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两种大戟属植物乳汁中的生物活性三萜衍生物。

Bioactive triterpene derivatives from latex of two Euphorbia species.

作者信息

Mazoir Noureddine, Benharref Ahmed, Bailén María, Reina Matías, González-Coloma Azucena

机构信息

Laboratoire de Chimie Biomoléculaire, Substances Naturelles et Réactivité, Faculté des Sciences Semlalia, Université Cadi Ayyad, BP. 2390 Marrakech, Morocco.

出版信息

Phytochemistry. 2008 Apr;69(6):1328-38. doi: 10.1016/j.phytochem.2008.01.004. Epub 2008 Mar 4.

Abstract

We have investigated the antifeedant and toxic effects of 23 semisynthetic terpenoid derivatives obtained through chemical modifications of the major components of Euphorbia resinifera (alpha-euphol and alpha-euphorbol) and E. officinarum (obtusifoliol and 31-norlanostenol) latex on several insect species (Spodoptera littoralis, Myzus persicae and Rhopalosiphum padi), their selective cytotoxicity on insect Sf9 and mammalian CHO cells and their phytotoxic effects on Lactuca sativa. The conversions focused mainly on positions 3,7,11, and 24 with several oxidizing agents. A total of 18 compounds affected S. littoralis growth (IGR). Our results support the importance of the C-3 substituent, suggest the involvement of the C-7 substituent and indicate that the C-3 hydroxyl is not essential for the IGR effect. Overall, Sf9 cells were more sensitive to the active compounds than CHO cells. All of these compounds had non selective moderate phytotoxic effects on radicle elongation of L. sativa.

摘要

我们研究了通过对树脂大戟(α-大戟醇和α-大戟二萜醇)和药用大戟(钝叶醇和31-降羊毛甾醇)乳胶的主要成分进行化学修饰而获得的23种半合成萜类衍生物对几种昆虫物种(海滨夜蛾、桃蚜和禾谷缢管蚜)的拒食和毒性作用、它们对昆虫Sf9细胞和哺乳动物CHO细胞的选择性细胞毒性以及它们对生菜的植物毒性作用。转化主要集中在3、7、11和24位,使用了几种氧化剂。共有18种化合物影响海滨夜蛾的生长(生长抑制率)。我们的结果支持C-3取代基的重要性,表明C-7取代基的参与,并表明C-3羟基对于生长抑制作用并非必不可少。总体而言,Sf9细胞比CHO细胞对活性化合物更敏感。所有这些化合物对生菜胚根伸长均具有非选择性的中等植物毒性作用。

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