• Korean Journal of Pharmacognosy
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• v.53 no.1
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• pp.16-20
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• 2022

Five ent-kaurane type diterpene glycosides were isolated from the aerial parts of Inula britannica var. chinensis Regel (Compositae) through repeated column chromatography. Their chemical structures were elucidated as 16β-H-ent-kauran-19-oic acid-19-O-β-D-glucopyranoside (1), 16β-hydroxy-17-acetoxy-ent-kauran-19-oic acid-19-O-β-D-glucopyranoside (2), 16β,17-dihydroxy-ent-kauran-19-oic acid-19-O-β-D-glucopyranoside (3), 16α,17-dihydroxy-ent-kauran-19-oic acid-19-O-β-D-glucopyranoside (4) and 17-O-β-D-glucopyranosyl-16β-H-ent-kauran-19-oic acid-19-O-β-D-glucopyranoside (5), respectively, by spectroscopic analysis. Among these compounds, 1-4 were isolated for the first time from this plant.

• Korean Journal of Plant Resources
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• v.19 no.6
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• pp.660-664
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• 2006

The aerial part of Siegesbeckia pubescens (Compositae) has been used to treat rheumatoid arthritis and hypertension in the Oriental medicine. This crude drug has been used without process (SP-0) or with three times-process of steaming and drying (SP-3) or the nine times of that process (SP-9). To search for the antinociceptive anti-inflammatory components from this crude drug, activity-directed fractionation was performed on this crude drug. Since the $CHCl_3$ extract was shown to have a more potent effect than other extracts, it was subjected to silica gel & ODS column chromatography to yield two diterpene compounds (1). Compound 1 was structurally identified as ent-16 (H, 17-hydroxykauran-19-oic acid, which were tentatively named siegeskaurolic acid A. A main diterpene, siegeskaurolic acid A was tested for the antiiflammatory antinociceptive effects using both hot plate- and writhing anti-nociceptive assays and carrageenan-induced anti-inflammatory assays in mice and rats. Pretreatment with siegeskaurolic acid A (20 and 30mg/kg) significantly reduced the stretching episodes, action time of mice and carrageenan-induced edema. These results support that siegeskaurolic acid is a main diterpene responsible for antinociceptive and antiiflammatory action of S. pubescens. In addition, the assays on SP-0, SP-3 and SP-9 produced the experimental results that SP-9 had more significant effects than other two crude drugs. These results suggest that the processing on the original plant may lead to the higher pharmacological effect.