Antiallergic Properties

Seaweed in Health and Disease Prevention

Volumn , Issue , 2016, Pages 389-406

  Fleurence, Joël ^a   Ar Gall, E ^b  

^a UNIVERSITÉ DE NANTES   (France)

^b UNIVERSITÉ DE BRETAGNE OCCIDENTALE   (France)

Author keywords

Antiallergy; Phlorotannins; Polysaccharides; Seaweeds

Indexed keywords

EID: 84969651459     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1016/B978-0-12-802772-1.00012-9     Document Type: Chapter

References (95)

1. Apostolidis, E., Lee, C.M., 2012. Brown seaweed-derived phenolic phytochemicals and their biological activities for functional food ingredients with focus on Ascophyllum nodosum. In: Kim, S.K. (Ed.), Handbook of Marine Macroalgae: Biotechnology and Applied Phycology. Wiley Online Library, Chichester, UK, pp. 356-370.
2. Asada, M., Sugie, M., Inoue, M., Nakagomi, K., Hongo, S., Murata, K., Irie, S., Takeuchi, T., Tomizuka, N., Oka, S., 1997. Inhibitory effect of alginic acids on hyaluronidase and on histamine release from mast cells. Biosci. Biotechnol. Biochem. 61, 1030-1032.
3. Bak, J.P., Kim, J.B., Park, J.H., Yang, Y.J., Kim, I.S., Choung, E.S., Kang, S.C., 2011. Screening and compound isolation from natural plants for anti-allergic activity. J. Korean Soc. Appl. Biol. Chem. 54, 367-375.
4. Bellik, Y., Boukraâ, L., Alzahrani, H.A., Bakhotmah, B.A., Abdellah, F., Hammoudi, S.M., Iguer-Ouada, M., 2013. Molecular mechanism underlying anti-inflammatory and anti-allergic activities of phytochemicals: an update. Molecules 18, 322-353.
5. Boonchum, W., Peerapornpisal, Y., Kanjanapathi, D., Pekkoh, J., Amornlerdpison, D., Pumas, C., Sangpaiboon, P., Vacharapiyasophon, P., 2011. Antimicrobial and anti-inflammatory properties of various seaweeds from the Gulf of Thailand. Int. J. Agric. Biol. 13, 100-104.
6. Brunelli, M., Garcia-Gill, M., Mozzachiodi, R., Roberta, M., Scuri, R., Traina, G., Zaccardi, M.L., 2000. Neurotoxic effects of caulerpenyne. Progr. Neuro-Psychopharmacol. Biol. Psychiatry 24, 93-854.
7. Connan, S., Goulard, F., Stiger, V., Deslandes, E., Ar Gall, E., 2004. Interspecific and temporal variation in phlorotannin levels in an assemblage of brown algae. Bot. Mar. 47, 410-416.
8. Cian, R.E., López-Posadas, R., Drago, S.R., Sánchez de Medina, F., Martínez-Augustin, O., 2012. A Porphyra columbina hydrolysate upregulates IL-10 production in rat macrophages and lymphocytes through an NF-κB, and p38 and JNK dependent mechanism. Food Chem. 134, 1982-1990.
9. Das Dores, S., Chopin, C., Romano, A., Galland-Irmouli, A.V., Quaratino, D., Pascual, C., Fleurence, J., Guéant, J.L., 2002a. IgE-binding and cross-reactivity of a new 41 kDa allergen of codfish. Allergy 57, 84-87.
10. Das Dores, S., Chopin, C., Romano, A., Galland-Irmouli, A.V., Quaratino, D., Villaume, C., Fleurence, J., Guéant, J.L., 2002b. A new oligomeric parvalbumin allergen of Atlantic cod (Gad mI) encoded by a gene distinct from that of Gad cI. Allergy 57, 79-83.
11. Daul, C.B., Morgan, J.E., Lehrer, S.B., 1993. Hypersensitivity reaction to crustacean and mollusks. Clin. Rev. Allergy 11, 201-222.
12. Dory, D., Chopin, C., Aimone Gastin, I., Guéant, J.L., Guérin, L., Sainte-Laudy, J., Monneret-Vautrin, D.A., Fleurence, J., 1998. Recognition of an extensive range of Ig-E reactive proteins in the cod extract. Allergy 53, 42-50.
13. Elsayed, S., Aas, K., 1971. Isolation of purified allergens (cod) by isoelectric focusing. Int. Arch. Allergy 40, 428-438.
