Two new dammarane-type triterpene saponins from Korean red ginseng and their anti-inflammatory effects

• Published in: Bioorganic & medicinal chemistry letters Vol. 27; no. 23; pp. 5149 - 5153
• Main Authors: Vinh, Le Ba, Lee, Yunjeong, Han, Yoo Kyong, Kang, Jong Seong, Park, Jung Up, Kim, Young Ran, Yang, Seo Young, Kim, Young Ho
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.12.2017; Elsevier
• Subjects: 20R-Ginsenoside Rh1 6′-acetate; 6-O-β-d-Glucopyranosyl-20R-protopanaxadiol-3-one; Animals; Anti-Inflammatory Agents - chemistry; Anti-Inflammatory Agents - isolation & purification; Anti-Inflammatory Agents - pharmacology; Anti-inflammatory effect; Chemistry; Chemistry, Medicinal; Chemistry, Organic; Chemokines - metabolism; Cyclooxygenase 2 - genetics; Cyclooxygenase 2 - metabolism; Cytokines - metabolism; Dammaranes; Gene Expression - drug effects; Korean red ginseng; Life Sciences & Biomedicine; Lipopolysaccharides - toxicity; Macrophages - cytology; Macrophages - drug effects; Macrophages - metabolism; Magnetic Resonance Spectroscopy; Mice; Molecular Conformation; Nitric Oxide Synthase Type II - genetics; Nitric Oxide Synthase Type II - metabolism; Panax - chemistry; Panax - metabolism; Pharmacology & Pharmacy; Physical Sciences; RAW 264.7 Cells; Republic of Korea; Saponins - chemistry; Saponins - isolation & purification; Saponins - pharmacology; Science & Technology; Triterpenes - chemistry; Anti-inflammatory effect; 20R-Ginsenoside Rh1 6′-acetate; 6-O-β-d-Glucopyranosyl-20R-protopanaxadiol-3-one; Korean red ginseng; CELLS; PANAX-GINSENG; NITRIC-OXIDE SYNTHASE; LEAVES; 6-O-beta-D-Glucopyranosyl-20R-protopanaxadiol-3-one; B TRANSCRIPTIONAL ACTIVITY; INHIBITION; 20R-Ginsenoside Rh1 6'-acetate; INFLAMMATION; GINSENOSIDES; BINDING; CONSTITUENTS
• ISSN: 0960-894X; 1464-3405; 1464-3405
• DOI: 10.1016/j.bmcl.2017.10.058

[Display omitted] Panax ginseng has been the subject of extensive research on potential medicinal materials. The goal of this study was search the chemical constituents and biological activities of processed Panax ginseng, Korean red ginseng. Our efforts led to the isolation eleven compounds (1–11) including two new compounds 1 and 2 from Korean red ginseng using various chromatographic techniques. Chemical structures of isolated compounds were demonstrated by spectroscopic methods (1D-, 2D-NMR, and HR-ESI-MS). The anti-inflammatory effects of the compounds were investigated by inhibiting IL-6 and TNF-α secretion in LPS-activated RAW264.7 cells. Additionally, the effects of the compounds on the expression of COX-2 and iNOS were examined by Western blotting. Compound 1 significantly reduced the level of proinflammatory cytokines IL-6 and TNF-α secretion in LPS-activated RAW264.7 cells and the expression of COX-2 and iNOS inflammatory enzymes in the cells. These results suggested that compound 1, a new ginsenoside might useful in treatment of inflammation.