楝科植物果实中的柠檬苦素及其细胞毒性。

Limonoids from the fruits of Melia azedarach and their cytotoxic activities.

机构信息

College of Science and Technology, Nihon University, 1-8-14 Kanda Surugadai, Tokyo 101-8308, Japan.

出版信息

Phytochemistry. 2013 May;89:59-70. doi: 10.1016/j.phytochem.2013.01.015. Epub 2013 Feb 27.

DOI:10.1016/j.phytochem.2013.01.015

Abstract

Thirty-one limonoids and one tirucallane-type triterpenoid were isolated from the fruits of Melia azedarach (Meliaceae). The structures of 14 of these isolated compounds were elucidated on the basis of spectroscopic analyses and comparison with literature. All of these compounds were evaluated for their cytotoxic activities against HL60, A549, AZ521, and SK-BR-3 human cancer cell lines. Meliarachin C (IC50 0.65 μM) and 3-O-deacetyl-4'-demethyl-28-oxosalannin (IC50 2.8 μM) exhibited potent cytotoxic activity against HL60 cells, and this was demonstrated mainly due to the induction of apoptosis by flow cytometry. Western blot analysis suggested that both compounds induced apoptosis via both the mitochondrial and death receptor-mediated pathways. In addition, 25 compounds were evaluated for their inhibitory effects against the Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells.

摘要

从苦楝（楝科）果实中分离得到 31 个柠檬苦素和 1 个三萜型三萜烯。根据光谱分析和与文献的比较，确定了其中 14 个分离化合物的结构。对所有这些化合物进行了细胞毒性活性评估，针对 HL60、A549、AZ521 和 SK-BR-3 人癌细胞系。Meliarachin C（IC50 0.65 μM）和 3-O-去乙酰基-4'-去甲基-28-氧水杨烷素（IC50 2.8 μM）对 HL60 细胞表现出很强的细胞毒性活性，这主要是由于通过流式细胞术诱导细胞凋亡。Western blot 分析表明，这两种化合物通过线粒体和死亡受体介导的途径诱导细胞凋亡。此外，还评估了 25 种化合物对 12-O-十四烷酰佛波醇-13-乙酸酯（TPA）诱导的 Raji 细胞中 Epstein-Barr 病毒早期抗原（EBV-EA）激活的抑制作用。