14. Freitas, A.C., Pereira, L., Rodrigues, D., Carvalho, A.P., Panteleitchouk, T., Gomes, A.M., Duarte, A.C., 2015. Marine functional foods. In: Kim, S.K. (Ed.), Handbook of Marine Biotechnology. Springer, Berlin, Heidelberg, pp. 969-994.
15. Galland, A.V., Dory, D., Pons, L., Chopin, C., Rabenosa, H., Guéant, J.L., Fleurence, J., 1998. Purification of 41 kDa cod-allergenic protein. J. Chromatograph. B 706, 63-71.
16. Glombitza, K.-W., Pauli, K., 2003. Fucols and phlorethols from the brown alga Scytothamnus australis Hook. et Harv. (Chnoosporaceae). Bot. Mar. 46, 315-320.
17. Gupta, S., Abu-Ghannam, N., 2011. Bioactive potential and possible health effects of edible brown seaweeds. Trends Food Sci. Technol. 22, 315-326.
18. Hadjadji, I., Frehi, H., Ayada, L., Abadie, E., Collos, Y., 2014. A comparative analysis of Alexandrium catenella/tamarense blooms in Annaba bay (Algeria) and Thau lagoon (France): phosphorus limitation as a trigger. Comptes Rend. Biol. 237, 117-122.
19. Hong, D., Hien, H.M., Son, P.N., 2007. Seaweeds from Vietnam used as functional food, medicine and biofertilizer. J. Appl. Phycol. 19, 817-826.
20. Huang, M.T., Ghai, G., Ho, C.T., 2004. Inflammatory process and molecular targets for anti-inflammatory nutraceuticals. Compr. Rev. Food Sci. Food Saf. 3, 127-139.
21. Hyvärinen, M., Koopmann, R., Hormi, O., Tuomi, J., 2000. Phenols in reproductive and somatic structures of lichens: a case of optimal defence? Oikos 91, 371-375.
22. Isaka, S., Cho, K., Nakazono, S., Abu, R., Ueno, M., Kim, D., Oda, T., 2015. Antioxidant and anti-inflammatory activities of porphyran isolated from discolored nori (Porphyra yezoensis). Int. J. Biol. Macromol. 74, 68-75.
23. Ishihara, K., Oyamada, C., Matsushima, R., Murata, M., Muraoka, T., 2005. Inhibitory effect of porphyran prepared from dried "Nori" on contact hypersensitive mice. Biosciences, Biotechnology, Biochemistry 69, 1824-1830.
24. Jaswir, I., Monsur, H.A., 2011. Anti-inflammatory compounds of macro algae origin: a review. J. Med. Plants Res. 5, 7146-7154.
25. Jeong, S.J., Ahn, N., Kim, Y., Inagaki, M., Miyamato, T., Higuchi, R., 1999. Norlignans with hyaluronidase inhibitory activity from Anemarrhena asphodeloides. Planta Med. 65, 367-368.
26. Jung, W.K., Ahn, Y.W., Lee, S.H., Choi, Y.H., Kim, S.K., Yea, S.S., Choi, I., Park, S.G., Seo, S.K., Lee, S.W., Choi, I.W., 2009a. Ecklonia cava ethanolic extracts inhibit lipopolysaccharide-induced cyclooxygenase-2 and inducible nitric oxide synthase expression in BV2 microglia via the MAP kinase and NF-kB pathways. Food Chem. Toxicol. 47, 410-417.
27. Jung, W.K., Choi, I., Oh, S., Park, S.G., Seo, S.K., Lee, S.W., Lee, D.S., Heo, S.J., Jeon, Y.J., Je, J.Y., Ahn, C.B., Kim, J.S., Moon, C., Cho, I.W., 2009b. Anti-asthmatic effect of marine red alga (Laurencia undulata) polyphenolic extracts in a murine model of asthma. Food Chem. Toxicol. 47, 293-297.
28. Kakegawa, H., Matsumoto, H., Satoh, T., 1992. Inhibitory effects of some natural products on the activation of hyaluronidase and their antiallergic actions. Chem. Pharm. Bull. 40, 1439-1442.
29. Kim, S.K., Himaya, S.W.A., 2011. Medicinal effects of phlorotannins from Marine brown algae. Adv. Food Nutr. Res. 64, 97-109.
30. Kim, H.R., Lee, M.S., 2012. Potential utilization of seaweed as nutraceuticals. In: F.F.T.C. (Ed.), Improved Utilization of Fishery By-Products as Potential Nutraceuticals and Functional Foods. Aquaculture and Fisheries. Food and Fertilizer Technology Center, Taipei, Taiwan, pp. 149-163.
