Interaction of Tea Catechins with Lipid Bilayers Investigated with Liposome Systems

Hashimoto, Toshihiko; Kumazawa, Shigenori; Nanjo, Fumio; Hara, Yukihiko; Nakayama, Tsutomu

doi:10.1271/bbb.63.2252

Cited by 151 publications

(125 citation statements)

References 12 publications

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“…The D-ring hydroxyl groups of the flavonoid structure occupy the first coordination sphere around metal ion to form a diolate combination ring, while B-ring hydroxyl groups have weak interactions with metal ions [29]. As suggested by previous reports [30,31], the number of hydroxyl groups on the B-ring in many flavonoids structures, the presence of a galloyl moiety, and the steric characters on the D-ring could affect its affinity for the lipid bilayers. As a result of this, incorporation of the flavonoids into the lipid bilayers was enhanced, which could lead to the formation of another ion channels after complexing of flavonoids with metal ions, which is expected to induce structural variation and influence the effects of structurally different flavonoids in this respect.…”

Section: Discussionmentioning

confidence: 87%

Effects of Long-Term Use of Flavonoids on the Absorption and Tissue Distribution of Orally Administered Doses of Trace Elements in Rats

Jaccob¹,

Hussain²

2012

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The risk of pharmacokinetic polyphenols-trace elements interaction may undesirable therapeutic outcomes. We evaluate the long-term use of silibinin, epigallocatechin (ECGC), quercetin and rutin on the absorption and tissue distribution of zinc, copper and iron after single oral doses in rats. Five groups of rats received either with olive oil as control or one of the polyphenols silibinin, EPGC, quercetin or rutin, administered orally as oily solutions for 30 days. At day 30, a solution contains sulphate salt of zinc, copper and iron was administered orally; 3 hrs later blood samples, tissues of brain, kidney and liver were obtained for evaluation of the elements levels. The results showed that the polyphenols increased both serum and tissue levels of these elements compared with controls. This effect was relatively varied according to the structural differences among flavonoids. In conclusion, long-term use of supraphysiological doses of flavonoids increase absorption of Zn, Cu and Fe and their tissue availability in brain, kidney and liver; this effect seems to be different with variations in structural features.

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Section: Discussionmentioning

confidence: 87%

Effects of Long-Term Use of Flavonoids on the Absorption and Tissue Distribution of Orally Administered Doses of Trace Elements in Rats

Jaccob¹,

Hussain²

2012

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“…The D-ring hydroxyl groups of EGCG occupy the first coordination sphere around metal ion to form a diolate combination ring, while B-ring hydroxyl groups have weak interactions with metal ions (Navarro et al, 2005). As suggested by previous reports (Hashimoto et al, 1999;Kajiya et al, 2001), the number of hydroxyl groups on the B-ring in EGCG structure, the presence of a galloyl moiety, and the steric characters on the D-ring could affect its affinity for the lipid bilayers. As a result of this, incorporation of EGCG into the lipid bilayers of the liposomes is enhanced, which could lead to the formation of another ion channels after complexing of EGCG with Zn…”

Section: +mentioning

confidence: 83%

Epigallocatechin-3-gallate affects the growth of LNCaP cells via membrane fluidity and distribution of cellular zinc

Yang

Sun

et al. 2009

J. Zhejiang Univ. Sci. B

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Abstract:Objective: To evaluate effects of epigallocatechin-3-gallate (EGCG) on the viability, membrane properties, and zinc distribution, with and without the presence of Zn . The proportion of EGCG incorporated into liposomes treated with the mixture of EGCG and Zn 2+ at the ratio of 1:1 was 90.57%, which was significantly higher than that treated with EGCG alone (30.33%). Electron spin resonance (ESR) studies and determination of fatty acids showed that the effects of EGCG on the membrane fluidity of LNCaP were decreased by Zn 2+. EGCG accelerated the accumulation of zinc in the mitochondria and cytosol as observed by atomic absorption spectrometer. Conclusion: These results show that EGCG interacted with cell membrane, decreased the membrane fluidity of LNCaP cells, and accelerated zinc accumulation in the mitochondria and cytosol, which could be the mechanism by which EGCG inhibits proliferation of LNCaP cells. In addition, high concentrations of Zn 2+ could attenuate the actions elicited by EGCG.

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“…Activities of these catechins in growth inhibition of human lung cancer cell line, inactivation effects on human type-A influenza virus, inhibitory effects on the oxidative modification of low density lipoprotein, antibacterial activity against Clostridium botulinum, and lipoprotein-bound antioxidant activity, have been compared (for review see Hashimoto et al, 1999). These studies indicated that the activities of ECg and EGCg were higher than those of EC and EGC.…”

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confidence: 99%

Mechanisms and Structural Specificity of Hydrogen Peroxide Formation during Oxidation of Catechins.

Nakayama¹,

Ichiba²,

Kuwabara³

et al. 2002

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Interaction of Tea Catechins with Lipid Bilayers Investigated with Liposome Systems

Cited by 151 publications

References 12 publications

Effects of Long-Term Use of Flavonoids on the Absorption and Tissue Distribution of Orally Administered Doses of Trace Elements in Rats

Effects of Long-Term Use of Flavonoids on the Absorption and Tissue Distribution of Orally Administered Doses of Trace Elements in Rats

Epigallocatechin-3-gallate affects the growth of LNCaP cells via membrane fluidity and distribution of cellular zinc

Mechanisms and Structural Specificity of Hydrogen Peroxide Formation during Oxidation of Catechins.

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