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大戟科植物的刺激性成分。十三。一些用作蜂蜜源植物的大戟属植物乳汁中的寡环和大环二萜酯。

Irritant principles of the spurge family (Euphorbiaceae). XIII. Oligocyclic and macrocyclic diterpene esters from latices of some Euphorbia species utilized as source plants of honey.

作者信息

Sosath S, Ott H H, Hecker E

机构信息

German Cancer Research Center, Institute of Biochemistry, Heidelberg.

出版信息

J Nat Prod. 1988 Nov-Dec;51(6):1062-74. doi: 10.1021/np50060a003.

DOI:10.1021/np50060a003
PMID:3236005
Abstract

The latices of the three South African species Euphorbia ledienii, Euphorbia coerulescens, and Euphorbia triangularis, belonging to a group of cactiform Euphorbias locally called "Noors," were shown to contain four 12-mono- and three 13,20-diesters of the tetracyclic tigliane type parent alcohol 12-deoxyphorbol [1]. In addition, two 13,16-di- and two 13,16,20-triesters of the related 12-deoxy-16-hydroxyphorbol [9] were obtained. Ester groups in 1 and 9 are made up of acetic, isobutyric, tiglic, angelic, and 2-methylbutyric acid; their positions in the parent alcohols were identified. The free parent alcohols were not detected in the latices. On the mouse ear all esters isolated showed moderate irritant activity as compared to the tigliane-type standard TPA. In addition to the oligocyclics listed above, the latex of E. ledienii also yielded five esters of the macrocylic, lathyrane type parent alcohol ingol [14]. In the two triesters and three teraesters the ester groups were made up of acetic, tiglic, and 2-methylbutyric acid (positions in 14 unidentified). None of the ingol esters showed irritant activity.

摘要

南非的三种大戟属植物,即勒迪大戟(Euphorbia ledienii)、蓝大戟(Euphorbia coerulescens)和三角大戟(Euphorbia triangularis),属于当地称为“努尔斯”的仙人掌状大戟类群,其乳汁被证明含有四环大戟烷型母体醇12-脱氧佛波醇的四种12-单酯和三种13,20-二酯[1]。此外,还获得了相关的12-脱氧-16-羟基佛波醇[9]的两种13,16-二酯和两种13,16,20-三酯。1和9中的酯基由乙酸、异丁酸、惕各酸、当归酸和2-甲基丁酸组成;它们在母体醇中的位置已被确定。在乳汁中未检测到游离的母体醇。与大戟烷型标准TPA相比,在小鼠耳部,所有分离出的酯都表现出中等的刺激活性。除了上述的低环化合物外,勒迪大戟的乳汁还产生了大环、山黧豆烷型母体醇英戈尔[14]的五种酯。在二酯和三酯中,酯基由乙酸、惕各酸和2-甲基丁酸组成(14中的位置未确定)。英戈尔酯均未表现出刺激活性。

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