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小花坡垒中白藜芦醇低聚物碳苷的存在情况。

Occurrence of C-glucoside of resveratrol oligomers in Hopea parviflora.

作者信息

Abe Naohito, Ito Tetsuro, Oyama Masayoshi, Sawa Ryuichi, Takahashi Yoshikazu, Chelladurai Veliah, Iinuma Munekazu

机构信息

Laboratory of Pharmacognosy, Gifu Pharmaceutical University, Gifu, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2011;59(2):239-48. doi: 10.1248/cpb.59.239.

DOI:10.1248/cpb.59.239
PMID:21297306
Abstract

Investigation of the highly polar chemical constituents in the stem of Hopea parviflora (Dipterocarpaceae) resulted in the isolation of four new resveratrol derivatives, hopeasides A and B (1, 2) (resveratrol pentamers), C (3) (resveratrol trimer), and D (4) (resveratrol dimer) together with nine known resveratrol oligomers (5-13). The new structures have a common partial structure of the 1-hydroxy-1-(3,5-dihydroxy-2-C-glucopyranosylphenyl)-2-(4-hydroxyphenyl)ethane-2-yl group after oxidative condensation of (E)-resveratrol-10-C-β-glucopyranoside (14). The structures were determined by spectroscopic analysis including 2D-NMR and computer-aided molecular modeling. The biogenetic relationship of the isolates and NMR characteristics caused by steric hindrance are also discussed in this paper.

摘要

对小花坡垒(龙脑香科)茎中的高极性化学成分进行研究,结果分离出四种新的白藜芦醇衍生物,坡垒苷A和B(1, 2)(白藜芦醇五聚体)、C(3)(白藜芦醇三聚体)和D(4)(白藜芦醇二聚体),以及九种已知的白藜芦醇低聚物(5 - 13)。新结构在(E)-白藜芦醇-10-C-β-葡萄糖苷(14)氧化缩合后具有共同的部分结构1-羟基-1-(3,5-二羟基-2-C-吡喃葡萄糖基苯基)-2-(4-羟基苯基)乙烷-2-基。通过包括二维核磁共振和计算机辅助分子建模在内的光谱分析确定了结构。本文还讨论了分离物的生源关系以及由空间位阻引起的核磁共振特征。

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