[关键词]
[摘要]
目的 研究青钱柳Cyclocarya paliurus根的化学成分,并评价其体外抗肿瘤活性。方法 采用大孔树脂、硅胶、Sephadex LH-20、ODS及半制备液相色谱等分离技术进行分离纯化;结合HR-ESI-MS、NMR等波谱技术和单晶X射线衍射技术鉴定化合物结构;通过MTT法评价所得化合物对肿瘤细胞增殖的抑制活性。结果 从青钱柳根的正丁醇部位分离得到9个化合物,分别鉴定为2-(4-羟基-3,5-二甲氧基苄基)-3,5-二甲氧基-2,5-环己二烯-1,4-二酮(1)、4-[(5-羟基-1,4-二氧代-1,4-二氢萘-3-基)氨基]丁酸乙酯(2)、榕醛(3)、rel-(2α,3β)-7-O-methylcedrusin(4)、皮树脂醇(5)、丁香脂素(6)、rubusesquilin C1(7)、(7S,8S)-3-methoxyl-3'-O-β-D-glucopyranosyl-4':8,5':7-diepoxyneolignan-4,9'-diol(8)和 (+)-lyoniresinol 3α-O-β-D-glucopyranoside(9)。这些化合物包括2个苯醌类化合物(1和2)和7个木脂素类化合物(3~9)。体外抗肿瘤活性表明,化合物1对4T1和HepG2细胞具有较好的抑制活性,化合物2对MCF-7细胞具有良好的抑制活性。结论 化合物1和2为新化合物,命名为青钱柳醌A和青钱柳醌B。化合物3、4、7~9是首次从该植物中分离得到。化合物1和2表现出一定的抑制肿瘤作用。丰富了青钱柳的化学组成,为其药效物质基础及进一步开发利用提供了科学依据。
[Key word]
[Abstract]
Objective To investigate the chemical constituents from the roots of Cyclocarya paliurus, and evaluate their antitumor activity in vitro. Methods Various separation techniques, including macroporous resin, silica gel, Sephadex LH-20, and ODS column chromatography, as well as semi-preparative high-performance liquid chromatography, were employed to isolate and purify the constituents of C. paliurus roots. The structures of the isolates were identified by spectroscopic methods such as HR-ESI-MS and NMR, combined with single-crystal X-ray diffraction analysis. The MTT assay was employed to determine the inhibitory effects of the obtained compounds on the proliferation of four tumor cell lines. Results Nine compounds were isolated and identified as cyclopaliquin A (1), cyclopaliquin B (2), ficusal (3), rel-(2α,3β)-7-O-methylcedrusin (4), (-)-medioresinol (5), (+)-syringaresinol (6), rubusesquilin C1 (7), (7S,8S)-3-methoxyl-3'-O-β-D-glucopyrannosyl-4':8,5':7-diepoxyneolignan-4,9'-diol (8), and (+)-lyoniresinol 3α-O-β-D-glucopyranoside (9). Among the isolates, they are two benzoquinones (1 and 2) and seven lignans (3—9). In vitro antitumor assays indicated that compound 1 exhibited moderate inhibitory activity against 4T1 and HepG2 cells. Compound 2 displayed potent suppressive effects on MCF-7 cells. Conclusion Compounds 1 and 2 are two new benzoquinones, named cyclopaliquin A and cyclopaliquin B. Compounds 3, 4, 7—9 were isolated from C. paliurus for the first time. Compounds 1 and 2 exhibit certain tumor-inhibiting effects. This study enriches the chemical constituents of C. paliurus and provides a scientific basis for the pharmacodynamic material basis and further development and utilization.
[中图分类号]
R284.1
[基金项目]
国家自然科学基金项目(22567004);广西科技计划项目资助(桂科AD25069038)