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Three Chromene Meroterpenoids With Potential Anti-Inflammatory Activity From Rhododendron anthopogonoides
Rui-Zhen Chen1, Yang Liu1, Ting Lin1
1State Key Laboratory of Natural Medicines, Jiangsu Key Laboratory of Bioactive Natural Product Research, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing, PR China.
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Three chromene meroterpenoids (1, 3, and 4), were isolated from Rhododendron anthopogonoides. These meroterpenoids possess a benzo-α-pyran core and a linear terpene side chain. Their chemical structures were established by high-resolution electrospray ionization mass spectrometry and comprehensive spectroscopic analysis. The structures of 2 and 3, C-7'/C-8' double-bond isomers, were confirmed by DP4+ analysis via comparison of experimental and calculated NMR chemical shifts, allowing for the revision of the incorrectly assigned configuration of 2. The stereochemistry of the chiral hydroxyls at C-6', C-7', and C-10' in 4 were determined using Mo2(OAc)4-induced electronic circular dichroism spectra, combined with NMR chemical shift calculations. These compounds exhibited weak inhibitory activity against nitric oxide (NO) production in LPS‑stimulated RAW264.7 cells.