31. Kim, H.P., Son, K.H., Chang, H.W., Kang, S.S., 2004. Anti-inflammatory plant flavonoids and cellular action mechanisms. J. Pharmacol. Sci. 96, 229-245.
32. Kim, S.K., Lee, D.Y., Jung, W.K., Kim, J.H., Choi, I., Park, S.G., Seo, S.K., Lee, S.W., Lee, C.M., Yea, S.S., Choi, Y.H., Choi, I.W., 2008. Effects of Ecklonia cava ethanolic extracts on airway hyperresponsiveness and inflammation in a murine asthma model: role of suppressor of cytokine signaling. Biomed. Pharmacother. 62, 289-296.
33. Kim, A.R., Shin, T.S., Lee, M.S., Park, J.Y., Park, K.E., Yoon, N.Y., Kim, J.S., Choi, J.S., Jang, B.C., Byun, D.S., Park, N.K., Kim, H.R., 2009. Isolation and identification of phlorotannins from Ecklonia stolonifera with antioxidant and anti-inflammatory properties. J. Agric. Food Chem. 57, 3483-3489.
34. Kim, S.K., Vo, T.S., Ngo, D.H., 2011. Anti-allergic benefit of marine algae in medicinal foods. Adv. Food Nutr. Res. 64, 267-275.
35. Kim, G.J., Choi, H.G., Kim, J.H., Kim, S.H., Kim, J.A., Lee, S.H., 2013. Anti-allergic inflammatory effects of cyanogenic and phenolic glycosides from the seed of Prunus persica. Nat. Prod. Commun. 8, 1739-1740.
36. Kim, S.K., 2015. Handbook of Anticancer Drugs From Marine Origin. Springer International Publishing, Cham, Switzerland.
37. Kimiya, T., Ohtani, K., Satoh, S., Abe, Y., Ogita, Y., Kawakita, H., Hamada, H., Konishi, Y., Kubota, S., Tominaga, A., 2008. Inhibitory effects of edible marine algae extracts on degranulation of RBL-2H3 cells and mouse eosinophils. Fish. Sci. 74, 1157-1165.
38. Le, Q.T., Li, Y., Qian, Z.J., Kim, M.M., Kim, S.K., 2009. Inhibitory effects of polyphenols isolated from marine alga Ecklonia cava on histamine release. Process Biochem. 44, 168-176.
39. Li, Y., Lee, S.H., Le, Q.T., Kim, M.M., Kim, S.K., 2008. Anti-allergic effects of phlorotannins on histamine release via binding inhibition between IgE and FcεRI. J. Agric. Food Chem. 56, 12073-12080.
40. Li, Y.X., Wijesekaraa, I., Li, Y., Kim, S.K., 2011. Phlorotannins as bioactive agents from brown algae. Process Biochem. 46, 2219-2224.
41. Liu, L., Heinrich, M., Myers, S., Dworjanyn, S.A., 2012. Towards a better understanding of medicinal uses of the brown seaweed Sargassum in traditional Chinese Medicine: a phytochemical and pharmacological review. J. Ethnopharmacol. 142, 591-619.
42. Lopes, G., Sousa, C., Silva, L.R., Pinto, E., Andrade, P.B., Bernardo, J., Mouga, T., Valentão, P., 2012. Can phlorotannins purified extracts constitute a novel pharmacological alternative for microbial infections with associated inflammatory conditions? PLoS One 7, e31145.
43. Mabeau, S., Fleurence, J., 1993. Seaweed in food products: biochemical and nutritional aspects. Trends Food Sci. Technol. 4, 103-108.
44. Macheix, J.J., Fleuriet, A., Jay-Allemand, C., 2005. Les composés phénoliques des végétaux.Un exemple de métabolites secondaires d'importance économique. Presses Polytechniques et Universitaires, Romandes, Paris.
45. Manchu, N., Melpha, Y., Edwin James, J., 2014. Phytochemical investigation of three species of Ulva from Rasthacaud coast, Tamil Nadu, India. J. Chem. Pharm. Res. 6, 570-574.
46. Mata, E., Favier, C., Monneret-Vautrin, D.A., Nicolas, J.P., Han Ching, L., Guéant, J.L., 1994. Surimi and native codfish contain a common allergen identified as a 63-kDa protein. Allergy 49, 442-447.
