Three new ursane-type triterpenoids from Rosmarinus officinalis and their biological activities

Xiang-Jian Zhong; Na Zhou; Xin Wang; Jin-Jie Li; Hui Ma; Yue Jiao; Jia-Hui Xu; Peng-Cheng Lin; Xiao-Ya Shang

doi:10.1016/S1875-5364(21)60103-6

Three new ursane-type triterpenoids from Rosmarinus officinalis and their biological activities

Chin J Nat Med. 2022 Feb;20(2):155-160. doi: 10.1016/S1875-5364(21)60103-6.

Authors

Xiang-Jian Zhong¹, Na Zhou¹, Xin Wang¹, Jin-Jie Li¹, Hui Ma², Yue Jiao¹, Jia-Hui Xu¹, Peng-Cheng Lin³, Xiao-Ya Shang⁴

Affiliations

¹ Beijing Key Laboratory of Bioactive Substances and Functional Foods, Beijing Union University, Beijing 100191, China.
² Shandong Institute for Product Quality Inspection, Jinan 250100, China.
³ Key Laboratory for Qinghai-Tibet Plateau Phytochemistry of Qinghai Province, Qinghai Nationalities University, Xining 810000, China.
⁴ Beijing Key Laboratory of Bioactive Substances and Functional Foods, Beijing Union University, Beijing 100191, China. Electronic address: shangxiaoya@buu.edu.cn.

PMID: 35279243
DOI: 10.1016/S1875-5364(21)60103-6

Abstract

Three new ursane-type triterpenoids, 3-oxours-12-en-20, 28-olide (1), 3β-hydroxyurs-12-en-20, 28-olide (2) and 3β-hydroxyurs-11, 13(18)-dien-20, 28-olide (3), were isolated from a potent anti-inflammatory and antibacterial fraction of the ethanolic extract of Rosmarinus officinalis. Their structures were elucidated by a combination of extensive 1D- and 2D-NMR experiments, MS data and comparisons with literature reports. Compounds 1-3 exhibited significantly inhibitory effects on nitric oxide production in lipopolysaccharide-activated mouse RAW264.7 macrophages, but no antibacterial activity was found at a concentration of 128 μg·mL^-1.

Keywords: Biological activity; Isolation and purification; Rosmarinus officinalis; Triterpenoid.

MeSH terms

Animals
Drugs, Chinese Herbal* / chemistry
Mice
Molecular Structure
Rosmarinus*
Triterpenes* / chemistry

Substances

Drugs, Chinese Herbal
Triterpenes
ursane