Biotechnology and Bioprocess Engineering:BBE

The Korean Society for Biotechnology and Bioengineering (한국생물공학회)
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Peroxynitrite-scavenging Constituents from the Brown Alga Sargassum thunbergii

  • Youngwan Seo (Division of Ocean Science, Korea Maritime University) ;
  • Lee, Hee-Jung (Research Institute of Marine Science and Technology(RIMST), Korea Maritime University) ;
  • Park, Ki-Eui (Division of Ocean Science, Korea Maritime University) ;
  • Kim, You-Ah (Division of Ocean Science, Korea Maritime University) ;
  • Ahn, Jong-Woong (Division of Ocean Science, Korea Maritime University) ;
  • Yoo, Jong-Su (Research Institute of Marine Science and Technology(RIMST), Korea Maritime University) ;
  • Lee, Burm-Jong (Department of Chemistry, Inje University)
  • Published : 2004.06.01
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Abstract

Peroxynitrite formation in vivo is implicated in numerous human diseases and there is considerable interest in the use of antioxidants and natural products for their treatment. The three components (1-3) isolated from Sargassum thunbergii as well as the organic solvent-soluble fractions and the aqueous layer of S. thunbergii were evaluated for their potential to scavenge authentic ONOO$\^$-/ and ONOO$\^$-/ derived from 3-morpholinosydnonimine (SIN-1). The antioxidant activity of the individual fractions was in the order of 85% aqueous (aq.) MeOH＞n$\^$-/ BuOH＞n-hexane＞H$_2$O. The three known compounds, sargahydroquinoic acid (1), sargaquinoic acid (2) and sargachromenol (3) showed peroxynitrite-scavenging activities comparable to those of L-ascorbic acid and penicillamine. These results showed a possible antioxidant activity in major constituents of S. thunbergii.

