Department of Natural Medicine, School of Pharmacy, Fudan University, Shanghai 201203, PR China.
Department of Natural Medicine, School of Pharmacy, Fudan University, Shanghai 201203, PR China; Institute of Natural Medicine and Health Products, School of Pharmaceutical Sciences, Zhejiang Provincial Key Laboratory of Plant Evolutionary Ecology and Conservation, Taizhou University, Zhejiang 318000, PR China.
Fitoterapia. 2024 Jul;176:106018. doi: 10.1016/j.fitote.2024.106018. Epub 2024 May 12.
An extensive phytochemical investigation on the rare medicinal plant Semiliquidambar cathayensis (family: Hamamelidaceae) led to the isolation of four new (1-4, named semiliquidacids A-D, respectively) and 25 related known pentacyclic triterpenoids. The new structures with absolute configurations were elucidated by spectroscopic methods, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analysis. Compound 1 represents the first naturally occurring ursane-type triterpenoid featuring an uncommon C-25 formyl group. Compound 4 and oleanolic acid (13) exhibited remarkable inhibitory effects against the ATP-citrate lyase (ACL, an emerging drug target for hyperlipidemia and related metabolic disorders) with IC values of 6.5 and 11.9 μM, respectively. The molecular interaction and binding mode between the bioactive triterpenoids and ACL were elaborated by conducting a molecular docking study. Meanwhile, the chemotaxonomic significance of the isolated triterpenoids has been briefly discussed.
对罕见药用植物半枫荷（金缕梅科）进行广泛的植物化学研究，分离得到四个新的（1-4，分别命名为半枫荷酸 A-D）和 25 个相关的已知五环三萜。通过光谱方法、电子圆二色性（ECD）计算和单晶 X 射线衍射分析阐明了具有绝对构型的新结构。化合物 1 代表了第一个具有不常见 C-25 甲酰基的熊烷型三萜，是一种天然存在的化合物。化合物 4 和齐墩果酸（13）对三磷酸腺苷柠檬酸裂解酶（ACL，一种用于治疗高血脂和相关代谢紊乱的新兴药物靶点）表现出显著的抑制作用，IC 值分别为 6.5 和 11.9 μM。通过进行分子对接研究，阐述了生物活性三萜与 ACL 之间的分子相互作用和结合模式。同时，还简要讨论了分离得到的三萜的化学生态学意义。
