Lu Yu-Bo, Luo Shangwen, Wang Yu-Xian, Feng Zi-Yun, Gao Kun, Chen Jian-Jun
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, China.
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, China.
Phytochemistry. 2022 Nov;203:113420. doi: 10.1016/j.phytochem.2022.113420. Epub 2022 Aug 31.
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 IC values from 8.1 to 29.7 μM. Moreover, preliminary structure-activity relationships for these jatrophane diterpenoids were discussed.
从泽漆全草中分离得到8个未报道的麻风树烷二萜类化合物，即泽漆海林内酯A - H，以及11个已知类似物。其中，泽漆海林内酯A和B含有一种罕见的具有7,8 - 开环骨架的麻风树烷二萜类化合物骨架。据我们所知，仅有两种此类麻风树烷二萜类化合物被报道过。此外，泽漆海林内酯G和H属于一类罕见的在C - 11位具有β - 羟基的麻风树烷二萜。通过光谱分析，包括核磁共振（NMR）、高分辨电喷雾电离质谱（HRESIMS）、红外光谱（IR）、电子圆二色光谱（ECD）和DP4 +分析，对这些未报道的二萜类化合物进行了结构解析。评估了17种丰富的麻风树烷二萜对肝癌细胞HepG2、宫颈癌HeLa细胞、人早幼粒白血病HL - 60细胞和人肝癌SMMC - 7721细胞系的细胞毒性。7种化合物对4种受试细胞系呈现出较强的细胞毒性，IC值为8.1至29.7 μM。此外，还讨论了这些麻风树烷二萜类化合物初步的构效关系。
