. Influence of ceramide 2 on in vitro skin permeation and retention of 5-ALA and its ester derivatives, for Photodynamic Therapy vol.45, pp.1, 2009, https://doi.org/10.1590/S1984-82502009000100013
  2. Stabilization of Distearoylphosphatidylcholine Lamellar Phases in Propylene Glycol Using Cholesterol vol.10, pp.12, 2013, https://doi.org/10.1021/mp400140u
  3. Monolayer and Bilayer Structures of Mixtures of Ceramide IIIb and c16-Alkyl Glucosides vol.39, pp.8, 2018, https://doi.org/10.1002/bkcs.11539