Chemical investigation of the rhizomes of Helminthostachys zeylanica led to the isolation of eight new flavonoids including six cyclized geranylflavonoids, ugonins V–X (1–3), (10R,11S)-ugonin N (4), (10R,11S)-ugonin S (5), and ugonin Y (6), as well as two quercetin glucosides, quercetin-4′-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside (7) and quercetin-3-O-β-d-glucopyranosyl-4′-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside (8). The structures of these compounds were established by spectroscopic analyses and acid hydrolysis of the sugar moiety. Among the isolated compounds, 1, 2, 5, 6, ugonins J–S (9–13), ugonstilbene A (14), and ugonin L (23) were evaluated for their anti-inflammatory activity on lipopolysaccharide-induced nitric oxide (NO) production in microglial cells. Except for 1, 5, and 13, all other compounds inhibited NO production with IC₅₀ values of 6.2–10.1 μM and were more potent than the positive control, pyrrolidine dithiocarbamate. Compounds 1, 2, 5, 6, and 10–13 were tested for antiosteoporotic activities, and ugonin K (10) exhibited the highest inhibitory activity against RANKL-induced osteoclast differentiation in RAW264.7 cells with an IC₅₀ value of 1.8 ± 0.2 μM.

中文翻译：

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抗炎和根茎类黄酮抗骨质疏松七指蕨

的根茎的化学调查七指蕨导致八个新黄酮类化合物包括6个化geranylflavonoids隔离，ugonins V-X（1 - 3），（10 - [R，11小号）-ugonin N（4），（10 - [R，11 S）-ugonin S（5）和ugonin Y（6）以及两个槲皮素葡糖苷，quercetin-4'- O - β - d -glucopyranosyl- （1→2）-β- d -glucopyranoside （7）和槲皮素-3- O - β - d-吡喃葡萄糖基-4'- O - β - d-吡喃葡萄糖基-（1→2）-β- d-吡喃葡萄糖苷（8）。通过光谱分析和糖部分的酸水解来建立这些化合物的结构。间的分离的化合物，1，2，5，6，ugonins J-S（9 - 13），ugonstilbene A（14），和ugonin L（23）中评价它们的抗炎活性在脂多糖诱导的一氧化氮（ NO）在小胶质细胞中的产生。除了1，5，和13，所有其他的化合物抑制NO的产生以IC ₅₀值6.2-10.1μM，比阳性对照吡咯烷二硫代氨基甲酸酯更有效。化合物1，2，5，6，和10 - 13为抗骨质疏松活性进行了测试，并ugonin K（10）表现出对在RAW264.7细胞中RANKL诱导的破骨细胞分化的最高抑制活性，其IC ₅₀为1.8±0.2的值微米