Keywords

References

  1. Biochim. Biophys. Acta v.1411 Biological aspects of reactive nitrogen species Patel,R.P.;J.McAndrew;H.Sellak;C.R.White;H.Jo;B.A.Freeman;V.M.Darley-Usmar https://doi.org/10.1016/S0005-2728(99)00028-6
  2. Free Radical Biol. Med. v.28 Forum: Therapeutic applications of reactive oxygen and nitrogen species in human disease, pyridoxalated hemo globin polyoxyethylene: A nitric oxide scavenger with antioidant activity for the treatment of nitric oxide-induced shock Privalle,C.;T.Talarico;T.Keng;J.Deangelo https://doi.org/10.1016/S0891-5849(00)00260-4
  3. J. Immunol. Methods v.265 Regulation and measurement of oxidatie stress in apoptosis Curtin,J.F.;M.Donovan;T.G.Cotter https://doi.org/10.1016/S0022-1759(02)00070-4
  4. Mech. Aging Dev. v.123 Reactive oxygen and nitrogen species and cellular and organismal decline: amelioration with melatonin Reiter,R.J.;D.X.Tan;S.Burkhardt https://doi.org/10.1016/S0047-6374(01)00384-0
  5. Toxicol. Lett. v.140-141 Peroxynitrite-induced cytotoicity: Mechanism and opportunities for intervention Virage,L.;E.Szabo;P.C.Szabo https://doi.org/10.1016/S0378-4274(02)00508-8
  6. Toxicol. Lett. v.140-141 Multiple pathways of peroxynitrite cytotoxicity Szabo,C. https://doi.org/10.1016/S0378-4274(02)00507-6
  7. Biochem. Biophys. Res. Commun. v.279 A reevaluation of the peroxynitrite scavenging activity of some dietary phenolics Ketsawatsakul,U.;M.Whiteman;B.Halliwell https://doi.org/10.1006/bbrc.2000.4014
  8. Biochem. Biophys. Res. Commun. v.302 Inhibition of peroxynitritemediated cellular toxicity, tyrosine nitration, and α-1-antiproteinase inactivation by 3-mercapto-2-methylpen-tan-1-ol, a novel compound isolated from Allium cepa Rose,P.;S.Widder;J.Looft;W.Pickenhagen;C.N.Ong;M.Whiteman https://doi.org/10.1016/S0006-291X(03)00193-1
  9. FEBS Lett. v.426 Scavenging of peroxynitrite by a phenolic/peroxidase system prevents oxidative damage to DNA Grace,S.C.;M.G.Salgo;W.A.Pryor https://doi.org/10.1016/S0014-5793(98)00298-1
  10. Toxicol. In Vitro v.15 Flavonoids as peroxynitrite scavengers: the role of the hydroxyl groups Heijnen,C.G.M.;G.R.M.M.Haenen;F.A.A. van Acker;W.J.F. van der Vijgh;A.Bast https://doi.org/10.1016/S0887-2333(00)00053-9
  11. Life Sci. v.73 Protective effects of cyanidin-3-O-glucoside from blackberry extract against peroynitrite-induced endothelial dydfunction and vascular failure Serraino,I.;L.Dugo;L.Mondello;E.Mazzon;G.Dugo;A.P.Caputi;S.Cuzzocrea https://doi.org/10.1016/S0024-3205(03)00356-4
  12. Biochem. Biophys. Res. Commun. v.285 Scavenging of peroynitrite by phycocyanin and phycocyanobilin from Spirulina platensis: Protection against oxidative damage to DNA Bhat,V.B.;K.M.Madyastha https://doi.org/10.1006/bbrc.2001.5195
  13. FEBS Lett. v.459 Inhibitory mechanism of sinapinic acid against peroxynitrite-mediated tyrosine nitration of protein in vitro Niwa,T.;U.Doi;Y.Kato;T.Osawa https://doi.org/10.1016/S0014-5793(99)01216-8
  14. Nat. Prod. Sci. v.6 Metabolites of marine algae ollected from Karachi-coasts of Arabian sea Ali,M.S.;M.Jahangir;M.Saleen;M.K.Pervez;S.Hameed;V.U.Ahmad
  15. Food Chem. v.79 Mineral content of edible marine sea-weeds Ruperez,P. https://doi.org/10.1016/S0308-8146(02)00171-1
  16. Algae v.9 Patterns of algal succession in a Sargassum thunbergii (Phaeophyta) dominated rocky intertidal community Kim,Y.H.;J.S.Yoo
  17. Proceedings of Current Biotechnology and Bioengineering (XII) Screening of radical scavenging activity of salt marsh plants Kim,Y.A.;H.J.Lee;Y.Seo
  18. Proceedings of Current Biotechnology and Bioengineering (XII) Peroxynitrite scavenging activity of marine plants extracts Lee,H.J.;Y.A.Kim;K.E.Park;H.A.Jung;Y.Seo
  19. Free Radical Biol. Med. v.16 Peroxynitrite-mediated oxidation of dihydro-rhodamine 123 Kooy,N.W.;J.A.Royall;H.Ischiropoulos;J.S.Beckman https://doi.org/10.1016/0891-5849(94)90138-4
  20. Chem. Lett. New plastoquinone from the brown alga Sargassum sagamianum var. yezoense Segawa,M.;H.Shirahama
  21. Chem. Lett. Structures of new platoquinones from the brown alga Sargassum serratifolium Kusumi,T.;Y.Shibata;M.Ishitsuka;T.Kinoshita;H.Kakisawa
  22. Phytochemistry v.57 Lipophyllic antioxidants from Iryanthera juruensis fruits Silva,D.H.S.;F..Pereira;M.V.B.Zanoni;M.Yoshida https://doi.org/10.1016/S0031-9422(00)00477-5
  23. Phytochemistry v.26 Tetraprenyltoluquinols from the brown alga Cystoseira stricta Amico,V.;G.Oriente;P.Nerl;M.Piattelli;G.Rubertom https://doi.org/10.1016/S0031-9422(00)82274-8
  24. Can. J. Chem. v.68 New plastoquinones from the brown alga Desmarestia menziesii Rivera,P.;F.Podesta;M.Norte;F.Cataldo;A.G.Gonzalez https://doi.org/10.1139/v90-214
  25. Chem. Pharm. Bull. v.39 Cytotoic activity of marine algae and a cytotoxic priniple of the brown alga Sargassum tortile Numata,A.;S.Kanbara;C.Takahashi;R.Fujiki;M.Yoneda;E.Fujita;Y.Shima https://doi.org/10.1248/cpb.39.2129
  26. Phytochemistry v.31 Cytotoxic principle of the brown alga Sargassum tortile and structures of hromenes Numata,A.;S.Kanbara;C.Takahashi;R.Fujiki;M.Yoneda;Y.Usami;E.Fujita https://doi.org/10.1016/0031-9422(92)80262-D
  27. Nat. Prod. Lett. v.9 New chromenols from the brown alga Desmarestia Menziesii Davyt,D.;W.Enz;E.Manta;G.Navarro;M.Norte https://doi.org/10.1080/10575639708043644
  28. Free Radical Biol. Med. v.22 Effects of lazaroids and a peroxynitrite scavenger in A cell model of peroxynitrite toxicity Fici,G.J.;J.S.Althaus;P.F.Vonvoigtlander
  29. Planta Med. v.68 Evaluation of the anti-inflammatory and antioxidant activities of the plastoquinone derivatives isolated from Roldana barba-johannis Perez-Castorena,A.L.;A.Arciniegas;M.T.R.Apan;J.L.Villasenor;A.L.V.Vivar https://doi.org/10.1055/s-2002-32890
  30. Natrition v.18 Free radicals, antioxidants, and nutrition Fang,Y.Z.;S.Yang;G.Wu
  31. Mutat. Res. v.459 Effects of epigallocatechin gallate and quercetin on oxidative damage to cellular DNA Johnson,M.K.;G.Loo https://doi.org/10.1016/S0921-8777(99)00074-9