A pair of enantiomeric sesquiterpenoids from florets of Carthamus tinctorius.
10.19540/j.cnki.cjcmm.20220612.201
- Author:
Lei LI
1
;
Cheng PENG
2
;
Xin-Rui LI
1
;
Qin-Mei ZHOU
3
;
Chun-Wang MENG
1
;
Guang-Xu WU
1
;
Juan LIU
1
;
Liang XIONG
1
Author Information
1. State Key Laboratory of Southwestern Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine Chengdu 611137, China Institute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials, Chengdu University of Traditional Chinese Medicine Chengdu 611137, China.
2. State Key Laboratory of Southwestern Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine Chengdu 611137, China.
3. State Key Laboratory of Southwestern Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine Chengdu 611137, China Institute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials, Chengdu University of Traditional Chinese Medicine Chengdu 611137, China Innovative Institute of Chinese Medicine and Pharmacy, Chengdu University of Traditional Chinese Medicine Chengdu 611137, China.
- Publication Type:Journal Article
- Keywords:
Carthamus tinctorius;
absolute configuration;
antioxidant activity;
enantiomers;
sesquiterpenoids
- MeSH:
Carthamus tinctorius/chemistry*;
Chromatography, High Pressure Liquid/methods*;
Sesquiterpenes/chemistry*;
Stereoisomerism;
Mass Spectrometry;
Molecular Structure
- From:
China Journal of Chinese Materia Medica
2022;47(20):5530-5536
- CountryChina
- Language:Chinese
-
Abstract:
This study investigated the chemical components from the florets of Carthamus tinctorius. Five compounds were isolated from C. tinctorius by column chromatography with silica gel and toyopearl HW-40 F, preparative thin-layer chromatography(TLC), and semi-preparative reverse phased high performance liquid chromatography(RP-HPLC). Their structures were identified by mass spectrometry(MS), one-dimension nuclear magnetic resonance(1 D-NMR), two-dimension nuclear magnetic resonance(2 D-NMR), and single-crystal X-ray diffraction as(-)-(2S,3S,5S,7S,10R)-eudesma-4(15)-en-2,3,11-triol(1 a),(+)-(2R,3R,5R,7R,10S)-eudesma-4(15)-en-2,3,11-triol(1 b), rosin(2),(+)-syringaresinol(3), and(E)-1-(4'-hydroxyphenyl)-but-1-en-3-one(4). Compounds 1 a and 1 b are a pair of enantiomeric sesquiterpenoids. Compound 1 a is a new eudesmene and is named(-)-plucheol A. Compound 1 a at 100 μmol·L~(-1) showed significant antioxidant activity against ABTS~(+·) and DPPH·, with the scavenging rates of 30.98%±4.17% and 27.52%±1.24%, respectively, while compound 1 b was inactive. In addition, compounds 1 a and 1 b showed no obvious anti-inflammatory activity.
