Yiwei Wang , Shu Xu , Guodong Zhang , Pirui Li , Chenyang Liu , Jiarui Zhou , Xu Feng , Linwei Li , Yu Chen
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引用次数: 0
摘要
从 Euphorbia lathyris 的根中分离出了 Lathyrisone A (1)(一种具有未被描述的三环 6/6/6 融合碳骨架的二萜)、spirolathyrisins B-D (3-5)(三种具有罕见的 [4.5.0] 螺环碳骨架的二萜)和一种已知化合物 (2)。通过大量光谱分析、X 射线晶体学、ECD 和量子化学计算,确定了这些化合物的化学结构特征。提出了化合物 1-5 的合理生物合成途径,并认为这是植物萌发醇生物合成的竞争性途径。对这些化合物的抗真菌活性进行了测试,特别是化合物 2 与阳性对照杀菌剂甲基硫菌灵相比,对镰刀菌和交替孢霉具有更强的抗真菌活性。此外,还讨论了化合物 1-5 的初步结构-活性关系。这些结果不仅拓展了 E. lathyris 的化学多样性,而且为防治植物病原体提供了一种先导化合物。
Targeted discovery of unusual diterpenoids with anti-fungal activity from the root of Euphorbia lathyris
Lathyrisone A (1), a diterpene with an undescribed tricyclic 6/6/6 fused carbon skeleton, along with spirolathyrisins B-D (3–5), three diterpenes with a rare [4.5.0] spirocyclic carbon skeleton, and one known compound (2) were isolated from the roots of Euphorbia lathyris. Their chemical structures were characterized by extensive spectroscopic analysis, X-ray crystallography, ECD and quantum chemistry calculation. A plausible biosynthetic pathway for compounds 1–5 was proposed, which suggested it is a competitive pathway for ingenol biosynthesis in the plant. The anti-fungal activities of these compounds were tested, especially, compound 2 showed stronger anti-fungal activities against Fusarium oxysporum and Alternaria alternata than the positive control fungicide thiophanate-methyl. The preliminary structure–activity relationship of compounds 1–5 was also discussed. These results not only expanded the chemical diversities of E. lathyris, but also provided a lead compound for the control of plant pathogens.
期刊介绍:
Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.