N^2-(p-甲基苯磺酰)-L-谷氨酰胺的晶体结构测定

Crystal Structure of N^2-(p-Toluenesulfonyl)-L-GIutamine

谷氨酰胺衍生物抗瘤酮A10（3-苯乙酰胺基-2,6-哌啶二酮）是从人尿、血液中分离出来的天然广谱性抗肿瘤活性化合物,无明显毒副作用,目前正进行Ⅱ期临床研究.其抗肿瘤的有效成分被认为是它的2个水解产物苯乙酰谷氨酰胶和苯乙酰异谷氨酰胺。De和Pal曾对抗瘤酮A10的类似物如3-对甲苯磺酰胺基-2,6-哌啶二酮等做过抗艾氏腹水癌活性评价,探讨了构效关系.但未见这些化合物的空间结构和电子结构方面的报道.我们合成了抗艾氏腹水癌活性较高的化合物3-对甲苯磷酰胺基-2,6-哌啶二酮的水解产物——对甲苯磺酰谷氨酰胺,并测定了其晶体结构。为进一步研究其分子结构与抗肿瘤活性的关系提供结构数据。

The title compound, an analogue of hydrolysate of antineoplaston A10(3-phenylacety-lamino-2,6-piperidinedione) was prepared by the condensation of L-glutamine and p-toluenesul-fonic chloride. Its crystal structure was studied by X-ray diffraction analysis. Molecular formula C12H16N2O5S, Mr = 300. 31. Space group P21, α=1. 2784(4) nm, 6=0. 5240(1) nm, c = 2.1356(4) nm; α=89. 96(2)°, β=93. 28(2)°,γ=90. 02(2)°; V= 1.4264 nm3, Z=4, Dc = 1. 398 g/cm3, R=0. 042. In the crystal, two molecules form a dimer with two hydrogen bonds.