天然和合成的非对映异构（--）-3'，4'，7-三羟基黄烷-3,4-二醇。
Natural and synthetic diastereoisomeric (--)-3',4',7-trihydroxyflavan-3,4-diols.
作者信息
Drewes S E, Roux D G
出版信息
Biochem J. 1965 Sep;96(3):681-7. doi: 10.1042/bj0960681.
Abstract
- Rhodesian copalwood (Guibourtia coleosperma) contains three diastereo-isomeric leuco-fisetinidins. These consist of the (-)-2,3-cis-3,4-cis (2R,3R,4R) and (-)-2,3-cis-3,4-trans (2R,3R,4S) 3',4',7-trihydroxyflavan-3,4-diols, and the third was shown to be a 2,3-trans-3,4-cis isomer by means of paper ionophoresis. 2. There occurrence in similar proportions as tannin precursors also in the tropical hardwoods G. tessmannii and G. demeusii implies a close taxonomic relationship between these, and with G. coleosperma. 3. Epimerization of the natural (-)-3',4',7- trihydroxy-2,3-trans-flavan-3,4-trans-diol affords a mixture from which the (-)-2,3-cis-3,4-cis isomer was separated readily, but the (-)-2,3-trans-3,4-cis isomer was obtained with difficulty. These were formed by epimerization of the (-)-2,3-trans-3,4-trans isomer at C-2 and C-4, and at C-4, respectively.
摘要
- 罗德西亚古巴苏木（Guibourtia coleosperma）含有三种非对映异构的无色非瑟酮苷元。它们由（-）-2,3-顺式-3,4-顺式（2R,3R,4R）和（-）-2,3-顺式-3,4-反式（2R,3R,4S）3',4',7-三羟基黄烷-3,4-二醇组成，通过纸离子电泳法显示第三种为2,3-反式-3,4-顺式异构体。2. 在热带硬木特斯曼古夷苏木（G. tessmannii）和德默斯古夷苏木（G. demeusii）中，它们作为单宁前体也以相似的比例存在，这意味着它们之间以及与古巴苏木（G. coleosperma）之间存在密切的分类学关系。3. 天然的（-）-3',4',7-三羟基-2,3-反式黄烷-3,4-反式二醇的差向异构化产生了一种混合物，从中很容易分离出（-）-2,3-顺式-3,4-顺式异构体，但（-）-2,3-反式-3,4-顺式异构体很难获得。它们分别是由（-）-2,3-反式-3,4-反式异构体在C-2和C-4以及在C-4处的差向异构化形成的。
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