Guangdong Provincial Engineering Research Center for Modernization of TCM, Jinan University, Guangzhou, 510632, PR China.
School of Traditional Chinese Medicine, Jinan University, Guangzhou, 510632, PR China; The First Affiliated Hospital of Jinan University, Guangzhou, 510630, PR China.
Phytochemistry. 2023 Jul;211:113678. doi: 10.1016/j.phytochem.2023.113678. Epub 2023 Apr 12.
Eight unprecedented monoterpenoid indole alkaloid (MIA) adducts and dimers, melofusinines A-H (1-8), and three undescribed melodinus-type MIA monomers, melofusinines I-K (9-11), together with six putative biogenetic precursors were isolated from the twigs and leaves of Melodinus fusiformis Champ. ex Benth. Compounds 1 and 2 are unusual hybrid indole alkaloids incorporating an aspidospermatan-type MIA with a monoterpenoid alkaloid unit via C-C coupling. Compounds 3-8 feature the first MIA dimers constructed through an aspidospermatan-type monomer and a rearranged melodinus-type monomer with two different types of couplings. Their structures were elucidated by spectroscopic data, single crystal X-ray diffraction, and calculated electric circular dichroism spectra analysis. In addition, dimers 5 and 8 showed significant neuroprotection effects on MPP -injured primary cortical neurons.
从密花轮环藤的小枝和叶中分离得到了 8 个前所未有的单萜吲哚生物碱(MIA)加合物和二聚体,即 melofusinines A-H(1-8),以及 3 个未描述的 melodinus 型 MIA 单体,即 melofusinines I-K(9-11),此外还有 6 个可能的生物合成前体。化合物 1 和 2 是不寻常的混合吲哚生物碱,通过 C-C 偶联将一个 aspidospermatan 型 MIA 与一个单萜生物碱单元结合在一起。化合物 3-8 的特点是第一个 MIA 二聚体,通过一个 aspidospermatan 型单体和一个具有两种不同类型连接的重排 melodinus 型单体构建。它们的结构通过光谱数据、单晶 X 射线衍射和计算电圆二色谱分析来阐明。此外,二聚体 5 和 8 对 MPP 损伤的原代皮质神经元表现出显著的神经保护作用。