Apoptosis-Inducing Effect of Fucoxanthin on Human Leukemia Cell Line HL-60.

Hosokawa, Masashi; Wanezaki, Satoshi; Miyauchi, Kozue; Kurihara, Hideyuki; Kohno, Hiroyuki; Kawabata, Jun; Odashima, Shizuo; Takahashi, Kyoko

doi:10.3136/fstr.5.243

Cited by 153 publications

(73 citation statements)

References 13 publications

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“…Recently, we demonstrated that fucoxanthin and neoxanthin remarkably reduce the viability of prostate cancer cells via apoptosis induction (Kotake-Nara et al, 2001). Apoptosis induction by fucoxanthin has also been observed in HL-60 human leukemia cells (Hosokawa et al, 1999). In the present study, two metabolites of fucoxanthin, fucoxanthinol and amarouciaxanthin A, also reduced the viability of PC-3 cells (Fig.…”

Section: Discussionsupporting

confidence: 51%

“…On the basis of animal experiments, the administration of brown alga powders or extracts was reported to suppress carcinogenesis (Yamamoto and Maruyama, 1985;Yamamoto et al, 1987;Funahashi et al, 1999Funahashi et al, , 2001. Fucoxanthin displayed beneficial effects on cancer chemoprevention in cell culture studies (Okuizumi et al, 1990;Hosokawa et al, 1999;Kotake-Nara et al, 2001) and in animal experiments (Okuizumi et al, 1993;Kim et al, 1998). We recently demonstrated that epoxyxanthophylls such as fucoxanthin and neoxanthin reduce the viability of prostate cancer cells by inducing apoptosis to a greater extent than the other carotenoids present in foodstuffs (Kotake-Nara et al, 2001).…”

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confidence: 99%

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Biotransformation of Fucoxanthinol Into Amarouciaxanthin a in Mice and Hepg2 Cells: Formation and Cytotoxicity of Fucoxanthin Metabolites

et al. 2004

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This article is available online at http://dmd.aspetjournals.org ABSTRACT:Fucoxanthin, a major carotenoid in edible brown algae, potentially inhibits the proliferation of human prostate cancer cells via apoptosis induction. However, it has been postulated that dietary fucoxanthin is hydrolyzed into fucoxanthinol in the gastrointestinal tract before absorption in the intestine. In the present study, we investigated the further biotransformation of orally administered fucoxanthin and estimated the cytotoxicity of fucoxanthin metabolites on PC-3 human prostate cancer cells. After the oral administration of fucoxanthin in mice, two metabolites, fucoxanthinol and an unknown metabolite, were found in the plasma and liver. The unknown metabolite was isolated from the incubation mixture of fucoxanthinol and mouse liver preparation (10,000g supernatant of homogenates), and a series of instrumental analyses identified it as amarouciaxanthin A [(3S,5R,6S)-3,5,6-trihydroxy-6,7-didehydro-5,6,7,8-tetrahydro-␤,⑀-carotene-3,8-dione]. The conversion of fucoxanthinol into amarouciaxanthin A was predominantly shown in liver microsomes. This dehydrogenation/isomerization of the 5,6-epoxy-3-hydroxy-5,6-dihydro-␤ end group of fucoxanthinol into the 6-hydroxy-3-oxo-⑀ end group of amarouciaxanthin A required NAD(P)؉ as a cofactor, and the optimal pH for the conversion was 9.5 to 10.0. Fucoxanthinol supplemented to culture medium via HepG2 cells was also converted into amarouciaxanthin A. The 50% inhibitory concentrations on the proliferation of PC-3 human prostate cancer cells were 3.0, 2.0, and 4.6 M for fucoxanthin, fucoxanthinol, and amarouciaxanthin A, respectively. To our knowledge, this is the first report on the enzymatic dehydrogenation of a 3-hydroxyl end group of xanthophylls in mammals.

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Section: Discussionsupporting

confidence: 51%

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confidence: 99%

Biotransformation of Fucoxanthinol Into Amarouciaxanthin a in Mice and Hepg2 Cells: Formation and Cytotoxicity of Fucoxanthin Metabolites

et al. 2004

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“…Elution was initially performed with n-hexane (100%) to remove chlorophyll and carotenoids other than fucoxanthin (Sangeetha et al, 2009). Elution was continued with n-hexane/acetone (6:4; v/v) to recover fucoxanthin (Hosokawa et al, 1999). Finally, residual fucoxanthin was eluted with acetone solvent.…”

Section: Methodsmentioning

confidence: 99%

Fucoxanthin Extractions of Brown Seaweeds and Analysis of Their Lipid Fraction in Methanol

Jaswir

Noviendri

Salleh

et al. 2012

FSTR

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In this present study, fucoxanthin has been successfully extracted and purified from two species of Malaysian brown seaweeds, namely Sargassum binderi and S. duplicatum. The purity of the fucoxanthin obtained was > 99% as indicated by HPLC analysis. Both fucoxanthin content, and analysis of lipid fraction of the seaweeds in methanol showed that both samples contained a considerable amount of fucoxanthin and total lipids. The amount of fucoxanthin and total lipid farcation in methanol of S. duplicatum (1.01 ± 0.10 and 21.3 ± 0.10 mg/g dry-weight, respectively) was significantly higher than those of S. binderi (0.73 ± 0.39 and 16.6 ± 4.10, respectively). Both types of seaweeds also contained a considerable amount of unsaturated fatty acids. However, in terms of docosahexanoic acid, eicosapentanoic acid, arachidonic acid, linoleic acid and alpha-linolenic acid contents, S. duplicatum was found to be higher (0.76, 2.55, 13.64, 5.81 and 5.35 %, respectively) than S. binderi (0.70, 1.82, 9.13, 6.37 and 4.39%, respectively). For saturated fatty acids, palmitic (C16:0) was found to be the major fatty acid in both samples studied.

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“…Hosokawa et al 2) found that HL-60 human promyelocytic leukemia cells underwent apoptosis by fucoxanthin, which has characteristic structures of 5,6-monoepoxide and an allenic bond. In our previous studies, 3,4) fifteen dietary carotenoids were evaluated for their effects on propagation of PC-3 human prostate cancer cells.…”

mentioning

confidence: 99%

Characterization of Apoptosis Induced by Fucoxanthin in Human Promyelocytic Leukemia Cells

Kotake-Nara

Terasaki

Nagao

2005

Bioscience, Biotechnology, and Biochemistry

100

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Apoptosis induced by fucoxanthin in HL-60 cells was associated with a loss of mitochondrial membrane potential at an early stage, but not with an increase in reactive oxygen species. Fucoxanthin treatment caused cleavages of procaspase-3 and poly (ADP-ribose) polymerase without any effect on the protein level of Bcl-2, Bcl-X L , or Bax. Apoptosis induction by fucoxanthin may be mediated via mitochondrial membrane permeabilization and caspase-3 activation.

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Apoptosis-Inducing Effect of Fucoxanthin on Human Leukemia Cell Line HL-60.

Cited by 153 publications

References 13 publications

Biotransformation of Fucoxanthinol Into Amarouciaxanthin a in Mice and Hepg2 Cells: Formation and Cytotoxicity of Fucoxanthin Metabolites

Biotransformation of Fucoxanthinol Into Amarouciaxanthin a in Mice and Hepg2 Cells: Formation and Cytotoxicity of Fucoxanthin Metabolites

Fucoxanthin Extractions of Brown Seaweeds and Analysis of Their Lipid Fraction in Methanol

Characterization of Apoptosis Induced by Fucoxanthin in Human Promyelocytic Leukemia Cells

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