叠氮法合成谷氨酰胺类化合物及其抗肿瘤活性

Azide Method Applied in the Synthesis of Antineoplastic Active Meterials-N'-Phenyacetyl-N-Substituted Glutamine

研究发现抗癌酮 (AntineoplastonA10 )降解物中谷氨酰胺与异谷氨酰胺类衍生物显示出抗肿瘤活性。为此 ,设计并合成了一系列苯乙酰谷氨酰胺类化合物供抗肿瘤活性筛选。采用合成酰基叠氮化合物 ,再与胺类于低温下反应生成酰胺类目标化合物 ,该方法反应条件温和 ,收率好 ,而且手性中心不发生消旋化。所合成化合物结构经IR、1HNMR、MS及元素分析方法鉴定。对所合成目标化合物做抗肿瘤活性评价 ,采用MTT法对L12 10细胞进行了测试 ,初步结果显示有一定的抑制肿瘤细胞存活的作用。

The results of studies of Antineopalston A10 show it's degradation products, such as glutamines and isoglutamines, having antitumor activity. According to these, some N'-phenylacetyl-N-substituted glutamines are designed and synthesized for researching their antitumor activity. In the syntheses of these compounds, the acid azides are prepared first, which then react with amines at low temperature to transform to the target molecules. The mild reaction conditions and good yields and the optical activity maintaining are the merits of this method. Evaluation of antitumor activity of the target molecules is carried out by MTT method to L1210 cell strain. The result showes some compounds can inhibit growth of the cancer cells.