Diversity-oriented synthesis of novel sulfonated piperazine derivatives endowing dual biological activities
作者:Azim Ziyaei Halimehjani、Sahar Bayat、Seyyed Emad Hooshmand、Gholamhossein Tondro、Hamid Reza Moradi、Jafar Jalaei
DOI:10.1016/j.molstruc.2024.138263
日期:2024.8
diversity-oriented synthesis of sulfonated piperazine derivatives containing dithiocarbamates, thiol and azide functional groups was developed via DABCO CN bond cleavage. In this synthetic strategy, quaternized DABCO salts were synthesized using sultones and reacted with various nucleophiles namely dithiocarbamates, thiols and sodium azide to afford the target functionalized sulfonated piperazines derivatives in moderate
通过DABCO CN键断裂,开发了一种无催化剂合成路线,用于多样性导向合成含有二硫代氨基甲酸酯、硫醇和叠氮化物官能团的磺化哌嗪衍生物。在该合成策略中,使用磺内酯合成季铵化 DABCO 盐,并与各种亲核试剂(即二硫代氨基甲酸酯、硫醇和叠氮化钠)反应,以中等至优异的产率提供目标官能化磺化哌嗪衍生物。这是第一篇关于使用磺内酯作为 DABCO 键断裂活化剂的报道。最后,通过圆盘融合和微量稀释方法检测,随后的产品对革兰氏阳性和革兰氏阴性细菌(如 和 )显示出可接受的抗菌活性。更重要的是,一些有保证的产品同时表现出对神经胶质瘤的作用,但对哺乳动物细胞的杀伤作用可以忽略不计。