Abstract A new series of functionalized pyrano[2,3-c]pyrazoles and pyrazolo[4′,3′:5,6]pyrano [2,3-d]pyrimidines bearing a bioactive chromone ring was achieved. The methodology depended on treatment of 6-amino-4-(4-oxo-4H-chromen-3-yl)-3-phenyl-1,4-dihydropyrano [2,3-c]pyrazole-5-carbonitrile (3) with different electrophilic reagents. All the synthesized compounds were fully characterized by spectroscopic data and screened for their in vitro antioxidant activity using DPPH radical scavenging methods. A preliminary study of the structure–activity relationship revealed that the combination of pyranopyrazole skeleton with pyrimidine moiety along with NH and OH groups enhanced overall the antioxidant properties. Graphical Abstract

中文翻译：

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一些带有色酮环的新型官能化吡并[2,3-c]吡唑和吡唑并[4',3':5,6]吡并[2,3-d]嘧啶作为抗氧化剂的合成

摘要 获得了一系列带有生物活性色酮环的功能化吡喃并[2,3-c]吡唑和吡唑并[4',3':5,6]吡并[2,3-d]嘧啶。该方法取决于 6-amino-4-(4-oxo-4H-chromen-3-yl)-3-phenyl-1,4-dihydropyrano [2,3-c]pyrazole-5-carbonitrile (3) 的处理用不同的亲电试剂。所有合成的化合物都通过光谱数据进行了充分表征，并使用 DPPH 自由基清除方法筛选了它们的体外抗氧化活性。构效关系的初步研究表明，吡喃并吡唑骨架与嘧啶部分以及 NH 和 OH 基团的组合增强了整体抗氧化性能。图形概要