Eupholides A−H, abietane diterpenoids from the roots of Euphorbia fischeriana, and their bioactivities. (March 2021)

• Record Type: Journal Article
• Authors: Li, Da-Wei; Deng, Xiao-Peng; He, Xin; Han, Xiu-Yan; Ma, Yu-Fang; Huang, Hui-Lian; Yu, Zhen-Long; Feng, Lei; Wang, Chao; Ma, Xiao-Chi
• Is Part Of: Phytochemistry. Volume 183(2021)
• Publication Date: 2021-03
• Subjects: Euphorbia fischeriana -- Euphorbiaceae -- Abietane -- Mycobacterium tuberculosis -- Human carboxylesterase 2; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2020.112593
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: The roots of Euphorbia fischeriana known as "Langdu" in traditional Chinese medicine have been used for the treatment of tuberculosis in China. Through a bioactive phytochemical investigation of the roots of E. fischeriana, 15 diterpenoids were obtained by various chromatographic techniques. On the basis of wide spectroscopic data, including NMR, UV, IR, HR-ESI-MS, ECD and X-ray crystallography, all of the isolated compounds were elucidated to be ent -abietane diterpenoid analogs, including undescribed eupholides A−H and seven known diterpenoids. In the bioassay for anti-tuberculosis, eupholides F–H moderately inhibited the proliferation of Mycobacterium tuberculosis H37Ra, with the MIC determined to be 50 μM. Furthermore, eupholides G, ent -11 α -hydroxyabieta-8(14), 13(15)-dien-16, 12 α -olide, and jolkinolide F significantly inhibited the lyase activity of human carboxylesterase 2 (HCE 2), with IC50 values of 7.3, 150, and 34.5 nM, respectively. Graphical abstract: Image 1 Highlights: Fifteen ent -abietane diterpenoids were obtained from the roots of E. fischeriana. Eight undescribed ent -abietanes were elucidated using NMR, ECD, and X-ray crystallography. Some diterpenoids inhibited the proliferation of Mycobacterium tuberculosis moderately. Some diterpenoids significantly inhibited the lyase activity of HCE 2.