[关键词]
[摘要]
目的 研究越南安息香(白花树Styrax tonkinensis的干燥树脂)的化学成分及其细胞毒活性。方法 采用MCI gel CHP-20P、硅胶、Sephadex LH-20柱色谱、快速制备色谱和制备HPLC等技术进行分离和纯化,通过IR、1D-和2D-NMR、HR-ESI-MS等谱学数据分析确定化合物的结构。通过CCK-8法评价了化合物的细胞毒性。结果 从越南安息香提取物中分离得到6个化合物,分别鉴定为(E)-3-[3-甲氧基-4-(3-乙氧基-2-氧代乙氧基)苯基]烯丙基苯甲酸酯(1)、2-(4-羟基-3-甲氧基苯基)-5-(3-羟丙基)-7-甲氧基苯并呋喃(2)、(+)-雪松素(3)、(+)-松脂素(4)、松脂素单甲醚(5)和安息香脂素(6)。以上6个化合物对人宫颈癌HeLa细胞株、人肝癌HepG-2细胞株、人乳腺癌MCF细胞株、人前列腺癌PC-3细胞株以及人肺癌A549细胞株的半数抑制浓度值均大于100 μmol/L。结论 化合物1为未见报道的新苯丙素类化合物,命名为白花树酯醚,化合物2~6为首次从越南安息香中分离得到。化合物1~6均未表现出明显的细胞毒活性。
[Key word]
[Abstract]
Objective To study chemical constituents from the resin of Styrax tonkinensis (Pierre) Craib ex Hartw and their cytotoxicities. Methods The compounds were isolated by column chromatography over MCI gel CHP-20P, silica gel, Sephadex HL-20, and flash chromatography coupled with preparative HPLC. Their structures were elucidated by spectroscopic analysis including IR, 1D-NMR, 2D-NMR, and HR-ESI-MS. Furthermore, the cytotoxicities of the chemical components against HepG-2, A549, HeLa, MCF-7, and PC-3 cell lines were measured by CCK-8 method. Results Six compounds, (E)-3-[3-methoxy-4-(2-ethoxy-2-oxoethoxy)-phenyl]allyl benzoate (1), 2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-7-methoxybenzofuran (2), (+)-cedrusin (3), (+)-pinoresinol (4), (+)-pinoresinol monomethy ether (5), and styraxin (6) were isolated from the resin of S. tonkinensis. And the IC50 values of the six compounds to HeLa, HepG-2, MCF, PC-3 and A549 cell lines were more than 100 μmol/L. Conclusion Compound 1 is identified as a new phenylpropanoid named as stytonkinether, and compounds 2-6 are isolated from the resin of this plant for the first time. And all six compounds show no obviously cytotoxic activities.
[中图分类号]
R284.1
[基金项目]
广东省自然科学基金面上项目(2021A1515011529)