Rao Guo-Wu, Hu Wei-Xiao
College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, People's Republic of China.
Bioorg Med Chem Lett. 2005 Jun 15;15(12):3174-6. doi: 10.1016/j.bmcl.2005.03.122.
Eleven compounds of 1-acyl-3,6-disubstituted phenyl-1,4-dihydro-1,2,4,5-tetrazines were prepared from 3,6-disubstituted phenyl-1,2-dihydro-1,2,4,5-tetrazines and anhydrides or acyl chlorines, and their structures were confirmed by single-crystal X-ray diffraction and the semi-empirical calculation of PM3 method. This reaction yields the 1,4-dihydro derivatives rather than the 1,2-dihydro derivatives. The central six-membered ring of these compounds has an obvious boat conformation and therefore is not homoaromatic. Their antitumor activities were evaluated in vitro by the SRB method for A-549 cell and the MTT method for P-388 cells. The results show that there is one compound which is highly effective against A-549 cells and two compounds which are highly effective against P-388 cells. Thus, this compound possesses potential antitumor activities and is worth researching further.
以3,6-二取代苯基-1,2-二氢-1,2,4,5-四嗪与酸酐或酰氯为原料，制备了11种1-酰基-3,6-二取代苯基-1,4-二氢-1,2,4,5-四嗪化合物，其结构经单晶X射线衍射和PM3方法的半经验计算得以确证。该反应生成的是1,4-二氢衍生物而非1,2-二氢衍生物。这些化合物的中心六元环具有明显的船式构象，因此不具有同芳香性。采用SRB法对A-549细胞进行体外抗肿瘤活性评价，采用MTT法对P-388细胞进行体外抗肿瘤活性评价。结果表明，有1种化合物对A-549细胞具有高效活性，有2种化合物对P-388细胞具有高效活性。因此，该化合物具有潜在的抗肿瘤活性，值得进一步研究。
