[关键词]
[摘要]
目的 研究怀山药Dioscorea opposita地上茎叶的化学成分。方法 利用大孔树脂、硅胶柱色谱、Sephadex LH-20以及制备液相色谱分离纯化,并根据波谱数据以及化合物理化性质鉴定化合物结构,探讨得到的化合物对人乳腺癌MCF-7细胞和人肝癌HepG2细胞增殖的影响。结果 从怀山药茎叶50%丙酮提取物中分离得到20个化合物,分别鉴定为1H-吲唑(1)、3-吲哚甲醛(2)、3-吲哚甲酸(3)、3-(2-羰基-丙基)-3-羟基-吲哚啉-2-酮(4)、胸腺嘧啶核苷(5)、尿嘧啶核苷(6)、3-hydroxy-3-(2-oxopropyl)-2,4-(1H,3H)-quinolinedione(7)、hematinic acid(8)、尿囊素(9)、2-乙基-3-甲基-马来酰亚胺-N-β-D-葡萄糖苷(10)、泡桐素(11)、(+)-8-羟基松脂素(12)、(+)-丁香树脂醇(13)、(-)-dihydrodehydrodiconiferyl alcohol(14)、(7R,8S)-二氢去氢二愈创木基醇-4-O-β-D-吡喃葡萄糖苷(15)、(2E,6S)-6,7-二羟基-3,7-二甲基-2-辛烯酸(16)、(2E,4S)-4-羟基-2-壬烯酸(17)、(2E,6S)-6-hydroxy-2,6-dimethyl-2,7-dienoic acid(18)、amarantholidoside IV(19)、(9Z,11E)-13-methoxy-9,11-octadecadienoic acid methyl ester(20)。化合物1、4、8、11~15、18、20在25μmol/L显著性抑制MCF-7细胞增殖,化合物1、4、8、12~14、18、20在25 μmol/L显著性抑制HepG2细胞增殖。结论 化合物1、3~5、10~12、15~20是首次从该植物中分离得到;化合物1、4、8、11~15、18、20在一定浓度显著抑制MCF-7和HepG2细胞增殖,具有潜在抗癌活性。
[Key word]
[Abstract]
Objective To investigate the chemical constituents from the stems and leaves of Dioscorea opposita. Methods The compounds were isolated and purified by various column chromatographies, and their structures were identified by physiochemical properties and spectroscopic data. The effects of the compounds on the proliferation of human breast cancer MCF-7 cells and human liver cancer HepG2 cells were investigated. Results Twenty compounds were isolated from the 50% acetone extract of the stems and leaves of D. opposita, which were identified as 1H-indazole (1), 1H-indole-3-carboxaldehyde (2), 1H-indole-3-carboxylic acid (3), 3-(2-oxopropyl)-3-hydroxy-indolin-2-one (4), thymidine (5), uridine (6), 3-hydroxy-3-(2-oxopropyl)-2,4-(1H,3H)-quinolinedione (7), hematinic acid (8), allantoin (9), 2-ethyl-3-methyl-maleimide-N-β-D-glucopyranoside (10), paulownin (11), (+)-8-hydroxypinoresinol (12), (+)-syringaresinol (13), (-)-dihydrodehydrodiconiferyl alcohol (14), (7R,8S)-dihydrodehydro-diconiferyl alcohol-4-O-β-D-glucopyranoside (15), (2E,6S)-6,7-dihydroxy-3,7-dimethyl-2-octenoic acid (16), (2E,4S)-4-hydroxy-2-nonenoic acid (17), (2E,6S)-6-hydroxy-2,6-dimethyl-2,7-dienoic acid (18), amarantholidoside IV (19), (9Z,11E)-13-methoxy-9,11-octadecadienoic acid methyl ester (20), and their effects on proliferation of MCF-7 cells and HepG2 cells were investigated. compounds 1, 4, 8, 11-15, 18, 20 at a dose of 25μmol/L inhibited the proliferation of MCF-7 cells, and compounds 1, 4, 8, 12-14, 18, 20 at a dose of 25 μmol/L inhibited the proliferation of HepG2 cells. Conclusion Compounds 1, 3-5, 10-12 and 15-20 are isolated from this plant for the first time, compounds 1, 4,8, 11-15, 18, 20 inhibited the the proliferation of MCF-7 and HepG2 cellssignificantly at certain concentration, showing protent antitumor activity.
[中图分类号]
R284.1
[基金项目]
2016年中央引导地方科技发展专项([2016]149);河南省重大科技专项(171100310500)