47. Matanjun, P., Mohamed, S., Mustapha, N., Muhammad, K., 2009. Nutrient content of edible seaweeds, Eucheuma cottonii, Caulerpa lentillifera and Sargassum polycystum. J. Appl. Phycol. 21, 75-80.
48. Matsubara, M., Masaki, S., Ohmori, K., Karasawa, A., Hasegawa, K., 2004. Differential regulation of IL-4 expression and degranulation by anti-allergic olopatadine in rat basophilic leukemia (RBL-2H3) cells. Biochem. Pharmacol. 67, 1315-1326.
49. Mercier, V., 2013. Allergie alimentaire aux produits de la mer en pratique quotidienne. Rev. Fr. Allergol. 53, S19-S29.
50. Meslet-Cladière, L., Delage, L., Leroux, C., Goulitquer, S., Leblanc, C., Creis, E., Ar Gall, E., Stiger-Pouvreau, V., Czjeck, M., Potin, P., 2013. Structure/function analysis of a type III polyketide synthase in the brown alga Ectocarpus siliculosus reveals a biochemical pathway in phlorotannin monomer biosynthesis. Plant Cell. 25, 1-15.
51. Miyake, Y., Sasaki, S., Ohya, Y., Miyamoto, S., Matsunaga, I., Yoshida, T., Hirota, Y., Oda, H., 2006. Dietary intake of seaweed and minerals and prevalence of allergic rhinitis in Japanese pregnant females: baseline data from the Osaka Maternal and Child Health Study Group. Ann. Epidemiol. 16, 614-622.
52. Mohamed, S., Hashim, S.N., Rahman, H.A., 2012. Seaweeds: a sustainable functional food for complementary and alternative therapy. Trends Food Sci. Technol. 23, 83-96.
53. Na, H.J., Moon, P.D., Ko, S.G., Lee, H.J., Jung, H.A., Hong, S.H., Seo, Y., Oh, J.M., Lee, B.H., Choi, B.W., Kim, H.M., 2005a. Sargassum hemiphyllum inhibits atopic allergic reaction via the regulation of inflammatory mediators. J. Pharmacol. Sci. 97, 219-226.
54. Na, H.J., Moon, P.D., Lee, H.J., Kim, H.R., Chae, H.J., Shin, T., Seo, Y., Hong, S.H., Kim, H.M., 2005b. Regulatory effect of atopic allergic reaction by Carpopeltis affinis. J. Ethnopharmacol. 101, 43-48.
55. Ngo, D.H., Kim, S.K., 2013. Sulfated polysaccharides as bioactive agents from marine algae. Int. J. Biol. Macromol. 62, 70-75.
56. Noguchi, T., Matsui, T., Miyazawa, K., Asakawa, M., Iijima, N., Shida, Y., Fuse, M., Hosaka, Y., Kirigagaya, C., Watabe, K., Usui, S., Fukagawa, A., 1994. Poisoning by the red alga "Ogonori" (Gracilaria verrucosa) on the nojima coast Yokahoma, Kanagawa prefecture, Japan. Toxicon 32, 1533-1538.
57. Pascal, M., Grishina, G., Yang, A.C., Sanchez-Garcia, S., Lin, J., Towle, D., Ibanez, M.D., Sastre, J., Sampson, H.A., Ayuso, R., 2015. Molecular diagnosis of shrimp allergy: efficiency of several allergens to predict clinical reactivity. J. Allergy Clin. Immunol. Practice. 3 (4), 521-529.
58. Pérez, R., 1997. L'utilisation des végétaux marins. In: Pérez, R. (Ed.), Ces algues qui nous entourent, conception actuelle, rôle dans la biosphère, utilisations, culture. Ifremer, Plouzané, pp. 65-178.
59. Pesando, D., Lemée, R., Ferrua, C., Amade, P., Girard, J.P., 1996. Effects of caulerpenyne, the major toxin from Caulerpa taxifolia on the mechanisms related to sea urchin egg cleavage. Aquat. Toxicol. 35, 139-155.
60. Poupard, P., Sanoner, P., Baron, A., Renard, C.M., Guyot, S., 2011. Characterization of procyanidin B2 oxidation products in an apple juice model solution and confirmation of their presence in apple juice by high-performance liquid chromatography coupled to electrospray ion trap mass spectrometry. J. Mass Spectrom. 46, 1186-1197.
