Five new terpenoids from Viburnum odoratissimum var. sessiliflorum.
10.1016/S1875-5364(23)60438-8
- Author:
Yang LI
1
;
Yajiao JIAN
2
;
Fan XU
3
;
Yongxin LUO
1
;
Zhixuan LI
1
;
Yi OU
1
;
Yan WEN
1
;
Jingwei JIN
4
;
Chuanrui ZHANG
5
,
6
;
Lishe GAN
7
,
8
Author Information
1. School of Biotechnology and Health Sciences, International Healthcare Innovation Institute, Wuyi University, Jiangmen 529020, China.
2. Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China.
3. College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, China.
4. School of Biotechnology and Health Sciences, International Healthcare Innovation Institute, Wuyi University, Jiangmen 529020, China. Electronic address: wyuchemjjw@126.com.
5. Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China
6. Shandong Laboratory of Yantai Drug Discovery, Bohai Rim Advanced Research Institute for Drug Discovery, Yantai 264117, China. Electronic address: crzhang@cqu.edu.cn.
7. School of Biotechnology and Health Sciences, International Healthcare Innovation Institute, Wuyi University, Jiangmen 529020, China
8. College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, China. Electronic address: ganlishe@163.com.
- Publication Type:Journal Article
- Keywords:
Acid hydrolysis;
Anti-inflammation;
ECD calculation;
Terpenoids;
Viburnum odoratissimum var.sessilifolrum
- MeSH:
Terpenes/pharmacology*;
Viburnum/chemistry*;
Molecular Structure;
Diterpenes/chemistry*;
Plant Leaves/chemistry*
- From:
Chinese Journal of Natural Medicines (English Ed.)
2023;21(4):298-307
- CountryChina
- Language:English
-
Abstract:
Five new terpenoids, including two vibsane-type diterpenoids (1, 2) and three iridoid allosides (3-5), together with eight known ones, were isolated from the leaves and twigs of Viburnum odoratissimum var.sessiliflorum. Their planar structures and relative configurations were determined by spectroscopic methods, especially 2D NMR techniques. The sugar moieties of the iridoids were confirmed as β-D-allose by GC analysis after acid hydrolysis and acetylation. The absolute configurations of neovibsanin Q (1) and dehydrovibsanol B (2) were determined by quantum chemical calculation of their theoretical electronic circular dichroism (ECD) spectra and Rh2(OCOCF3)4-induced ECD analysis. The anti-inflammatory activities of compounds 1, 3, 4, and 5 were evaluated using an LPS-induced RAW264.7 cell model. Compounds 3suppressed the release of NO in a dose-dependent manner, with an IC50 value of 55.64 μmol·L-1. The cytotoxicities of compounds 1-5 on HCT-116 cells were assessed and the results showed that compounds 2 and 3 exhibited moderate inhibitory activities with IC50 values of 13.8 and 12.3 μmol·L-1, respectively.
