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Repair of UVB-Damaged Skin by the Antioxidant Sulphated Flavone Glycoside Thalassiolin B Isolated from the Marine Plant Thalassia testudinum Banks ex König

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Abstract

Daily topical application of the aqueous ethanolic extract of the marine sea grass, Thalassia testudinum, on mice skin exposed to UVB radiation resulted in a dose-dependent recovery of the skin macroscopic alterations over a 6-day period. Maximal effect (90%) occurred at a dose of 240 μg/cm2, with no additional effects at higher doses. Bioassay-guided fractionation of the plant extract resulted in the isolation of thalassiolin B (1). Topical application of 1 (240 μg/cm2) markedly reduces skin UVB-induced damage. In addition, thalassiolin B scavenged 2,2-diphenyl-2-picrylhydrazyl radical with an EC50 = 100 μg/ml. These results suggest that thalassiolin B is responsible for the skin-regenerating effects of the crude extract of T. testudinum.

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References

  • Birt DF, Mitchell D, Gold B, Pour P, Pinch HC (1997) Inhibition of ultraviolet light induced skin carcinogenesis in SKH-1 mice by apigenin, a plant flavonoid. Anticancer Res 17:85–92

    PubMed  CAS  Google Scholar 

  • Brand-Williams W, Cuvelier ME, Berset C (1995) Use of a free radical method to evaluate antioxidant activity. Lebensm Wiss Technol 28:25–30

    CAS  Google Scholar 

  • British Pharmacopoeia (2007) Tannins in Herbal Drugs (Method 2.8.14). Appendix XI M. Volume I & II. Version 11.0 DataÒ System Simulation Ltd. The Stationary Office (TSO), Norwich

    Google Scholar 

  • Bulteau AL, Moreau M, Saunois A, Nizard C, Friguet B (2006) Algae extract mediated stimulation and protection of proteasome activity within human keratinocytes exposed to UVA and UVB irradiation. Antioxid Redox Signal 8:136–143

    Article  PubMed  CAS  Google Scholar 

  • Corlett H, Jones B (2007) Epiphyte communities on Thalassia testudinum from Grand Cayman, British West Indies: their composition, structure, and contribution to lagoonal sediments. Sedimen Geol 194:245–262

    Article  Google Scholar 

  • Durako MJ, Kunzelman JI (2002) Photosynthetic characteristics of Thalassia testudinum measured in situ by pulse-amplitude modulated (PAM) fluorometry: methodological and scale-based considerations. Aquat Bot 73:173–185

    Article  Google Scholar 

  • Fisher GJ, Wang ZQ, Datta SC, Varani J, Kang S, Voorhees JJ (1996) Pathophysiology of premature skin aging induced by ultraviolet light. New Engl J Med 337:1419–1428

    Article  Google Scholar 

  • Fisher GJ, Datta SC, Talwar HS, Wang ZQ, Varani J, Kang S, Voorhees JJ (2002) Molecular basis of sun-induced premature skin ageing and retinoid antagonism. Nature 379:335–339

    Article  Google Scholar 

  • Fuchs J, Herrling T, Groth N (2001) Detection of free radicals in skin: a review of the literature and new developments. In: Thiele J, Elsner P (eds) Oxidants and antioxidants in cutaneous biology. Current problems in dermatology. vol. 29. Karger, Basel, pp 1–17

    Chapter  Google Scholar 

  • Fujimura T, Tsukahara K, Moriwaki S, Kitahara T, Sano T, Takema Y (2002) Treatment of human skin with an extract of Fucus vesiculosus changes its thickness and mechanical properties. J Cosmet Sci 53:1–9

    PubMed  Google Scholar 

  • Hwang IK, Yoo KY, Kim DW, Jeong SJ, Won CK, Moon WK, Kim YS, Kwon DY, Won MH, Kim DW (2006) An extract of Polygonum multiflorum protects against free radical damage induced by ultraviolet B irradiation of the skin. Braz J Med Biol Res 39:1181–1188

    Article  PubMed  CAS  Google Scholar 

  • Inal ME, Kahramant A, Kökent T (2001) Beneficial effects of quercetin on oxidative stress induced by ultraviolet A. Clin Exp Dermatol 26:536–539

    Article  Google Scholar 

  • Jensen PR, Jenkins KM, Porter D, Fenical W (1998) Evidence that a new antibiotic flavone glycoside chemically defends the sea grass Thalassia testudinum against zoosporic fungi. Appl Environ Microb 64:1490–1496

    CAS  Google Scholar 

  • Kaminer MS (1995) Photodamage: magnitude of the problem. In: Gilchrest BA (ed) Photodamage. Blackwell Science, Cambridge, pp 1–11

