Meroterpenoids from Rhododendron nivale.
10.19540/j.cnki.cjcmm.20221226.201
- Author:
Xi ZENG
1
;
Xi ZHAO
1
;
Wei LIU
2
;
Tao YUAN
1
Author Information
1. College of Life Science, Jiangxi Normal University Nanchang 330022, China.
2. University and College Key Lab of Natural Product Chemistry and Application in Xinjiang, School of Chemistry and Environmental Science, Yili Normal University Yining 835000, China.
- Publication Type:Journal Article
- Keywords:
Rhododendron nivale;
enantiomers;
meroterpenoids;
neuroprotective activity;
oxidative damage
- MeSH:
Humans;
Rhododendron/chemistry*;
Neuroblastoma;
Oxidative Stress;
Magnetic Resonance Spectroscopy;
Stereoisomerism;
Molecular Structure
- From:
China Journal of Chinese Materia Medica
2023;48(5):1273-1279
- CountryChina
- Language:Chinese
-
Abstract:
To elucidate the chemical material basis of Rhododendron nivale, this study comprehensively used various chromatographic techniques to isolate and obtain five new meroterpenoid enantiomers(1a/1b-5a/5b) from the ethyl acetate extract of R. nivale. A variety of spectral analytical methods, such as high-resolution mass spectrometry(HRMS), nuclear magnetic resonance spectroscopy(NMR), and infrared(IR) spectrum, were used to evaluate the structure, combined with the measurement and calculation of electronic circular dichroism(ECD). The new compounds 1a/1b-4a/4b were named as(±)-nivalones A-B(1a/1b-2a/2b) and(±)-nivalnoids C-D(3a/3b-4a/4b), along with one known enantiomer(±)-anthoponoid G(5a/5b). Human neuroblastoma cells(SH-SY5Y cells) induced by hydrogen peroxide(H_2O_2) were used as oxidative stress models to evaluate the protective activity of the isolated compounds against oxidative damage to nerve cells. It was found that compounds 2a and 3a had a certain protective effect on nerve cells against H_2O_2-induced oxidative damage at concentrations of 50 μmol·L~(-1), which increased the cell survival rate from 44.02%±2.30% to 67.82%±1.12% and 62.20%±1.87%, respectively. Other compounds did not show a significant ability to protect cells from oxidative damage. These findings enrich the chemical constituents of R. nivale and provide valuable information for identifying the structure of its meroterpenoids.