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5-[2-(4-乙酰氧基苯基)乙烯基]苯-1,3-二乙酸酯。

5-[2-(4-Acetyl-oxyphen-yl)ethen-yl]benzene-1,3-diyl diacetate.

作者信息

Tang Lin, Dai Dongmei, Gong Yanqing, Zhong Jialiang

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2011 Nov;67(Pt 11):o3129. doi: 10.1107/S1600536811044722. Epub 2011 Oct 29.

DOI:10.1107/S1600536811044722
PMID:22220131
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3247513/
Abstract

The title compound, C(20)H(18)O(6), was prepared from resveratrol {systematic name: 5-[(E)-2-(4-hy-droxy-phen-yl)ethen-yl]ben-z-ene-1,3-diol}, which can be isolated from grapes, through triacetyl-ation with using acetic anhydride in pyridine. The two benzene rings are approximately coplanar, making a dihedral angle of 6.64 (14)°, and the three acet-oxy group are located on the same side of the plane. The skeleton of the compound resembles a table with three legs. In the crystal, mol-ecules are linked via C-H⋯O interactions, forming inversion dimers. These dimers are further linked via C-H⋯O interactions, forming a three-dimensional structure.

摘要

标题化合物C(20)H(18)O(6)由白藜芦醇{系统名称:5-[(E)-2-(4-羟基苯基)乙烯基]苯-1,3-二醇}制备而成,白藜芦醇可从葡萄中分离得到,通过在吡啶中用乙酸酐进行三乙酰化反应制得。两个苯环近似共面,二面角为6.64 (14)°,三个乙酰氧基位于平面的同一侧。该化合物的骨架类似于一个有三条腿的桌子。在晶体中,分子通过C-H⋯O相互作用相连,形成反演二聚体。这些二聚体通过C-H⋯O相互作用进一步相连,形成三维结构。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e79d/3247513/179bf0690240/e-67-o3129-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e79d/3247513/e9994eb062bb/e-67-o3129-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e79d/3247513/179bf0690240/e-67-o3129-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e79d/3247513/e9994eb062bb/e-67-o3129-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e79d/3247513/179bf0690240/e-67-o3129-fig2.jpg

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本文引用的文献

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ACS Med Chem Lett. 2011 Jan 25;2(4):270-274. doi: 10.1021/ml100159p.
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A short history of SHELX.SHELX简史。
Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22. doi: 10.1107/S0108767307043930. Epub 2007 Dec 21.
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Interaction of resveratrol and its trimethyl and triacetyl derivatives with biomembrane models studied by differential scanning calorimetry.
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J Agric Food Chem. 2007 May 2;55(9):3720-8. doi: 10.1021/jf070070q. Epub 2007 Mar 31.
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Comparison of ozone and UV-C treatments on the postharvest stilbenoid monomer, dimer, and trimer induction in var. 'Superior' white table grapes.臭氧和紫外线-C处理对‘特级’白葡萄采后芪类单体、二聚体和三聚体诱导的比较
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