Jatrophane diterpenoids with cytotoxic activity from the whole plant of Euphorbia heliosocpia L. (November 2022)

• Record Type: Journal Article
• Authors: Lu, Yu-Bo; Luo, Shangwen; Wang, Yu-Xian; Feng, Zi-Yun; Gao, Kun; Chen, Jian-Jun
• Is Part Of: Phytochemistry. Volume 203(2022)
• Publication Date: 2022-11
• Subjects: Euphorbia heliosocpia L. -- Euphobiaceae -- Jatrophane diterpenoids -- Euphohelinoids A–H -- Cytotoxic activity; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2022.113420
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Eight undescribed jatrophane diterpenoids, euphohelinoids A–H, along with 11 known analogues were isolated from the whole plant of Euphorbia heliosocpia L. Among them, euphohelinoids A and B contain a rare type of jatrophane diterpenoid skeleton with a 7, 8- seco scaffold. To the best of our knowledge, only two such jatrophane diterpenoids have been reported. In addition, euphohelinoids G and H belong to a rare class of jatrophane diterpene possessing a β -hydroxy group at C-11. Structure elucidation of these undescribed diterpenoids was performed by spectroscopic analysis, including NMR, HRESIMS, IR, electronic circular dichroism (ECD) and DP4+ analysis. The cytotoxicity of 17 abundant jatrophane diterpenes was evaluated against HepG2, HeLa, HL-60, and SMMC-7721 cell lines. Seven compounds presented potent cytotoxicity against the four tested cell lines with IC50 values from 8.1 to 29.7 μM. Moreover, preliminary structure-activity relationships for these jatrophane diterpenoids were discussed. Graphical abstract: Eight undescribed jatrophane diterpenoids along with 11 known analogues were isolated from the whole plant of Euphorbia heliosocpia L. Euphohelinoid A and B contain a rare type of jatrophane diterpenoid skeleton with a 7, 8- seco scaffold. The cytotoxicity of 17 abundant jatrophane diterpenes was evaluated against HepG2, HeLa, HL-60, and SMMC-7721 cell lines. Image 1 Highlights: Nineteen jatrophane diterpenoids were isolated from Euphorbia heliosocpia. Their structures were elucidated by NMR, MS, ECD, and DP4+ analysis. Some compounds showed cytotoxicity against four different cancer cell lines.