College of Plant Protection, Shenyang Agricultural University, No. 120 Dongling, Shenyang 110866, Liaoning, China.
Center for Research and Development of Fine Chemicals of Guizhou University, Guiyang 550025, Guizhou, China.
J Agric Food Chem. 2024 Sep 25;72(38):20783-20793. doi: 10.1021/acs.jafc.4c02767. Epub 2024 Sep 12.
Cytidine has a broad range of applications in the pharmaceutical field as an intermediate of antitumor or antiviral agent. Here, a series of new cytidine peptide compounds were synthesized using cytidine and Boc group-protected amino acids and analyzed for their antiviral activities against tobacco mosaic virus (TMV). Among these compounds, the structure of an effective antiviral cytidine peptide SN11 was characterized by H NMR, C NMR, and high-resolution mass spectrometer. The compound SN11 has a molecular formula of CHNO and is named 2-amino--(2- ((1- (3,4-dihydroxy-5-(hydroxymethyl) tetrahydrofuran-2-yl) -2-oxo-1,2-dihydropyrimidin-4-yl) amino) -2-oxyethyl) amino). The protection, inactivation, and curation activities of SN11 at a concentration of 500 μg/mL against TMV in were 82.6%, 84.2%, and 72.8%, respectively. SN11 also effectively suppressed the systemic transportation of a recombinant TMV carrying GFP reporter gene (p35S-30B:GFP) in by reducing viral accumulation to 71.3% in the upper uninoculated leaves and inhibited the systemic infection of TMV in plants. Furthermore, the results of RNA-seq showed that compound SN11 induced differential expression of genes involved in the biogenesis and function of ribosome, plant hormone signal transduction, plant pathogen interaction, and chromatin. These results validate the antiviral mechanisms of the cytidine peptide compound and provide a theoretical basis for their potential application in the management of plant virus diseases.
胞苷在制药领域作为抗肿瘤或抗病毒药物的中间体具有广泛的应用。在这里，使用胞苷和 Boc 基团保护的氨基酸合成了一系列新的胞苷肽化合物，并分析了它们对烟草花叶病毒 (TMV) 的抗病毒活性。在这些化合物中，抗病毒活性有效的胞苷肽 SN11 的结构通过 H NMR、C NMR 和高分辨率质谱进行了表征。该化合物 SN11 的分子式为 CHNO，命名为 2-氨基--(2-((1-(3,4-二羟基-5-(羟甲基)四氢呋喃-2-基)-2-氧代-1,2-二氢嘧啶-4-基)氨基)-2-氧乙基)氨基)。在浓度为 500 μg/mL 时，SN11 对 TMV 的保护、失活和治疗活性分别为 82.6%、84.2%和 72.8%。SN11 还通过将 GFP 报告基因（p35S-30B:GFP）重组 TMV 的系统运输有效抑制了 中的 GFP 报告基因（p35S-30B:GFP），使未接种叶片上部的病毒积累减少到 71.3%，并抑制了 TMV 在 植物中的系统感染。此外，RNA-seq 的结果表明，化合物 SN11 诱导了与核糖体生物发生和功能、植物激素信号转导、植物病原体相互作用和染色质相关的基因的差异表达。这些结果验证了胞苷肽化合物的抗病毒机制，并为其在植物病毒病防治中的潜在应用提供了理论依据。
