College of Medicine, Pingdingshan University, Pingdingshan 467000, PR China; State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China.
College of Pharmacy, Guangdong Medical University, Dongguan 523808, PR China.
Fitoterapia. 2024 Dec;179:106281. doi: 10.1016/j.fitote.2024.106281. Epub 2024 Oct 28.
Two unusual isosativene sesquiterpene derivatives, named dendronobilol A (1) and dendronobilside A (2), and two unusual sativene sesquiterpene derivatives, named dendronobilsides B (3) and C (4), had been isolated from the stems of Dendrobium nobile. The structures of all the compounds were established using spectroscopic methods and by comparison with literature data, and their absolute configurations were confirmed via single-crystal X-ray diffraction data and electronic circular dichroism (ECD) calculations. Dendronobilol A (1) and dendronobilside A (2) possessed a unique tricyclo[4.3.0.1]decan ring system, while dendronobilsides B (3) and C (4) presented a unique tricyclo[4.4.0.0]decan core carbon skeleton. The above two types of sesquiterpene derivatives had been isolated and purified from plants for the first time. Compounds 1 and 2 exhibited significant effects on glucose consumption with doses of 20 and 40 μmol/L in insulin-resistant HepG2 cells, and thus improve insulin resistance.
从铁皮石斛茎中分离得到两个新颖的异土木香烯倍半萜衍生物,命名为 dendronobilol A(1)和 dendronobilside A(2),以及两个新颖的沙蚕烯倍半萜衍生物,命名为 dendronobilsides B(3)和 C(4)。所有化合物的结构均通过光谱方法和与文献数据的比较确定,并通过单晶 X 射线衍射数据和电子圆二色性(ECD)计算确定其绝对构型。dendronobilol A(1)和 dendronobilside A(2)具有独特的三环[4.3.0.1]癸烷环系统,而 dendronobilsides B(3)和 C(4)呈现独特的三环[4.4.0.0]癸烷核心碳骨架。这两种类型的倍半萜衍生物首次从植物中分离和纯化得到。化合物 1 和 2 在胰岛素抵抗 HepG2 细胞中,在 20 和 40 μmol/L 的剂量下对葡萄糖消耗表现出显著的影响,从而改善胰岛素抵抗。