Polyphenols of Melaleuca quinquenervia leaves -: Pharmacological studies of grandinin

Polyphenols of Melaleuca quinquenervia leaves -: Pharmacological studies of grandinin
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DOI:
10.1002/ptr.1214
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发表时间:
2003-08-01
影响因子:
7.2
通讯作者:
Aboutabl, EA
Aboutabl, EA
中科院分区:
医学2区
文献类型:
--
作者:
Moharram, FA;Marzouk, MS;Aboutabl, EA

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从千层桉叶中分离得到4个多酚酸衍生物和3个鞣花丹宁。s·t·布莱克第一次。通过化学、质谱(-ve ESI-MS)和光谱(UV、H-1-、C-13 NMR、H-1-、H-1-、H-1- tocsy和HMBC)分析,鉴定其结构为没食子酸(1)、鞣花酸(2)、3- o -甲基鞣花酸(3)、3,4,3′-三- o -甲基鞣花酸(4)、2,3- o -六羟基二酚-(α / β)- d - c -4(1)-葡萄糖吡喃糖(5)、castalin(6)和grandinin(7)。Grandinin(主要化合物)通过与1,1-二苯基-2-picrylhydrazyl (DPPH)自由基反应显示出清除自由基的能力[EC50=4.3+/-0.3马克杯mL(-1)]。在小鼠中发现相对无毒[LD50=316 mg Kg(-1) b.wt.]。它具有明显的剂量依赖性(35-70 mg Kg(-1))的降血糖作用,可显著降低正常小鼠基础状态和高糖负荷后的血糖水平。此外,它还能降低stz诱导的糖尿病小鼠的血糖水平。此外,大grandinin还能降低stz诱导的糖尿病小鼠升高的血尿素氮和血脂过氧化物。版权所有:John Wiley Sons, Ltd。
Four polyphenolic acid derivatives and three ellagitannins were isolated from the leaves of Melaleuca quinquenervia (Clav.) S. T. Blake for the first time. Their structures were elucidated as gallic acid (1), ellagic acid (2), 3-O-methylellagic acid (3), 3,4,3'-tri-O-methylellagic acid (4), 2,3-O-hexahydroxydiphenoyl-(alpha/beta)-D-C-4(1)-glucopyranose (5), castalin (6) and grandinin (7) on the basis of chemical, mass spectrometric (-ve ESI-MS) and spectroscopic (UV, H-1-, C-13 NMR, H-1,H-1-, H-1,C-13-COSY, H-1,H-1-TOCSY and HMBC) analyses. Grandinin (the major compound) showed radical scavenging properties by its reaction with 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical [EC50=4.3+/-0.3 mug mL(-1)]. It was found to be relatively nontoxic in mice [LD50=316 mg Kg(-1) b.wt.]. It exhibited a significant dose-dependent (35-70 mg Kg(-1)) hypoglycemic effect by significantly reducing blood glucose level in basal condition and after heavy glucose load in normal mice. Moreover, it reduced the elevated blood glucose level in STZ-induced diabetic mice. In addition, grandinin reduced the elevated blood urea nitrogen and serum lipid peroxides in STZ-induced diabetic mice. Copyright (C) 2003 John Wiley Sons, Ltd.