Advertisement

Effect of UV Radiation on DPPG and DMPC Liposomes in Presence of Catechin Molecules

  • Filipa Pires
  • Gonçalo Magalhães-Mota
  • Paulo António Ribeiro
  • Maria RaposoEmail author
Conference paper
Part of the Lecture Notes in Computer Science book series (LNCS, volume 10477)

Abstract

Catechin molecules are known to reduce the oxidative stress-induced by radiation acting as scavenger of the reactive oxygen species, preventing in this way the damage in biomolecules. In this work, the effect of radiation on liposomes of 1,2-dipalmitoyl-sn-glycero-3-[phospho-rac-(1-glycerol)(sodium salt) (DPPG) and of 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) is analyzed in the absence and presence of epigallocatechin-3-gallate (EGCG) molecules, having in view the evaluation of the photosensitizing properties and the efficacy of these molecules to modulate cell membrane damage mechanisms. The obtained results demonstrate that the damage by UV radiation on DPPG and DMPC liposomes is strongly dependent of the presence of EGCG molecules. While DPPG liposomes are protected from radiation in presence of EGCG, the EGCG molecules are damaged by the radiation supporting the idea that EGCG are strongly adsorbed on the inner and outer liposome surfaces due hydrogen bonding. This suggests that EGCG molecules in the inner surface can be protected from radiation. In the case of DMPC liposomes, the EGCG molecules are affected by radiation as well as the DMPC molecules. This is explained if the EGCG chroman group is positioned between DMPC lipids while the gallic acid groups float over the liposomes.

Keywords

Cell membrane Natural antioxidant Physical interactions Cellular detoxification Delivery system 

Notes

Acknowledgments

This work was supported by the Portuguese research Grant UID/FIS/00068/2013 by the project PTDC/FIS-NAN/0909/2014 through FCT-MCTES, Portugal. Filipa Pires acknowledges the fellowship PD/BD/106036/2015 from RABBIT Doctoral Programme (Portugal).

