Scientific Reports (Aug 2017)

Rhodoterpenoids A‒C, Three New Rearranged Triterpenoids from Rhododendron latoucheae by HPLC‒MS‒SPE‒NMR

  • Fei Liu,
  • Ya-Nan Wang,
  • Yong Li,
  • Shuang-Gang Ma,
  • Jing Qu,
  • Yun-Bao Liu,
  • Chang-Shan Niu,
  • Zhong-Hai Tang,
  • Tian-Tai Zhang,
  • Yu-Huan Li,
  • Li Li,
  • Shi-Shan Yu

DOI
https://doi.org/10.1038/s41598-017-06320-x
Journal volume & issue
Vol. 7, no. 1
pp. 1 – 10

Abstract

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Abstract Rhodoterpenoids A‒C (1‒3), three new rearranged triterpenoids, together with one new biogenetically related compound, rhodoterpenoid D (4), were isolated and efficiently elucidated from Rhododendron latoucheae by high-performance liquid chromatography−mass spectrometry−solid-phase extraction−nuclear magnetic resonance (HPLC‒MS‒SPE‒NMR). Compounds 1 and 2 possess an unprecedented skeleton with a 5/7/6/6/6-fused pentacyclic ring system, while compound 3 contains a unique 6/7/6/6/6-fused pentacyclic carbon backbone. Their structures were determined by extensive spectroscopic methods and electronic circular dichroism (ECD) analyses. Plausible biogenetic pathways for 1‒4 were proposed. Compounds 1 and 4 showed potential activity against herpes simplex virus 1 (HSV-1) with IC50 values of 8.62 and 6.87 μM, respectively.