NMR- and MS-guided metabolomic mining for new phytoconstituents from a widely used dietary supplement, Rhodiola rosea, yielded two new (+)-myrtenol glycosides, 1 and 2, and two new cuminol glycosides, 3 and 4, along with three known analogues, 5–7. The structures of the new compounds were determined by extensive spectroscopic data analysis. Quantum mechanics-driven ¹H iterative full spin analysis (QM-HiFSA) decoded the spatial arrangement of the methyl groups in 1 and 2, as well as other features not recognizable by conventional methods, including higher order spin-coupling effects. Expanding applied HiFSA methodology to monoterpene glycosides advances the toolbox for stereochemical assignments, facilitates their structural dereplication, and provides a more definitive reference point for future phytochemical and biological studies of R. rosea as a resilience botanical. Application of a new NMR data analysis software package, CT, for QM-based iteration of NMR spectra is also discussed.

中文翻译：

---

来自红景天的环状单萜糖苷的基于量子力学的结构分析。

从广泛使用的膳食补充剂红景天中提取新植物成分的 NMR 和 MS 引导代谢组学产生了两种新的 (+)-桃金娘醇糖苷1和2和两种新的孜然醇糖苷3和4，以及三种已知的类似物, 5 – 7。新化合物的结构是通过广泛的光谱数据分析确定的。量子力学驱动的¹ H 迭代全自旋分析 (QM-HiFSA) 解码了1和2 中甲基的空间排列，以及传统方法无法识别的其他特征，包括高阶自旋耦合效应。将应用的 HiFSA 方法扩展到单萜糖苷，推进了立体化学分配的工具箱，促进了它们的结构去复制，并为未来玫瑰作为弹性植物的植物化学和生物学研究提供了更明确的参考点。还讨论了新的 NMR 数据分析软件包 CT 在基于 QM 的 NMR 谱迭代中的应用。