黑番茄（Solanum nigrum L.）甾体糖苷生物碱的分离纯化及其体外抗肿瘤活性。

Purification, antitumor activity in vitro of steroidal glycoalkaloids from black nightshade (Solanum nigrum L.).

机构信息

Department of Chemistry, College of Science, Nanjing Agricultural University, Nanjing 210095, PR China.

出版信息

Food Chem. 2013 Nov 15;141(2):1181-6. doi: 10.1016/j.foodchem.2013.03.062. Epub 2013 Mar 25.

DOI:10.1016/j.foodchem.2013.03.062

Abstract

Six steroidal glycoalkaloids (1-6) were isolated and purified from Solanum nigrum L. (SNL) by acid extraction and alkaline precipitation, various chromatographic techniques, and their structures were elucidated by spectroscopic data. Antitumor activity, structure-activity and its molecular mechanism were investigated by methyl thiazolyl tetrazolium (MTT) method, flow cytometry, colorimetric assay and an immunocytochemical method. Experimental results showed that compounds 1 (solasonine), 2 (β1-solasonine), 3 (solamargine) and 6 (solanigroside P) have cytotoxicity to MGC-803 cells. Compounds with three sugar units and a-l-rhamnopyranose at C-2 or a hydroxyl group on the steroidal backbone may be potential candidates for the treatment of gastric cancer. The mechanism of action may be related to the decrease of mutation p53, the increase of the ratio of Bax to Bcl-2 and the activation of caspase-3 to induce apoptosis.

摘要

从龙葵（Solanum nigrum L.）中通过酸提取和碱沉淀、各种色谱技术分离和纯化了六种甾体糖苷（1-6），并通过光谱数据阐明了它们的结构。采用甲基噻唑基四唑（MTT）法、流式细胞术、比色法和免疫细胞化学法研究了抗肿瘤活性、构效关系及其分子机制。实验结果表明，化合物 1（茄碱）、2（β1-茄碱）、3（龙葵碱）和 6（茄尼醇 P）对 MGC-803 细胞具有细胞毒性。具有三个糖单元和 C-2 位上的 a-l-鼠李吡喃糖或甾体骨架上的羟基的化合物可能是治疗胃癌的潜在候选药物。作用机制可能与突变 p53 的减少、Bax 与 Bcl-2 的比值增加以及 caspase-3 的激活诱导细胞凋亡有关。