Gao Xin-Hua, Zhou Bin, Zimbres Flavia M, Zhang Zai-Yong, Cassera Maria B, Zhao Jin-Xin, Yue Jian-Min
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China.
Shandong Laboratory of Yantai Drug Discovery, Bohai Rim Advanced Research Institute for Drug Discovery, 198 East Binhai Road, Yantai, Shandong 264117, China.
Org Biomol Chem. 2025 Jan 22;23(4):960-966. doi: 10.1039/d4ob01870b.
Plumerianoids A-D (1-4) with a new intact spirocyclic iridoid alkaloid skeleton, along with a new degraded alkaloid 8--plumerianine (5), and a known one (6), were isolated and characterized from . The structure of 6 was revised as (8,13)-plumerianine. These alkaloids consist of three epimeric pairs (1/2, 3/4, and 5/6), exhibiting virtually identical NMR spectra within each pair. Furthermore, the electronic circular dichroism (ECD) curves of each epimeric pair are roughly mirror-like, reminiscent of enantiomers. This study calls for attention on the structural elucidation of special compound classes when the associated chiral centers are far away from the chromophores and/or at the terminal of the molecules. In addition, compound 3 exhibited moderate antiplasmodial activity.
从……中分离并鉴定出具有新的完整螺环环烯醚萜生物碱骨架的羽扇豆生物碱A-D（1-4），以及一种新的降解生物碱8-表羽扇豆碱（5）和一种已知生物碱（6）。6的结构修订为（8,13）-羽扇豆碱。这些生物碱由三对对映异构体（1/2、3/4和5/6）组成，每对中的NMR光谱几乎相同。此外，每对对映异构体的电子圆二色性（ECD）曲线大致呈镜像，类似于对映体。这项研究提醒人们，当相关的手性中心远离发色团和/或位于分子末端时，需要关注特殊化合物类别的结构解析。此外，化合物3表现出中等的抗疟活性。
