目的 研究茄科枸杞属植物宁夏枸杞Lycium barbarum种子中苯丙素类以及含氮类的化学成分，考察枸杞籽化学成分的抗肿瘤作用。方法 系统应用硅胶、十八烷基硅烷键合硅胶、高效液相，薄层色谱（Silica gel、ODS及HPLC、TLC）等方法进行分离纯化，使用紫外、红外、核磁共振、质谱（UV、IR、NMR、MS）等光谱、波谱学手段进行结构鉴定，采用MTT法评价化合物对小鼠乳腺癌4T1细胞、人肺腺癌H1299细胞、人肝癌HepG2细胞、人结肠癌RKO细胞的抑制作用。结果 自宁夏枸杞籽75%乙醇提取物中分离并鉴定了12个苯丙素类化合物以及8个含氮类化合物，分别鉴定为顺式阿魏酰酪胺（1）、反式阿魏酰酪胺（2）、川楝素D（3）、木黄酮（4）、异莨菪亭（5）、焦谷氨酸正丁酯（6）、丁基-2-吡咯烷酮-5-羧酸酯（7）、(−)-丁香脂素（8）、β-羟基丙烯香豆酮（9）、ω-hydroxypropioguaiacone（10）、7-(3-ethoxy-5-methoxyphenyl) propane-7,8,9-triol（11）、7-O-ethylguaiacylglycerol（12）、(2S,3S)-枸杞酰胺D（13）、1-(β-D-核糖呋喃糖基)-1H-1,2,4-三唑（14）、东莨菪素（15）、对香豆酸（16）、尿苷（17）、1-O-香豆酰基-β-D-葡萄糖吡喃糖（18）、(＋)-丁香脂素（19）、反式对羟基苯乙基阿魏酸酯（20）；MTT体外实验表明，化合物半数抑制浓度（median inhibition concentration，IC₅₀）值在2.99～43.80µmol/L，显示出不同程度的抗肿瘤活性。结论 化合物4、6、9、11、12、14、18为首次从茄科植物中分离得到，化合物3、7、10首次从枸杞属植物中分离得到。体外MTT实验表明，化合物10、13、14、16、19对4T1细胞具有抑制作用，1～4、6、7、13、14、18、19对H1299细胞具有抗增殖活性，化合物3、11、12、15对HepG2细胞具有抑制作用，化合物1、3～5、11、12、14、15、17、18、20对RKO细胞具有抗增殖活性。

Objective To investigate the phenylpropanoid and nitrogen-containing chemical components in the seeds of Lycium barbarum L. and evaluate the anti-tumor effects of these chemical components. Methods Silica gel, octadecylsilane-bonded silica gel, high-performance liquid chromatography (HPLC), and thin-layer chromatography (TLC) were systematically used for separation and purification. Ultraviolet (UV), infrared (IR), nuclear magnetic resonance (NMR), and mass spectrometry (MS) were employed for structural identification of the compounds. The MTT assay was applied to assess the inhibitory effects of the compounds on four types of tumor cells: mouse breast cancer cells (4T1), human lung adenocarcinoma cells (H1299), human hepatocellular carcinoma cells (HepG2), and human colon cancer cells (RKO). Results A total of 12 phenylpropanoid compounds and 8 nitrogen-containing compounds were isolated and identified from the 75% ethanol extract of Lycium barbarum L. seeds. These compounds were identified as follows: N-cis-feruloyltyramine (1), N-trans-feruloyltyramine (2), meliasendanin D (3), xylogranatinin (4), isoscopoletin (5), n-butyl pyroglutamate (6), butyl-2-pyrrolidinone-5-carboxylate (7), (−)-syringaresinol (8), β-hydroxypropenocoumarone (9), ω-hydroxypropioguaiacone (10), 7-(3-ethoxy-5-methoxyphenyl)propane-7,8,9-triol (11), 7-O-ethylguaiacylglycerol (12), (2S,3S)-lyciumamide D (13), 1-(β-D-ribofuranosyl)-1H-1,2,4-triazole (14), scopoletin (15), p-coumaric acid (16), uridine (17), 1-O-coumaroyl-β-D-glucopyranose (18), (＋)-syringaresinol (19), and trans-p-hydroxyphenethyl ferulate (20). In vitro MTT experiments showed that most compounds exhibited varying degrees of anti-tumor activity with IC₅₀ values ranging from 2.99 to 43.80 µmol/L. Conclusion Compounds 4, 6, 9, 11, 12, 14, 18 were isolated from Solanaceae plants for the first time, and compounds 3, 7, 10 were isolated from the genus Lycium for the first time. According to the in vitro MTT assay results: compounds 10, 13, 14, 16, and 19 showed inhibitory effects on 4T1 cells; compounds 1—4, 6, 7, 13, 14, 18, and 19 exhibited anti-proliferative activity against H1299 cells; compounds 3, 11, 12, and 15 inhibited HepG2 cells; and compounds 1, 3—5, 11, 12, 14, 15, 17, 18, and 20 displayed anti-proliferative activity against RKO cells.

R284.1

国家中医药管理局中医药传承与创新“百千万”人才工程-岐黄工程首席科学家支持项目（国中医药人教函[2021]7号）；2022年全国名老中医药专家传承工作室建设项目（国中医药人教函[2022]75号）；第七批全国老中医药专家学术经验继承工作项目（国中医药人教函[2022]76号）