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人参叶和茎中的达玛烷型三萜寡糖苷及其抗炎活性。

Dammarane-type triterpene oligoglycosides from the leaves and stems of and their antiinflammatory activities.

作者信息

Li Juan, Wang Ru-Feng, Zhou Yue, Hu Hai-Jun, Yang Ying-Bo, Yang Li, Wang Zheng-Tao

机构信息

Department of Pharmacognosy, China Pharmaceutical University, Nanjing, China.

The MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM, Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, China.

出版信息

J Ginseng Res. 2019 Jul;43(3):377-384. doi: 10.1016/j.jgr.2017.11.008. Epub 2017 Dec 20.

Abstract

BACKGROUND

Inflammation is widespread in the clinical pathology and closely associated to the progress of many diseases. Triterpenoid saponins as a key group of active ingredients in (Burk.) F.H. Chen were demonstrated to show antiinflammatory effects. However, the chemical structures of saponins in the leaves and stems of (PNLS) are still not fully clear. Herein, the isolation, purification and further evaluation of the antiinflammatory activity of dammarane-type triterpenoid saponins from PNLS were conducted.

METHODS

Silica gel and reversed-phase C8 column chromatography were used. Furthermore, preparative HPLC was used as a final purification technique to obtain minor saponins with high purities. MS, NMR experiments, and chemical methods were used in the structural identifications. The antiinflammatory activities of the isolated saponins were assessed by measuring the nitric oxide production in RAW 264.7 cells stimulated by lipopolysaccharides. Real-time reverse transcription polymerase chain reaction was used to measure the gene expressions of inflammation-related gene.

RESULTS

Eight new minor dammarane-type triterpene oligoglycosides, namely notoginsenosides LK1-LK8 (1-8) were obtained from PNLS, along with seven known ones. Among the isolated saponins, gypenoside IX significantly suppressed the nitric oxide production and inflammatory cytokines including tumor necrosis factor-α, interleukin 10, interferon-inducible protein 10 and interleukin-1β.

CONCLUSION

The eight saponins may enrich and expand the chemical library of saponins in genus. Moreover, it is reported for the first time that gypenoside IX showed moderate antiinflammatory activity.

摘要

背景

炎症在临床病理学中广泛存在,并且与许多疾病的进展密切相关。三萜皂苷作为绞股蓝(Burk.)F.H. 陈中的一类关键活性成分,已被证明具有抗炎作用。然而,绞股蓝叶和茎中皂苷的化学结构仍不完全清楚。在此,对绞股蓝叶和茎中达玛烷型三萜皂苷进行了分离、纯化及抗炎活性的进一步评价。

方法

采用硅胶柱色谱和反相C8柱色谱。此外,制备型高效液相色谱作为最终纯化技术,以获得高纯度的次要皂苷。采用质谱、核磁共振实验和化学方法进行结构鉴定。通过测量脂多糖刺激的RAW 264.7细胞中一氧化氮的产生来评估分离皂苷的抗炎活性。采用实时逆转录聚合酶链反应来测量炎症相关基因的表达。

结果

从绞股蓝叶和茎中获得了8个新的次要达玛烷型三萜寡糖苷,即三七皂苷LK1-LK8(1-8),以及7个已知的皂苷。在分离出的皂苷中,绞股蓝皂苷IX显著抑制一氧化氮的产生以及包括肿瘤坏死因子-α、白细胞介素10、干扰素诱导蛋白10和白细胞介素-1β在内的炎性细胞因子。

结论

这8种皂苷可能丰富和扩展绞股蓝属皂苷的化学库。此外,首次报道绞股蓝皂苷IX具有中等程度的抗炎活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c19f/6606971/878f865ac60d/gr1.jpg

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