61. Prabhasankar, P., Ganesan, P., Bhaskar, N., Hirose, A., Stephen, N.I., Gowda, L.R., Hosakawa, M., Miyashita, K., 2009. Edible Japanese seaweed, wakame (Undaria pinnatifida) as ingredient in pasta: chemical, functional and structural evaluation. Food Chem. 115, 501-508.
62. Ragan, M.A., Glombitza, K.W., 1986. Phlorotannin, brown algal polyphenols. Prog. Phycol. Res. 4, 129-241.
63. Raman, B.V., Rao, D.N., Radhakrishnan, T.M., 2004. Enteromorpha compressa (L.) Greville an edible green alga as a source of antiallergic principle(s). Indian J. Clin. Biochem. 19, 105-109.
64. Samee, H., Li, Z.X., Lin, H., Khalid, J., Wang, B.P., 2009a. Invivo study of antiallergenicity of ethanol extracts from Sargassum tenerrimum, Sargassum cervicorne and Sargassum graminifolium turn. Eur. Food Res. Technol. 229, 435-441.
65. Samee, H., Li, Z.X., Lin, H., Khalid, J., Guo, Y.C., 2009b. Anti-allergic effects of ethanol extracts from brown seaweeds. J. Zhejiang Univ. Sci. B 10, 147-153.
66. Sampson, H.A., Mendelson, L., Rosen, J.P., 1992. Fatal and near-fatal anaphylactic reactions to food in children and adolescents. N. England. J. Med. 327, 380-384.
67. Sano, M., Suzuki, M., Miyase, T., Yoshino, K., Maeda-Yamamoto, M., 1999. Novel anti-allergic catechin derivatives isolated from oolong tea. J. Agric. Food Chem. 47, 1906-1910.
68. Santoso, J., Yoshie, Y., Suzuki, T., 2002. The distribution and profile of nutrients and catechins of some Indonesian seaweeds. Fish. Sci. 68, 1647-1648.
69. Sharm, A., Gautam, S., Kumar, S., 2014. Phycotoxins. In: Batt, C.A. (Ed.), Encyclopedia of Food Microbiology, second ed. Academic Press, Waltham, MA, USA, pp. 25-29.
70. Sharm, A., 1999. Phycotoxins. In: Robinson, R.K., Batt, C.A., Patel, P. (Eds.), Encyclopedia of Food Microbiology. Academic Press, Waltham, MA, USA, pp. 1672-1675.
71. Shibata, T., Fujimoto, K., Kohki, N., Nagayama, K., Yamaguchi, K., Nakmura, T., 2002. Inhibitory activity of brown algal phlorotannin against hyaluronidase. Int. J. Food Sci. Technol. 37, 703-709.
72. Shibata, T., Nagayama, K., Tanaka, R., Yamaguchi, K., Nakamura, T., 2003. Inhibitory effects of brown algal phlorotannins on phospholipase A2s, lipoxygenases and cyclooxygenases. J. Appl. Phycol. 15, 61-66.
73. Shim, S.Y., Le, Q.T., Lee, S.H., Kim, S.K., 2009a. Ecklonia cava extract suppresses the high affinity IgE receptor, FcεRI expression. Food Chem. Toxicol. 47, 555-560.
74. Shim, S.Y., Choi, J.S., Byun, D.S., 2009b. Inhibitory effects of phloroglucinol derivatives isolated from Ecklonia stolonifera on FcεRI expression. Bioorg. Med. Chem. 17, 4734-4739.
75. Shin, H.C., Hwang, H.J., Kang, K.J., Lee, B.H., 2006. An antioxidative and anti-inflammatory agent for potential treatment of osteoarthritis from Ecklonia cava. Arch. Pharmacol. Res. 29, 165-171.
76. Sugiura, Y., Takeuchi, Y., Kakinuma, M., Amano, H., 2006a. Inhibitory effects of seaweeds on histamine release from rat basophile leukemia cells (RBL-2H3). Fish. Sci. 72, 1286-1291.
77. Sugiura, Y., Matsuda, K., Yamada, Y., Nishikawa, M., Shioya, K., Katsuzaki, H., Imai, K., Amano, H., 2006b. Isolation of a new anti-allergic phlorotannin, phlorofucofuroeckol B, from an edible brown alga, Eisenia arborea. Bioscience, Biotechnol. Biochem. 70, 2807-2811.
78. Sugiura, Y., Matsuda, K., Yamada, Y., Nishikawa, M., Shioya, K., Katsuzaki, H., 2007. Anti-allergic phlorotannins from the edible brown alga, Eisenia arborea. Food Sci. Technol. Res. 13, 54-60.
