Chemical Compounds Isolated from Cremastra Appendiculata and Their Bioactive Activity
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摘要:
目的 研究杜鹃兰化学成分,发现其抗肿瘤活性成分。 方法 杜鹃兰经95%乙醇提取、硅胶柱层析、半制备HPLC和Sephadex LH-20柱层析进行分离纯化,波谱分析(核磁共振氢谱、碳谱、和质谱)确定结构;应用MTT法,对部分化合物进行体外抗肿瘤活性筛选。 结果 从杜鹃兰分离鉴定12个化合物,分别为bisbenzopyran (1),(22E)-ergosta-6,22-dien-3β,5α,8α-triol (2),3β-hydroxycholesta-5-ene (3),β-sistosterol (4),pinoresinol (5),5,4′-dihydroxy-7-(4-hydroxybenzoyl) -3′- methoxyflavone (6),4-methoxy-2,3,7-trihydroxyphenanthrene (7),2-hydroxy-4,7-dimethoxyphenanthrene (8),4,4′-dimethoxy-[1,1′-biphenanthrene]- 2,2′,7,7′-tetrol (9),4,7,4′,9′-tetramethoxy-[1,1′-biphenanthrene] 2,2′,7,7′-tetrol (10),Bavachinine (11),3-hydroxyphenpropionic acid-(2′-methoxy-4′- carboxy-phenol) ester (12);化合物7~12抗肿瘤活性测试结果表明9和10对MCF-7/S细胞株显示了很好的抑制活性。 结论 化合物2,3,5,7,10,12为首次从本植物中分离得到,9,10对MCF-7/S细胞株IC50分别为2.16,5.09 μmol/L。 Abstract:Objective To study the chemical compounds from the medicinal plants of Cremastra appendiculata and find its antitumor bioactive compounds. Methods The compounds were extracted by alcohol (95%) and isolated by column chromatography on silica gel and Sephadex LH-20. Their structures were identified by spectroscopic analysis (1H NMR, 13CNMR and EIMS). The antitumor activity of the compounds was studied by MTT assay in vitro. Results Twelve compounds were obtained and identified as bisbenzopyran (1), (22E)-ergosta-6, 22-dien-3β, 5α, 8α-triol (2), 3β-hydroxycholesta-5-ene (3), β-sistosterol (4), pinoresinol (5), 5, 4′-dihydroxy-7- (4-hydroxybenzoyl) -3′- methoxyflavone (6), 4-methoxy-2, 3, 7- trihydroxyphenanthrene (7), 2-hydroxy-4, 7-dimethoxyphenanthrene (8), 4, 4′-dimethoxy-[1, 1′-biphenanthrene]- 2, 2′, 7, 7′-tetrol (9), 4, 7, 4′, 9′-tetramethoxy-[1, 1′-biphenanthrene] 2, 2′, 7, 7′-tetrol (10), Bavachinine (11), 3-hydroxyphenpropionic acid- (2′-methoxy-4′- carboxy-phenol) ester (12); . The results of anti-tumor activity test of compounds 7~12 showed that 9 and 10 showed good inhibitory activity on MCF-7/S cell line. Conclusions Compounds 2, 3, 5, 7, 10 and 12 were isolated from this plant for the first time. IC50 of 9 and 10 on MCF-7/S cell lines were 2.16 and 5.09 respectively μmol/L. -
Key words:
- Cremastra appendiculata /
- Chemical constituents /
- Bioactive activity
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表 1 化合物7~12对3种细胞株的细胞毒活性IC50 (μmol/L)
Table 1. Cytotoxic activities of compounds 7~12 on three cell lines IC50 (μmol/L)
化合物 A549 MCF-7/S SKOV-3 7 41.33 43.30 41.57 8 87.08 92.87 40.59 9 51.69 2.16 56.05 10 23.33 5.09 23.08 11 44.34 40.47 20.11 12 15.73 12.30 22.95 DDP 22.02 10.02 14.15 -
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