苯磺酰萘胺类化合物的合成、结构、活性和量子化学计算

Synthesis,Characterization,Inhibit Activities and Quantum Chemistry Calculation of Benzsulfonaphythylamines

合成了对甲苯磺酰 -α萘胺 (A)和对甲苯磺酰 -β萘胺 (B)一对同分异构体 ,用红外光谱、紫外光谱和多晶 X-射线粉末衍射方法进行了结构表征 ,并利用 AM1程序进行了量子化学计算。IR测定结果表明化合物 (A)中 N- H振动的伸缩频率 (νN- H)比化合物 (B)高出 40～ 5 0 cm- 1 ,且其 UV中 n→π跃迁的 R带向长波方向移动 ,并与 B带合并成一宽带 ,与化合物 (B)相区别。X-射线粉末衍射物相分析的结果又进一步证实了化合物 (A)和 (B)是两种完全不同的物相。采用半离体生物测试方法测定了苯磺酰萘胺类抑制油菜胚根生长的活性数据 ,发现对甲苯磺酰 - β萘胺 (B)有一定的生物活性 ,与量子化学计算结果相吻合。

A pair of p methylbenzsulfo α naphthyamine and p methylbenzsulfo β naphthyamine isomers have been synthesized. IR, UV and powder X ray diffraction analyses have characterized the structures, the quantum chemistry calculation has been performed using AM1 program. The results of IR determination suggest that the N-H vibration frequency of (A) is 40~50cm -1 higher than that of (B). The UV results show R band of (A) with n~π transition moved toward length wave and combined with B band into a wide one, which is different from (B). The results of X ray diffraction analyses further proved that compounds (A) and (B) are of two different phases. The biological activities inhibiting rape growing (IC 50) have been determined, and find compound (B) has certain biological activity, which coincides with sequences of quantum chemistry calculation.