在K 2 S 2 O 8存在下由2-萘酚与1,2-二氨基苯的反应合成吩嗪衍生物在AcOH和水中,通过从2-萘酚的自偶联中间形成1,2-萘醌,然后在一个锅中缩合1,2-二氨基苯而形成。本反应与各种取代的2-萘酚以及取代的1,2-二氨基苯相容,从而以良好或优异的收率获得了各种取代的吩嗪衍生物。在不对称取代的1,2-二氨基苯的情况下,该反应是高度区域选择性的,以提供单个区域异构的吩嗪化合物。反应条件也温和且不含金属,还使用了绿色溶剂,例如AcOH和水。吩嗪衍生物是一类重要的杂环,同时存在于天然和合成化合物中,这些化合物显示出许多生物活性,并且还存在于许多重要的染料中。与此同时,我们还显示出我们对抗菌,消炎活性和分子对接研究的兴趣。重要的是要注意,吩嗪衍生物表现出出色的抗菌和抗炎活性。 图形摘要
A New Class of Phenazines with Activity against a Chloroquine Resistant <i>Plasmodium falciparum</i> Strain and Antimicrobial Activity
作者:Hidayat Hussain、Sabine Specht、Salem R. Sarite、Michael Saeftel、Achim Hoerauf、Barbara Schulz、Karsten Krohn
DOI:10.1021/jm200302d
日期:2011.7.14
New phenazines were synthesized by oxygenation of 1- and 2-naphthol with transition metal peroxo complexes and in situ reaction with 1,2-diamines. The title compounds were evaluated for in vitro antimalarial activity against Plasmodium falciparum and chloroquine-resistant strains. Phenazines 12, 27, and 28 were most prominent in growth inhibition. In vivo protection against cerebral malaria was observed with the phenazines 11, 12, 20, and 27, whereas partial protection was provided by 19.