加纳籽中的一个新β-咔啉型生物碱

摘要

AIM:To study the chemical constituents from the seeds of Griffonia simplicifolia Baill.METHODS:The chemical constituents were isolated and purified by a combination of chromatographic materials including silica gel,Sephadex LH-20,and preparative TLC.Their structures were elucidated on the basis of MS and NMR data analysis.The cytotoxic activities were evaluated against HepG2 cancer cell line using the MTT colorimetric method.RESULTS:A new β-carboline alkaloid,griffonine (1),together with seven known alkaloids,hyrtioerectine B (2),3-carboxy-6-hydroxy-β-carboline (3),hyrtiosulawesine (4),5-hydroxyindole-3-carbaldehyde (5),5-hydroxy-3-(2-hydroxyethyl) indole (6),trigonelline (7),and 5-hydroxytryptamine (8) were isolated and identified.Alkaloids 1,2 and 4 showed growth inhibitory effects on the HepG2 cell line with IC50 values of 23.5,9.6 and 19.3 μmol·L-1,respectively.CONCLUSION:Alkaloid 1 is new and was named griffonine.Alkaloids 2-7 were isolated from this plant for the first time.Alkaloids 1,2 and 4 were potentially cytotoxic.%目的:研究加纳籽的化学成分.方法:采用硅胶,凝胶Sephadex LH-20以及制备薄层对加纳籽的甲醇提取物进行分离纯化；运用MS以及NMR等波谱技术对化合物结构进行鉴定；使用MTT比色法对相关化合物抑制HepG2人肝癌细胞的细胞毒活性进行测定.结果:从加纳籽中分离得到一个新的β-咔啉型生物碱griffonine (1),以及7个已知的生物碱hytioerectine B(2),3-carboxy-6-hydroxy-β-carboline (3),hyrtiosulawesine (4),5-hydroxyindole-3-carbaldehyde (5),5-hydroxy-3-(2-hydroxyethyl)indole (6),trigonelline (7),5-hydroxytryptamine (8).化合物1,2和4的细胞毒活性实验显示它们抑制HepG2细胞的IC50分别为23.5,9.6和19.3 μmol·L-1.结论:化合物1为新化合物,化合物2-7为首次从该植物中分离得到.化合物1,2和4有潜在的体外抗肿瘤活性.