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来自泽漆根的新型与肉豆蔻醇相关的多官能团五环二萜酯。

New myrsinol-related polyfunctional pentacyclic diterpene esters from roots of Euphorbia prolifera.

作者信息

Wu D, Sorg B, Hecker E

机构信息

Kunming Institute of Botany, Chinese Academy of Science, People's Republic of China.

出版信息

J Nat Prod. 1995 Mar;58(3):408-13. doi: 10.1021/np50117a009.

DOI:10.1021/np50117a009
PMID:7775985
Abstract

Five Euphorbia substances, SPr1-SPr5, were isolated from the roots of Euphorbia prolifera. They were found to have similar structures but were inactive in a mouse ear inflammation assay. By nmr analysis and after single-crystal X-ray crystallography the structure of SPr5 was established as a hexaester (tetraacetate-benzoate-propionate) of a hitherto unknown polyfunctional pentacyclic diterpene parent alcohol, structurally related to myrsinol. As judged from its nmr spectra, SPr4 is an analogue of SPr5, carrying an isobutyrate substituent in place of a benzoate ester functionality. SPr1-SPr3 were partially characterized by their mass spectra as esters of diterpene parent alcohols possibly related to the myrsinol structure. SPr1-SPr5 may represent one of the product lines branching off the proposed main route of biogenesis of the oligocyclic diterpenoid skin irritants and tumor promoters occurring in many, but not all, of the species in the plant families Thymelaeaceae and Euphorbiaceae.

摘要

从泽漆根部分离出了5种大戟属物质,即SPr1 - SPr5。发现它们具有相似的结构,但在小鼠耳部炎症试验中无活性。通过核磁共振分析和单晶X射线晶体学确定,SPr5的结构为一种迄今未知的多官能团五环二萜母醇的六酯(四乙酸酯 - 苯甲酸酯 - 丙酸酯),其结构与半日花醇相关。从核磁共振光谱判断,SPr4是SPr5的类似物,带有异丁酸酯取代基以取代苯甲酸酯官能团。SPr1 - SPr3通过质谱部分表征为可能与半日花醇结构相关的二萜母醇酯。SPr1 - SPr5可能代表了从许多(但并非全部)瑞香科和大戟科植物中出现的寡环二萜类皮肤刺激物和肿瘤促进剂生物合成的拟议主要途径分支出来的产品线之一。

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