    Google Scholar 

  • Kligman LH, Chen HD, Kligman AM (1984) Topical retinoid acid enhances the repair of ultraviolet damaged connective tissue. Connect Tissue Res 17:139–150

    Article  Google Scholar 

  • Littler DS, Littler MS (2000) Caribbean reef plants. An identification guide to the reef plants of the Caribbean, Bahamas, Florida and Gulf of México. Offshore Graphics, London, pp 480–484

    Google Scholar 

  • Nakai M, Kageyama N, Nakahara K, Miki W (2006) Phlorotannins as radical scavengers from the extract of Sargassum ringgoldianum. Mar Biotechnol 8:409–414

    Article  PubMed  CAS  Google Scholar 

  • Pillai S, Oresajo C, Hayward J (2005) Ultraviolet radiation and skin aging: roles of reactive oxygen species, inflammation and protease activation, and strategies for prevention of inflammation-induced matrix degradation: A review. Int J Cosmet Sci 27:17–34

    Article  PubMed  CAS  Google Scholar 

  • Rice-Evans CA (2001) Flavonoids antioxidants. Curr Med Chem 8:797–807

    PubMed  CAS  Google Scholar 

  • Rice-Evans CA, Miller NJ, Paganga G (1996) Structure-antioxidant activity relationship of flavonoids and phenolic acids. Free Rad Biol Med 20:933–956

    Article  PubMed  CAS  Google Scholar 

  • Rowley DC, Hansen MS, Rhodes D, Sotrifer CA, Ni H, Mccammon JA, Bushman FD, Fenical W (2002) Thalassiolins A–C: new marine-derived inhibitors of HIV cDNA integrase. Biorgan Med Chem 10:3619–3625

    Article  CAS  Google Scholar 

  • Saija A, Tomatino A, Trombetta D, De Pasquale A, Uccella N, Barbuzzi T, Paolino D, Bonina F (2000) In vitro and in vivo evaluation of caffeic and ferulic acids as topical photoprotective agents. Int J Pharm 199:39–47

    Article  PubMed  CAS  Google Scholar 

  • Saliou C, Rimbach G, Moini H, McLaughlin L, Hosseini S, Lee J, Watson RR, Packer L (2001) Solar ultraviolet-induced erythema in human skin and nuclear factor-kappa-B-dependent gene expression in keratinocytes are modulated by French maritime pine bark extract. Free Radical Bio Med 30:154–160

    Article  CAS  Google Scholar 

  • Sander CS, Chang H, Salzmann S, Muller CSL, Akanayabe-Mudiyanelage S, Elsner P, Thiele JJ (2002) Photoaging is associated with protein oxidation in human skin in vivo. J Invest Dermatol 118:618–625

    Article  PubMed  CAS  Google Scholar 

  • Sin BY, Kim HP (2005) Inhibition of collagenase by naturally-occurring flavonoids. Arch Pharm Res 28:1152–1155

    Article  PubMed  CAS  Google Scholar 

  • Svobodova A, Psotova J, Walterova D (2003) Natural phenolics in the prevention of UV-induced skin damage: a review. Biomed Pap Med 147:137–145

    CAS  Google Scholar 

  • Svobodova A, Walterova D, Vostalova J (2006) Ultraviolet light induced alteration to the skin. Biomed Pap Med 150(1):25–38

    CAS  Google Scholar 

  • Trautinger F (2001) Mechanisms of photodamage of the skin and its functional consequences for skin ageing. Clin Exp Dermatol 26:573–577

    Article  PubMed  CAS  Google Scholar 

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Acknowledgements

The authors are grateful to Boehringer Ingelheim Fonds for financial support provided by a travel grant (E. L. R). We are also grateful to Prof. Raymond J. Andersen (Department of Chemistry, University of British Columbia, Vancouver, Canada) and Dr. Olivier P. Thomas (Department of Marine Natural Products, Faculty of Sciences, University of Nice, France) for collaborating in the results. This work was partially supported by a Grant-in-Aid for Scientific Research No. 038 in 2004–2006 from the Ministry of Science Technology and Environment of Cuba and a research grant (E. L. R) No. 4500045956 of the Intergovernmental Oceanographic Commission of the United Nations Educational, Scientific, and Cultural Organization.

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Correspondence to Erik L. Regalado or María Rodríguez.

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Erik L. Regalado and María Rodríguez have contributed equally to this work and should be considered as first authors.

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Regalado, E.L., Rodríguez, M., Menéndez, R. et al. Repair of UVB-Damaged Skin by the Antioxidant Sulphated Flavone Glycoside Thalassiolin B Isolated from the Marine Plant Thalassia testudinum Banks ex König. Mar Biotechnol 11, 74–80 (2009). https://doi.org/10.1007/s10126-008-9123-8

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