Équipe "Chimie des substances naturelles" BioCIS, CNRS, Université Paris-Saclay, Châtenay-Malabry, France.
Laboratoire de chimie des substances naturelles, Département Science Fondamentale de l'Ingénieur (INSAB), Université des Sciences et Techniques de Masuku, Franceville, Gabon.
Magn Reson Chem. 2022 Dec;60(12):1178-1184. doi: 10.1002/mrc.5271. Epub 2022 Apr 22.
The structure elucidation of theionbrunonine C, a thioether-bridged dimeric monoterpene indole alkaloid (MIA), and more generally, one of the very few sulfur-containing MIA, is reported after its isolation from Mostuea brunonis (Gelsemiaceae). This unstable structure had already been targeted for isolation in our former, molecular network-guided, investigation of this plant, but this compound had degraded before sufficient spectroscopic data could have been acquired for a complete structure assignment. With this constraint in mind, the rapid acquisition of nuclear magnetic resonance (NMR) data enabled retrieving sufficient spectroscopic information for full structure elucidation, although from a partial set of spectroscopic information ( H and C NMR; COSY, HSQC, and HMBC). In conjunction with biosynthetic considerations, the cursory examination of C NMR data unambiguously defined the complete stereostructure of 1, as further supported by density functional theory (DFT)-NMR calculations and subsequent DP4 probability score.
从 Mostuea brunonis（夹竹桃科）中分离出硫醚桥联二聚单萜吲哚生物碱（MIA）及其同分异构体后，对其结构进行了阐明。这种不稳定的结构已经成为我们之前进行的基于分子网络的这种植物研究的目标分离物，但在获得足够的光谱数据以进行完整的结构分配之前，该化合物已经降解。考虑到这一限制，快速获取核磁共振（NMR）数据使我们能够检索到足够的光谱信息，从而对其进行完整的结构阐明，尽管这是从一组部分光谱信息（ H 和 C NMR；COSY、HSQC 和 HMBC）中获得的。结合生物合成考虑因素，对 C NMR 数据的粗略检查明确地确定了 1 的完整立体结构，这进一步得到了密度泛函理论（DFT）-NMR 计算和随后的 DP4 概率评分的支持。
