Tautomeric cinnamoylphloroglucinol-monoterpene adducts from Cleistocalyx operculatus and their antiviral activities.
Tautomeric cinnamoylphloroglucinol-monoterpene adducts from Cleistocalyx operculatus and their antiviral activities.
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DOI：
10.1080/10286020.2023.2288290
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发表时间：
2024-01
影响因子：
1.7
通讯作者：
Jian-Guo Song;Jia-Xin Liu;Rui-Li Huang;Wei Tang;Xiao‐Jun Huang;Ying Wang;Wen-Cai Ye
中科院分区：
文献类型：
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作者：
Jian-Guo Song;Jia-Xin Liu;Rui-Li Huang;Wei Tang;Xiao‐Jun Huang;Ying Wang;Wen-Cai Ye
摘要 以特征烯醇质子信号为探针，以 1H NMR 波谱实验为指导，从 Cleistocalyx operculatus 芽中分离得到三对新的互变异构体肉桂酰间苯三酚-单萜加合物 (1-3)。通过光谱分析、改进的Mosher方法和量子化学电子圆二色性计算建立了它们的绝对构型结构。化合物 1-3 代表一类新型肉桂酰间苯三酚-单萜加合物，其特征在于 2,2,4-三甲基-肉桂基-β-三酮和修饰的线性单萜基序之间存在不寻常的 C-4-C-1' 连接。值得注意的是，化合物 1-3 对呼吸道合胞病毒 (RSV) 表现出显着的体外抗病毒活性。
Abstract Guided by 1H NMR spectroscopic experiments using the characteristic enol proton signals as probes, three pairs of new tautomeric cinnamoylphloroglucinol-monoterpene adducts (1–3) were isolated from the buds of Cleistocalyx operculatus. Their structures with absolute configurations were established by spectroscopic analysis, modified Mosher’s method, and quantum chemical electronic circular dichroism calculation. Compounds 1–3 represent a novel class of cinnamoylphloroglucinol-monoterpene adducts featuring an unusual C-4–C-1′ linkage between 2,2,4-trimethyl-cinnamyl-β-triketone and modified linear monoterpenoid motifs. Notably, compounds 1–3 exhibited significant in vitro antiviral activity against respiratory syncytial virus (RSV).