Radical Scavenging and Singlet Oxygen Quenching Activity of Marine Carotenoid Fucoxanthin and Its Metabolites

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  • Nakkarike M. Sachindra
    Faculty of Fisheries, Hokkaido University, 3-1-1 Minato, Hakodate 041-8611, Japan, New Industry Creation Hatchery Center, Tohoku University, 6-6-10 Aoba, Aramaki, Aoba-ku, Sendai 980-8579, Japan, and Central Food Technological Research Institute, Mysore, India 570020
  • Emiko Sato
    Faculty of Fisheries, Hokkaido University, 3-1-1 Minato, Hakodate 041-8611, Japan, New Industry Creation Hatchery Center, Tohoku University, 6-6-10 Aoba, Aramaki, Aoba-ku, Sendai 980-8579, Japan, and Central Food Technological Research Institute, Mysore, India 570020
  • Hayato Maeda
    Faculty of Fisheries, Hokkaido University, 3-1-1 Minato, Hakodate 041-8611, Japan, New Industry Creation Hatchery Center, Tohoku University, 6-6-10 Aoba, Aramaki, Aoba-ku, Sendai 980-8579, Japan, and Central Food Technological Research Institute, Mysore, India 570020
  • Masashi Hosokawa
    Faculty of Fisheries, Hokkaido University, 3-1-1 Minato, Hakodate 041-8611, Japan, New Industry Creation Hatchery Center, Tohoku University, 6-6-10 Aoba, Aramaki, Aoba-ku, Sendai 980-8579, Japan, and Central Food Technological Research Institute, Mysore, India 570020
  • Yoshimi Niwano
    Faculty of Fisheries, Hokkaido University, 3-1-1 Minato, Hakodate 041-8611, Japan, New Industry Creation Hatchery Center, Tohoku University, 6-6-10 Aoba, Aramaki, Aoba-ku, Sendai 980-8579, Japan, and Central Food Technological Research Institute, Mysore, India 570020
  • Masahiro Kohno
    Faculty of Fisheries, Hokkaido University, 3-1-1 Minato, Hakodate 041-8611, Japan, New Industry Creation Hatchery Center, Tohoku University, 6-6-10 Aoba, Aramaki, Aoba-ku, Sendai 980-8579, Japan, and Central Food Technological Research Institute, Mysore, India 570020
  • Kazuo Miyashita
    Faculty of Fisheries, Hokkaido University, 3-1-1 Minato, Hakodate 041-8611, Japan, New Industry Creation Hatchery Center, Tohoku University, 6-6-10 Aoba, Aramaki, Aoba-ku, Sendai 980-8579, Japan, and Central Food Technological Research Institute, Mysore, India 570020

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Antioxidant activity of carotenoids is suggested to be one of the factors for their disease preventing effects. Marine carotenoids fucoxanthin and its two metabolites, fucoxanthinol and halocynthiaxanthin, have been shown to exhibit several biological effects. The antioxidant activities of these three carotenoids were assessed in vitro with respect to radical scavenging and singlet oxygen quenching abilities. The 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity of fucoxanthin and fucoxanthinol was higher than that of halocynthiaxanthin, with the effective concentration for 50% scavenging (EC 50) being 164.60, 153.78, and 826.39 microM, respectively. 2,2'-Azinobis-3-ethylbenzo thizoline-6-sulphonate radical scavenging activity of fucoxanthinol (EC 50, 2.49 microM) was stronger than that of fucoxanthin (EC 50, 8.94 microM). Hydroxyl radical scavenging activity as measured by the chemiluminescence technique showed that the scavenging activity of fucoxanthin was 7.9 times higher than that by fucoxanthinol, 16.3 times higher than that by halocynthiaxanthin, and 13.5 times higher than that by alpha-tocopherol. A similar trend was observed when the hydroxyl radical scavenging was assessed by the electron spin resonance (ESR) technique. ESR analysis of the superoxide radical scavenging activity also showed the superiority of fucoxanthin over the other two carotenoids tested. Singlet oxygen quenching ability of the three carotenoids was lower than that of beta-carotene, with quenching rate constants ( k Q, x10 (10) M (-1) s (-1)) being 1.19, 1.81, 0.80, and 12.78 for fucoxanthin, fucoxanthinol, halocynthiaxanthin, and beta-carotene, respectively. The higher radical scavenging activity of fucoxanthin and fucoxanthinol compared with halocynthiaxanthin is assumed to be due to presence of the allenic bond.

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