Isolation of Saponins with the Inhibitory Effect on Nitric Oxide, Prostaglandin E_2 and Tumor Necrosis Factor-α Production from Pleurospermum kamtschaticum(Pharmacognosy)

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As an attempt to search for bioactive natural products exerting antiinflammatory activity, we have isolated two saponins were isolated from the aerial portion of Pleurospermum kamtschaticum (Umbelliferae) by nitrite assay activity-directed chromatographic fractionation. They were identified as saikogenin F 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranoside} (buddlejasaponin IV, 1) and 3β, 16β, 23, 28-tetrahydroxy-11α-methoxyolean-12-ene 3-O-{β-D-glucopyranosyl(1→2)-[β-D-glucopyranosyl(1→3)]-β-D-fucopyranoside} (buddlejasaponin IVa, 2). Compound 1 significantly inhibited nitric oxide (NO) production, and it also significantly decreased prostaglandin E_2 (PGE_2) and tumor necrosis factor-α (TNF-α) release in the lipopolysaccharide (LPS)-activated macrophage Raw 264.7 cells whereas compound 2 was much less active. Saikogenin A (3) and -H (4) were obtained by hydrolyzing 1 and 2. Although these sapogenin showed strong NO inhibition, these effects were caused by the cytotoxic effect on Raw 264.7 cells. These results supported the notion that buddlejasaponin IV is a major inhibitors of NO, PGE_2 and TNF-α production in P. kamtschaticum.
社団法人日本薬学会の論文
2005-09-01