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从拟山龙眼茎中提取的新型抗氧化剂C-葡萄糖基呫吨酮。

New antioxidant C-glucosylxanthones from the stems of Arrabidaea samydoides.

作者信息

Pauletti Patrícia Mendonça, Castro-Gamboa Ian, Siqueira Silva Dulce Helena, Young Maria Claudia Marx, Tomazela Daniela Maria, Eberlin Marcos Nogueira, da Silva Bolzani Vanderlan

机构信息

NuBBE- Núcleo de Biossíntese, Bioensaios e Ecofisiologia de Produtos Naturais, Instituto de Química, Universidade Estadual Paulista, UNESP, CP 355, 14801-970, Araraquara, SP, Brazil.

出版信息

J Nat Prod. 2003 Oct;66(10):1384-7. doi: 10.1021/np030100t.

DOI:10.1021/np030100t
PMID:14575443
Abstract

Three new C-glucosylxanthones, 2-(2'-O-trans-caffeoyl)-C-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxyxanthone (1), 2-(2'-O-trans-cinnamoyl)-C-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxyxanthone (2), and 2-(2'-O-trans-coumaroyl)-C-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxyxanthone (3), were isolated from the stems of Arrabidaea samydoides, in addition to three known C-glucosylxanthones, mangiferin (4), 2-(2'-O-benzoyl)-C-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxyxanthone (5), and muraxanthone (6). Their chemical structures were assigned on the basis of MS and 1D and 2D NMR experiments. Xanthones 1-6 showed moderate free radical scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH) as well as antioxidant activity evidenced by redox properties measured on ElCD-HPLC.

摘要

从伞花木(Arrabidaea samydoides)的茎中分离出三种新的C-葡萄糖基呫吨酮,即2-(2'-O-反式咖啡酰基)-C-β-D-吡喃葡萄糖基-1,3,6,7-四羟基呫吨酮(1)、2-(2'-O-反式肉桂酰基)-C-β-D-吡喃葡萄糖基-1,3,6,7-四羟基呫吨酮(2)和2-(2'-O-反式香豆酰基)-C-β-D-吡喃葡萄糖基-1,3,6,7-四羟基呫吨酮(3),此外还分离出三种已知的C-葡萄糖基呫吨酮,即芒果苷(4)、2-(2'-O-苯甲酰基)-C-β-D-吡喃葡萄糖基-1,3,6,7-四羟基呫吨酮(5)和muraxanthone(6)。它们的化学结构通过质谱以及一维和二维核磁共振实验确定。呫吨酮1-6对1,1-二苯基-2-苦基肼(DPPH)显示出中等程度的自由基清除活性,并且通过在电化学检测高效液相色谱(ElCD-HPLC)上测量的氧化还原性质证明具有抗氧化活性。

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