Department of Chemistry, Faculty of Science, Silpakorn University, Nakorn Pathom 73000, Thailand.
Department of Chemistry, Faculty of Liberal Arts and Science, Kasetsart University, Kamphaengsaen Campus, Nakorn Pathom 73140, Thailand.
Molecules. 2022 Jun 29;27(13):4200. doi: 10.3390/molecules27134200.
2,5-Diketopiperazine derivatives, consisting of benzylidene and alkylidene substituents at 3 and 6 positions, have been considered as a core structure for their antiviral activities. Herein, the novel -substituted 2,5-Diketopiperazine derivatives were successfully prepared and their antiviral activities against influenza virus were evaluated by monitoring viral propagation in embryonated chicken eggs. It was found that (3,6)-3-benzylidene-6-(2-methyl propylidene)-4-substituted-2,5-Diketopiperazines (), (3,6)-3-benzylidene-6-(2-methylpropyli dene)-1-(1-ethyl pyrrolidine)-2,5-Diketopiperazine (), and Lansai-C exhibited negative results in influenza virus propagation at a concentration of 25 µg/mL. Additionally, molecular docking study revealed that - and bound in 430-cavity of neuraminidase from H5N2 avian influenza virus and the synthesized derivatives also strongly interacted with the key amino acid residues, including Arg371, Pro326, Ile427, and Thr439.
2,5-二酮哌嗪衍生物，在 3 位和 6 位具有亚苄基和亚烷基取代基，因其抗病毒活性而被视为核心结构。本文成功制备了新型取代的 2,5-二酮哌嗪衍生物，并通过在鸡胚中监测病毒繁殖来评估它们对流感病毒的抗病毒活性。结果发现，（3,6）-3-亚苄基-6-（2-甲基丙基）-4-取代-2,5-二酮哌嗪（）、（3,6）-3-亚苄基-6-（2-甲基丙基）-1-（1-乙基吡咯烷）-2,5-二酮哌嗪（）和 Lansai-C 在 25 µg/mL 浓度下对流感病毒的繁殖呈阴性结果。此外，分子对接研究表明-和-与 H5N2 禽流感病毒神经氨酸酶的 430 腔结合，所合成的衍生物也与关键的氨基酸残基（包括 Arg371、Pro326、Ile427 和 Thr439）强烈相互作用。
