N-(茄呢基哌嗪烷基)蒽甲胺的合成及其与DNA作用的研究

以茄呢醇为原料合成了两个新的N-(茄呢基哌嗪烷基)蒽甲胺类三胺化合物，其结构均经1H NMR，IR，MS，元素分析等方法确证，初步的体外生理活性测试表明两个化合物对L1210(淋巴性白血病细胞)的IC₅₀(抑制浓度)分别为4.3和3.1 μmol。用紫外光谱、荧光光谱研究了N-(茄呢基哌嗪丁基)-9-蒽甲胺(4b)与DNA的相互作用方式，并与N1-(4-丁胺基)-N4-(9-蒽甲基)-1,4-丁二胺(5)与DNA相互作用的光谱进行了对比。实验结果表明，化合物4b对DNA-EB体系产生荧光增色作用而5对DNA-EB体系则产生荧光猝灭作用，但DNA对两种化合物作用的荧光光谱均表现出荧光猝灭现象。推测结构中含有茄呢基长链及两个叔氮原子的化合物4b与DNA可能仅是静电结合或分子部分嵌入DNA,而化合物5与DNA的作用表现为典型的嵌入式作用。

Synthesis of N-( Solanesylpiperazine-Alkyl )-9-Anthracenemethylamines and Its Interaction with DNA

Two novel N-solanesylpiperazine triamines (4a, 4b) were synthesized and their structures were characterized by 1H NMR, IR, MS, and elemental analysis. The preliminary in vitro tests revealed that the IC50 values of compound 4a and 4b on L1210 were 4.3 and 3.1 micromol respectively. The interaction of 4b with DNA was also investigated via UV and FL spectra with N1-(4-aminobutyl)-N4-(9-anthracenylmethyl) butane-1,4-diamine (5) as the reference compound. The results revealed that compound 5 could quench the fluorescence of DNA-EB system, while compound 4b had the opposite function. Further tests proved that the fluorescence of compound 5 and 4b could be both quenched by DNA. It was speculated that compound 4b, with the long chain and two tertiary nitrogens, interacted with DNA by the static attraction or was partially embedded into DNA, while compound 5 was typically inserted into DNA.