β-咔啉-3-羧酸酯二聚体的合成及体外抗肿瘤活性研究 - 兰州大学.pdf

兰州大学学报: 自然科学版, 2016, 52(6) / 12 月 Journal of Lanzhou University ：Natural Sciences，2016 ，52(6) / December β-咔啉-3-羧酸酯二聚体的合成及体外抗肿瘤 活性研究 秦文娟, 谷红玲, 马瑞月, 杜宏涛, 王俊儒 西北农林科技大学 理学院, 陕西 杨凌 712100 摘 要：以L-色氨酸为原料, 经Pictet-Spengler 、酯化、氧化等反应合成16个β-咔啉-3-羧酸酯二聚体 1 13 化合物, 其中14个为新化合物. 化合物结构经 H NMR 、C NMR、ESI-MS 确认. 利用MTT 法测试 其体外抗肿瘤活性, 结果表明β-咔啉-3-羧酸二聚化能明显提高其抑制肿瘤细胞的活性, 且以戊烷链 连接的二聚体活性最好. 关键词：β-咔啉; 二聚体; 抗肿瘤活性 中图分类号：O621.3 文献标识码：A 文章编号: 0455-2059(2016)06-0844-06 DOI: 10.13885/j.issn.0455-2059.2016.06.019 Synthesis and antitumor activity in vitro of β-carboline-3-carboxylate esterdimers Qin Wen-juan, Gu Hong-ling, Ma Rui-yue, Du Hong-tao, Wang Jun-ru College of Science, Northwest Agriculture and Forestry University, Yangling 712100, Shaanxi, China Abstract: Sixteen β-carboline-3-carboxylate ester dimmers (including fourteen new compounds) were synthe- sized from L-tryptophan via Pictet-Spengler esterification and oxidation reaction and their structure were con- 1 13 firmed by H NMR, C NMR, ESI-MS. Their antitumor activity in vitro was determined by MTT assay. The re- sults showed that the dimerization of β-carboline-3-carboxylic acid played an important role in increasing the antitumor activities. In particular, the dimers with the pentane chain linked were the best. Key words: β-carboline; dimer; antitumor activity β- 咔啉化合物是一大类广泛分布于自然界 异构酶 Ⅰ是其发挥显著抗肿瘤活性的潜在机 [8-9] 的吲哚生物碱, 具有多种生物活性, 如调节中枢 制 . [1] [2] [3] [10] 神经系统 、调节心血管系统 、杀菌 、抗肿 Destevens 等 意外合成一个β-咔啉