Zhao Xu, Zheng Guo-Wei, Niu Xue-Mei, Li Wei-Qi, Wang Fu-Sheng, Li Sheng-Hong
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming.
J Agric Food Chem. 2009 Jan 28;57(2):478-82. doi: 10.1021/jf803023x.
The invasive plant Eupatorium adenophorum Spreng. (or Ageratina adenophora (Spreng.) King and Robinson) (Compositae) has caused great economic loss in China, especially the southwestern region, and is gravely threatening the native biodiversity. The aerial part of this plant was phytochemically investigated for its allelochemicals. Eleven terpenes (2 monoterpenes and 9 sesquiterpenes) were isolated and identified, which include a new monoterpene, (-)-(1R*,2S,4R,5S*)-3,3-dimethyl-5-hydroxybicyclo[2,2,1]hept-2-ylmethanol (1), two new cadinane sesquiterpenes, (-)-(5S*,6S*,7S*,9R*,10S*)-7-hydroxy-5,7-epidioxycadinan-3-ene-2-one (2) and (+)-(5S*,6R*,9R*,10S*)-5,6-dihydroxycadinan-3-ene-2,7-dione (3), and eight known terpene compounds (4, 6-12). The new structures were established by spectroscopic studies such as 1D- and 2D-NMR and MS analyses. Meanwhile, the potential allelopathic effects of these compounds on the Arabidopsis seeds germination were tested. Compounds 3 and 7 retarded the Arabidopsis seeds germination at 0.5 mM and 1.0 mM concentrations, respectively, while other compounds showed no obvious inhibitory effects.
入侵植物紫茎泽兰(Eupatorium adenophorum Spreng.,或Ageratina adenophora (Spreng.) King and Robinson)(菊科)在中国,尤其是西南地区,已造成巨大经济损失,并严重威胁当地生物多样性。对该植物地上部分进行了植物化学研究以寻找其化感物质。分离并鉴定出11种萜类化合物(2种单萜和9种倍半萜),其中包括一种新的单萜,(-)-(1R*,2S,4R,5S*)-3,3-二甲基-5-羟基双环[2,2,1]庚-2-基甲醇(1),两种新的杜松烷倍半萜,(-)-(5S*,6S*,7S*,9R*,10S*)-7-羟基-5,7-环氧杜松-3-烯-2-酮(2)和(+)-(5S*,6R*,9R*,10S*)-5,6-二羟基杜松-3-烯-2,7-二酮(3),以及8种已知的萜类化合物(4、6 - 12)。通过1D-和2D-NMR以及MS分析等光谱研究确定了新结构。同时,测试了这些化合物对拟南芥种子萌发的潜在化感作用。化合物3和7分别在0.5 mM和1.0 mM浓度下抑制拟南芥种子萌发,而其他化合物未表现出明显的抑制作用。