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大戟科大戟属植物大苞大戟中环阿尔廷烷三萜类化合物及其对MDA-MB48和MCF-7癌细胞系的细胞毒性

Cycloartane Triterpenoids from Euphorbia Macrostegia with their Cytotoxicity against MDA-MB48 and MCF-7 Cancer Cell Lines.

作者信息

Baniadam Somayeh, Rahiminejad Mohammad Reza, Ghannadian Mustafa, Saeidi Hojjatollah, Ayatollahi Abdul Majid, Aghaei Mahmoud

机构信息

Isfahan Pharmaceutical Sciences Research Center, Isfahan University of Medical Sciences, Isfahan, I.R. Iran.

Department of Biology, Faculty of Science, University of Isfahan, Isfahan, I.R. Iran.

出版信息

Iran J Pharm Res. 2014 Winter;13(1):135-41.

Abstract

The dried plant was extracted with dichloromethane and after defatting with hexane, transferred repeatedly on silica columns using dichloromethane-hexane and ethyl acetate-hexane as mobile phases. Finally the fractions were purified by high performance liquid chromatography using a Pack-Sil column and hexane: Ethyl acetate as mobile phase. The structures of the isolated compounds included: cycloart-25-ene-3β, 24-diol (1), cycloart-23(Z)-ene-3β, 25-diol (2), cycloart-23(E)-ene-3β, 25-diol (3), and 24-methylene-cycloart-3β-ol (4) were elucidated by (13)C- and (1)H-NMR as well as IR and by the aid of mass fragmentation pattern and comparing with the literature. The biological effects of the compounds were done by the MTT assay on two different cancer cell lines including MDA-MB48 and MCF-7. Among these compounds, cycloart-23(E)-ene-3β,25-diol (3) was the most active compound on MDA-MB468 cell line (LD50 = 2.05 μgmL(- 1) ) and cycloart-23(Z)-ene-3β, 25-diol (2) was the most active compound on MCF-7 cell line (LD50 = 5.4 μgmL(- 1)).

摘要

将干燥的植物用二氯甲烷提取,用己烷脱脂后,以二氯甲烷 - 己烷和乙酸乙酯 - 己烷为流动相,在硅胶柱上反复转移。最后,使用Pack - Sil柱,以己烷:乙酸乙酯为流动相,通过高效液相色谱法对馏分进行纯化。通过(13)C - 和(1)H - NMR以及IR,并借助质谱裂解模式并与文献比较,阐明了分离出的化合物的结构,包括:环阿尔廷 - 25 - 烯 - 3β,24 - 二醇(1)、环阿尔廷 - 23(Z) - 烯 - 3β,25 - 二醇(2)、环阿尔廷 - 23(E) - 烯 - 3β,25 - 二醇(3)和24 - 亚甲基 - 环阿尔廷 - 3β - 醇(4)。通过MTT法对包括MDA - MB48和MCF - 7在内的两种不同癌细胞系进行了化合物的生物学效应研究。在这些化合物中,环阿尔廷 - 23(E) - 烯 - 3β,25 - 二醇(3)是对MDA - MB468细胞系活性最高的化合物(LD50 = 2.05 μgmL(-1)),环阿尔廷 - 23(Z) - 烯 - 3β,25 - 二醇(2)是对MCF - 7细胞系活性最高的化合物(LD50 = 5.4 μgmL(-1))。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bc00/3985266/fb418febba36/ijpr-13-135-g001.jpg

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