References

  1. 1.
    Lee, W.J., Shim, J.-Y., Zhu, B.T.: Mechanisms for the inhibition of DNA methyltransferases by tea catechins and bioflavonoids. Mol. Pharmacol. 68, 1018–1030 (2005)CrossRefGoogle Scholar
  2. 2.
    Shankar, S., Ganapathy, S., Hingorani, S.R., Srivastava, R.K.: EGCG inhibits growth, invasion, angiogenesis and metastasis of pancreatic cancer. Front. Biosci. 13, 440–452 (2007). A journal and virtual libraryCrossRefGoogle Scholar
  3. 3.
    Isemura, M., et al.: Tea catechins and related polyphenols as anti-cancer agents. Biofactors 13, 81–85 (2000)CrossRefGoogle Scholar
  4. 4.
    Ross, J.A., Kasum, C.M.: Dietary flavonoids: bioavailability, metabolic effects, and safety. Ann. Rev. Nutr. 22, 19–34 (2002)CrossRefGoogle Scholar
  5. 5.
    Ottova-Leitmannova, A.: Advances in Planar Lipid Bilayers and Liposomes, vol. 4. Elsevier/Academic Press (2006)Google Scholar
  6. 6.
    Santos, H.A., Vila-Vicosa, D., Teixeira, V.H., Baptista, A.M., Machuqueiro, M.: Constant-ph MD simulations of DMPA/DMPC lipid bilayers. J. Chem. Theor. Comput. 11, 5973–5979 (2015)CrossRefGoogle Scholar
  7. 7.
    Vila-Vicosa, D., Teixeira, V.H., Santos, H.A., Baptista, A.M., Machuqueiro, M.: Treatment of ionic strength in biomolecular simulations of charged lipid bilayers. J. Chem. Theor. Comput. 10, 5483–5492 (2014)CrossRefGoogle Scholar
  8. 8.
    Hugot, S., Sy, D., Ruiz, S., Charlier, M., Spotheim-Maurizot, M., Savoye, C.: Radioprotection of dna by spermine: a molecular modelling approach. Int. J. Radiat. Biol. 75, 953–961 (1999)CrossRefGoogle Scholar
  9. 9.
    Gomes, P.J., Ribeiro, P.A., Shaw, D., Mason, N.J., Raposo, M.: UV degradation of deoxyribonucleic acid. Polym. Degrad. Stab. 94, 2134–2141 (2009)CrossRefGoogle Scholar
  10. 10.
    Gomes, P.J., Coelho, M., Dionísio, M., António Ribeiro, P., Raposo, M.: Probing radiation damage by alternated current conductivity as a method to characterize electron hopping conduction in DNA molecules. Appl. Phys. Lett. 101, 123702 (2012)CrossRefGoogle Scholar
  11. 11.
    Gomes, P., et al.: Energy thresholds of DNA damage induced by UV radiation: an XPS study. J. Phys. Chem. B 119, 5404–5411 (2015)CrossRefGoogle Scholar
  12. 12.
    Moraes, M.L., et al.: Polymeric scaffolds for enhanced stability of melanin incorporated in liposomes. J. Colloid Interface Sci. 350, 268–274 (2010)CrossRefGoogle Scholar
  13. 13.
    Duarte, A., et al.: Characterization of PAH/DPPG layer-by-layer films by VUV spectroscopy. Eur. Phys. J. E Soft Matter 36, 9912 (2013)CrossRefGoogle Scholar
  14. 14.
    Duarte, A.A., et al.: DPPG liposomes adsorbed on polymer cushions: effect of roughness on amount, surface composition and topography. J. Phys. Chem. B 119, 8544–8552 (2015)CrossRefGoogle Scholar
  15. 15.
    Polewski, K., Kniat, S., Slawinska, D.: Gallic acid, a natural antioxidant, in aqueous and micellar environment: spectroscopic studies. Curr. Top. Biophys. 26, 217–227 (2002)Google Scholar
  16. 16.
    Lin, X.-Q., Li, F., Pang, Y.-Q., Cui, H.: Flow injection analysis of gallic acid with inhibited electrochemiluminescence detection. Anal. Bioanal. Chem. 378, 2028–2033 (2004)CrossRefGoogle Scholar
  17. 17.
    Ari, T., Güven, M.H.: Valence-shell electron energy-loss spectra of formic acid and acetic acid. J. Electron Spectrosc. Relat. Phenom. 106, 29–35 (2000)CrossRefGoogle Scholar
  18. 18.
    Barnes, E.E., Simpson, W.T.: Correlations among electronic transitions for carbonyl and for carboxyl in the vacuum ultraviolet. J. Chem. Phys. 39, 670–675 (1963)CrossRefGoogle Scholar
  19. 19.
    Xu, K., Amaral, G., Zhang, J.: Photodissociation dynamics of ethanol at 193.3 nm. J. Chem. Phys. 111, 6271–6282 (1999)CrossRefGoogle Scholar
  20. 20.
    Satyapal, S., Park, J., Bersohn, R., Katz, B.: Dissociation of methanol and ethanol activated by a chemical reaction or by light. J. Chem. Phys. 91, 6873–6879 (1989)CrossRefGoogle Scholar
  21. 21.
    Wen, Y., Segall, J., Dulligan, M., Wittig, C.: Photodissociation of methanol at 193.3 nm. J. Chem. Phys. 101, 5665–5671 (1994)CrossRefGoogle Scholar
  22. 22.
    Pawlikowska-Pawlęga, B., et al.: Localization and interaction of genistein with model membranes formed with dipalmitoylphosphatidylcholine (DPPC). Biochimica et Biophysica Acta (BBA)-Biomembranes 1818, 1785–1793 (2012)CrossRefGoogle Scholar
  23. 23.
    Phan, H.T., et al.: Structure-dependent interactions of polyphenols with a biomimetic membrane system. Biochimica et Biophysica Acta (BBA)-Biomembranes 1838, 2670–2677 (2014)CrossRefGoogle Scholar

Copyright information

© Springer International Publishing AG 2017

Authors and Affiliations

  • Filipa Pires
    • 1
  • Gonçalo Magalhães-Mota
    • 1
  • Paulo António Ribeiro
    • 1
  • Maria Raposo
    • 1
    Email author
  1. 1.Department of Physics, Faculdade de Ciências e Tecnologias, FCT, Centre of Physics and Technological Research, CEFITECUniversidade Nova de LisboaCaparicaPortugal

Personalised recommendations