Ipomoea muricata (L.) Jacq. seeds (Convolvulaceae) are used as a traditional laxative and carminative medicine. Muricatins XIV (1), XV (2), XVI (3), and XVII (4), were isolated from I. muricata seeds as four new resin glycosides, along with seven known compounds, three of which were isolated for the first time as natural products; their structures were determined using MS and NMR spectroscopy. Compounds 1–4 are macrolactones (jalapins); the sugar moieties of 1, 2, and 4 are partially acylated with 2S-methylbutyric acid, while that of 3 is esterified with 2S-methylbutyric and 2S-methyl-3S-hydroxybutyric acids. In addition, the antiviral activities of the seven compounds obtained in this study, together with five known compounds obtained in our previous study into resin glycosides from I. muricata seeds, were evaluated against herpes simplex virus type 1 (HSV-1); their cytotoxicities against HL-60 human promyelocytic leukemia cells were also investigated. All examined jalapins exhibited similar or slightly weaker anti-HSV-1 activities than acyclovir, the positive control; however, the glycosidic acid of 4 was inactive, while its methyl ester was weakly active. On the other hand, cytotoxicity testing against HL-60 cells showed similar results to those observed during anti-HSV-1 activity testing, with the exception that one jalapin was less active.

Graphical Abstract

中文翻译：

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来自 Ipomoea muricata 种子的四种新树脂苷：muricatins XIV–XVII

番薯(L.) Jacq。种子（旋花科）用作传统的泻药和驱风药。Muricatins XIV ( 1 )、XV ( 2 )、XVI ( 3 ) 和 XVII ( 4 ) 是从I. muricata种子中分离出来的四种新树脂糖苷，以及七种已知化合物，其中三种是首次分离作为天然产品；使用 MS 和 NMR 光谱确定了它们的结构。化合物1 – 4是大环内酯（jalapins）；1、2和4的糖部分被2S-甲基丁酸部分酰化，而3的糖部分被2S-甲基丁酸和2S-甲基-3S-羟基丁酸酯化。此外，还评估了本研究中获得的 7 种化合物以及我们之前对I. muricata种子树脂苷的研究中获得的 5 种已知化合物针对 1 型单纯疱疹病毒 (HSV-1) 的抗病毒活性；还研究了它们对 HL-60 人类早幼粒细胞白血病细胞的细胞毒性。所有检查的jalapins都表现出与阳性对照阿昔洛韦相似或稍弱的抗HSV-1活性；然而， 4的糖苷酸无活性，而其甲酯则有弱活性。另一方面，针对 HL-60 细胞的细胞毒性测试显示出与抗 HSV-1 活性测试中观察到的结果相似的结果，但其中一个 jalapin 的活性较低。

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