Radical scavenging and singlet oxygen quenching activity of marine carotenoid fucoxanthin and its metabolites

Nakkarike M. Sachindra, Emiko Sato, Hayato Maeda, Masashi Hosokawa, Yoshimi Niwano, Masahiro Kohno, Kazuo Miyashita

Research output: Contribution to journalArticlepeer-review

273 Citations (Scopus)

Abstract

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 μM, respectively. 2,2′-Azinobis-3-ethylbenzo thizoline-6-sulphonate radical scavenging activity of fucoxanthinol (EC50, 2.49 μM) was stronger than that of fucoxanthin (EC50, 8.94 μM). 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 α-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 β-carotene, with quenching rate constants (kQ, x 10 10 M-1 s-1) being 1.19, 1.81, 0.80, and 12.78 for fucoxanthin, fucoxanthinol, halocynthiaxanthin, and β-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.

Original languageEnglish
Pages (from-to)8516-8522
Number of pages7
JournalJournal of Agricultural and Food Chemistry
Volume55
Issue number21
DOIs
Publication statusPublished - 2007 Oct 17

Keywords

  • ABTS
  • DPPH
  • ESR
  • Fucoxanthin
  • Fucoxanthinol
  • Halocynthiaxanthin
  • Hydroxyl radical
  • Singlet oxygen
  • Superoxide

ASJC Scopus subject areas

  • Chemistry(all)
  • Agricultural and Biological Sciences(all)

Fingerprint Dive into the research topics of 'Radical scavenging and singlet oxygen quenching activity of marine carotenoid fucoxanthin and its metabolites'. Together they form a unique fingerprint.

Cite this