Tetrasaccharide Resin Glycosides with Nitric Oxide Production Inhibitory Activity from Cuscuta campestris

IF 3.6 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2025-09-09 DOI:10.1021/acs.jnatprod.5c00713

Jae Sang Han, , , Jun Gu Kim, , , Yong Beom Cho, , , Joon Su Jang, , , Vu Quan Dang, , , Dongho Lee, , , Mi Kyeong Lee, , , Jin Woo Lee, , and , Bang Yeon Hwang*,

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引用次数: 0

Abstract

LC-HRMS/MS-based molecular-network-guided chemical investigation of Cuscuta campestris led to the isolation of seven undescribed tetrasaccharide-type resin glycosides (1–7). Their structures were elucidated using 1D and 2D NMR and HRESIMS analysis. Isolated resin glycosides were comprised of d-glucose, d-fucose, d-quinovose, and l-rhamnose, and these monosaccharides were partially acylated with acetyl, isobutyryl, n-hexanoyl, and niloyl organic acids. The absolute configuration of aglycones were determined as S-configuration using Mosher’s method after acid hydrolysis of resin glycoside fraction. All compounds were evaluated for their inhibitory activity against the production of nitric oxide in RAW 264.7 cells. Compounds 2 and 3 exhibited inhibitory activity, with IC₅₀ values of 14.3 and 10.4 μM, respectively.

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菟丝子四糖树脂苷对一氧化氮生成抑制活性的研究。

基于LC-HRMS/ ms的分子网络引导化学研究获得了7个未描述的四糖型树脂苷（1-7）。它们的结构通过一维和二维核磁共振和hresms分析进行了鉴定。分离的树脂糖苷由d-葡萄糖、d-焦糖、d-藜糖和l-鼠李糖组成，这些单糖与乙酰、异丁基、正己醇和niloyl有机酸部分酰化。树脂苷部分酸水解后，用Mosher法确定苷元的绝对构型为s构型。所有化合物对RAW 264.7细胞一氧化氮生成的抑制活性进行了评估。化合物2和3的IC50值分别为14.3和10.4 μM。

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来源期刊

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.