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Heterodimers with a cucurbitane-type triterpenoid skeleton from the branches of Elaeocarpus dubius
Hu,Dong-Bao; Wei,Shu-Ya; Yang,Jun; Zhang,Dong-Dong; Duan,Xiao-Yan; Yan,Hui; Yang,Xing-Zhi; Bai,Xue; Luo,Ji-Feng; Yang,Jing-Hua; Wang,Yun-Song; Wang,Yue-Hu
2023
发表期刊PHYTOCHEMISTRY
ISSN1873-3700
卷号207页码:113581
摘要Four undescribed and two known cucurbitane-type triterpenoids, including two heterodimers, elaeocarpudubins A and B, were isolated from the branches of Elaeocarpus dubius (Elaeocarpaceae). The chemical structures of these undescribed isolates were determined by analyses of 1D and 2D NMR and MS data, electronic circular dichroism (ECD) calculations, and chemical transformation. Biogenetically, elaeocarpudubins A and B might be derived from cucurbitacin F through Michael addition with vitamin C and (-)-catechin, respectively. These six isolates were evaluated for their cytotoxic activities against human leukemia HL-60, human lung adenocarcinoma A549, human hepatoma SMMC-7721, human breast cancer MCF-7, human colon cancer SW480, and paclitaxel-resistant A549 (A549/Taxol) cell lines, for their antioxidant properties using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay, and for their differentiation effects on nerve growth factor (NGF)-mediated neurite outgrowth in rat pheochromocytoma PC12 cells. Cucurbitacins F (IC50 of 4.98-38.11 mu M) and D (IC50 of 0.03-4.40 mu M) showed growth-inhibitory activities against these six cancer cell lines. Elaeocarpudubin B (IC50 of 61.04 mu M) and elaeocarpudoside B (IC50 of 6.93 mu M) showed antioxidant activities. Elaeocarpudubin B and elaeocarpudoside B also showed neurite outgrowth-promoting activities in PC12 cells at a concentration of 10 mu M.
关键词Elaeocarpus dubius Elaeocarpaceae Cucurbitacins Antioxidant Neuroprotective CONSTITUENTS ELUCIDATION GLYCOSIDES
学科领域Biochemistry & Molecular Biology ; Plant Sciences
DOI10.1016/j.phytochem.2022.113581
收录类别SCI
WOS记录号WOS:000917925000001
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/75531
专题中国科学院昆明植物研究所
推荐引用方式
GB/T 7714
Hu,Dong-Bao,Wei,Shu-Ya,Yang,Jun,et al. Heterodimers with a cucurbitane-type triterpenoid skeleton from the branches of Elaeocarpus dubius[J]. PHYTOCHEMISTRY,2023,207:113581.
APA Hu,Dong-Bao.,Wei,Shu-Ya.,Yang,Jun.,Zhang,Dong-Dong.,Duan,Xiao-Yan.,...&Wang,Yue-Hu.(2023).Heterodimers with a cucurbitane-type triterpenoid skeleton from the branches of Elaeocarpus dubius.PHYTOCHEMISTRY,207,113581.
MLA Hu,Dong-Bao,et al."Heterodimers with a cucurbitane-type triterpenoid skeleton from the branches of Elaeocarpus dubius".PHYTOCHEMISTRY 207(2023):113581.
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