ABSTRACT

A facile and versatile procedure for the synthesis of novel functionalised 10-(1H-indol-3-yl)acenaphtho[1,2-d]pyrimidin-8-amine (compound 4) has been described. The novel intermediate enone (3) and pyrimidine derivatives (4) were characterised by using FT-IR, NMR and MS. Moreover, the photophysical properties of compound 4 and its interaction with HSA (Human Serum Albumin) have been investigated by means of photometric and fluorimetric titration. Compound 4 showed the increase in fluorescence and hypsochromic shift of its maximum upon the addition of HSA that interaction is supported by molecular docking. Overall, Compound 4 has promising affinity towards HSA which was not previously reported for any fused acenaphtenone–pyrimidine hybrid analogues.

摘要

已经描述了一种用于合成新型功能化 10-(1H-indol-3-yl)acenaphtho[1,2 - d ]pyrimidin-8-amine（化合物4）的简便且通用的方法。采用FT-IR、NMR和MS对新型中间体烯酮( 3 )和嘧啶衍生物( 4 )进行了表征。此外，化合物4的光物理性质及其与 HSA（人血清白蛋白）的相互作用已通过光度和荧光滴定法进行了研究。化合物4在添加 HSA 后显示其最大值的荧光和深色位移的增加，分子对接支持相互作用。总体而言，化合物4对 HSA 有很好的亲和力，以前没有报道过任何融合的苊酮 - 嘧啶杂合类似物。