Saikosaponin Homologues from Clinopodium spp. The Structures of Clinoposaponins XII-XX.

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  • Saikosaponin Homologues from Clinopodiu

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Abstract

Nine new saikosaponin homologues, called clinoposaponins XII-XX, were isolated from the aerial parts of Clinopodium vulgare, C. chinense and C. chinense var. parviflorum together with nine known saikosaponin homologues. On the basis of spectral and chemical evidence, the structures of clinoposaponins XII-XX were determined to be 3-O-[β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl]saikogenin F, 3-O-β-D-fucopyranosyl-21β-hydroxysaikogenin F, 3-O-[β-D-glucopyranosyl-(1→3)-β-D-fucopyranosyl]-21β-hydroxysaikogenin F, 3-O-[β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl]saikogenin F, 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranosyl}-21β-hydroxysaikogenin F, 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranosyl}-23-oxosaikogenin E, 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranosyl}-16-ketosaikogenin F, 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranosyl}-30-hydroxysaikogenin F, 3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranosyl}-30-oxo-saikogenin F, respectively. The known saponins were assigned to be clinoposaponins III, V, IX, X, XI, buddlejasaponins I, IV, 3-O-β-D-fucopyranosylsaikogenin F and saikosaponin a.

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