The predominant polyphenol in the leaves of the resurrection plant Myrothamnus flabellifolius, 3,4,5 tri-O-galloylquinic acid, protects membranes against desiccation and free radical-induced oxidation

被引:88
作者
Moore, JP
Westall, KL
Ravenscroft, N
Farrant, JM
Lindsey, GG
Brandt, WF
机构
[1] Univ Cape Town, Dept Mol & Cellular Biol, ZA-7701 Rondebosch, South Africa
[2] Univ Cape Town, Dept Chem, ZA-7701 Rondebosch, South Africa
关键词
desiccation; liposome; MS; Myrothamnus flabellifolius; NMR spectroscopy; 3,4,5 tri-O-galloylquinic acid;
D O I
10.1042/BJ20040499
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The predominant ( > 90%) low-molecular-mass polyphenol was isolated from the leaves of the resurrection plant Myrothamnus fabellifolius and identified to be 3,4,5 tri-O-galloylquinic acid using H-1 and C-13 one- and two-dimensional NMR spectroscopy. The structure was confirmed by mass spectrometric analysis. This compound was present at high concentrations, 44% (by weight) in hydrated leaves and 74% (by weight) in dehydrated leaves. Electron microscopy of leaf material fixed with glutaraldehyde and caffeine demonstrated that the polyphenols were localized in large vacuoles in both hydrated and dehydrated leaves. 3,4,5 Tri-O-galloylquinic acid was shown to stabilize an artificial membrane system, liposomes, against desiccation if the polyphenol concentration was between 1 and 2 mug/mug phospholipid. The phase transition of these liposomes observed at 46degreesC was markedly diminished by the presence of 3,4,5 tri-O-galloylquinic acid, suggesting that the presence of the polyphenol maintained the membranes in the liquid crystalline phase at physiological temperatures. 3,4,5 Tri-O-galloylquinic acid was also shown to protect linoleic acid against free radical-induced oxidation.
引用
收藏
页码:301 / 308
页数:8
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