79. Sugiura, Y., Matsuda, K., Okamoto, T., Kakinuma, M., Amano, H., 2008a. Anti-allergic effects of the brown alga Eisenia arborea on brown Norway rats. Fish. Sci. 74, 180-186.
80. Sugiura, Y., Matsuda, K., Yamada, Y., Imai, K., Kakinuma, M., Amano, H., 2008b. Radical scavenging and hyaluronidase inhibitory activities of phlorotannins from the edible brown alga Eisenia arborea. Food Sci. Technol. Res. 14, 595-598.
81. Sugiura, Y., Matsuda, K., Okamoto, T., Yamada, Y., Imai, K., Ito, T., Kakinuma, M., Amano, H., 2009. The inhibitory effects of components from a brown alga, Eisenia arborea, on degranulation of mast cells and eicosanoid synthesis. J. Funct. Foods 1, 387-393.
82. Sugiura, Y., Torii, T., Tanaka, R., Matsushita, T., 2012. The inhibitory effect of the extract from the brown alga, Ecklonia stolonifera, on enzymatic activities responsible for allergic reactions and degranulation from RBL-2H3 cells. Food Sci. Technol. Res. 18, 467-471.
83. Sugiura, Y., Tanaka, R., Katsuzaki, H., Imai, K., Matsushita, T., 2013. The anti-inflammatory effects of phlorotannins from Eisenia arborea on mouse ear edema by inflammatory inducers. J. Funct. Foods 5, 2019-2023.
84. Sugiura, Y., Nagayama, K., Kinoshita, Y., Tanaka, R., Matsushita, T., 2015. The anti-allergic effect of the ethyl acetate fraction from an Ecklonia kurome extract. Food Agric. Immunol. 26, 181-193.
85. Targett, N.M., Boettcher, A.A., Targett, T.E., Vrolijk, N.H., 1995. Tropical marine herbivore assimilation of phenolic-rich plants. Oecologia 103, 170-179.
86. Taylor, S.L., 2008. Molluscan shellfish allergy. Adv. Food Nutr. Res. 54, 139-177.
87. Thinakaran, T., Balamurugan, M., Sivakumar, K., 2012. Screening of phycochemical constituents qualitatively and quantitatively certain seaweeds from Gulf of Mannar biosphere reserve. Int. Res. J. Pharm. 3, 261-265.
88. Vo, T.S., Ngo, D.H., Kim, S.K., 2012. Marine algae as a potential pharmaceutical source for anti-allergic therapeutics. Process Biochem. 47, 386-394.
89. Wiemer, D.F., Idler, D.D., Fenical, W., 1991. Vidalols A and B, new anti-inflammatory bromophenols from the Caribbean marine red alga Vidalia obtusaloba. Experientia 47, 851-853.
90. Wijesekara, I., Yoon, N.Y., Kim, S.K., 2010. Phlorotannins from Ecklonia cava (Phaeophyceae): biological activities and potential health benefits. Biofactors 36, 408-414.
91. Wu, G.J., Shiu, S.M., Hsieh, M.C., Tsai, G.J., 2016. Anti-inflammatory activity of a sulphated polysaccharide from the brown alga Sargassum cristaefolium. Food Hydrocoll. 53, 16-23.
92. Yamamura, S., Simpol, L.R., Ozawa, K., Ohtani, K., Otsuka, H., Kasai, R., Yamasaki, K., Padolina, W.G., 1995. Antiallergic dimeric prenylbenzoquinones from Ehretia microphylla. Phytochemistry 39, 105-110.
93. Yang, Y.I., Shin, H.C., Kim, S.H., Park, W.Y., Lee, K.T., Choi, J.H., 2012. 6,6′-bieckol, isolated from marine alga Ecklonia cava, suppressed LPS-induced nitric oxide and PGE2 production and inflammatory cytokine expression in macrophages: the inhibition of NFκB. Int. Immunopharmacol. 12, 510-517.
94. Yoshie-Stark, Y., Wang, W., Petillo, D., Suzuki, T., 2000. Distribution of catechins in Japanese seaweeds. Fish. Sci. 66, 998-1000.
95. Yoshie-Stark, Y., Hsieh, Y.P., Suzuki, T., 2003. Distribution of flavonoids and related compounds from seaweeds in Japan. J. Tokyo Univ. Fish. 89, 1-6.