Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Saikosaponin Homologues from Verbascum spp. The Structures of Mulleinsaponins I-VII
Toshio MIYASEChizuru HORIKOSHISachiyo YABESetsuko MIYASAKAFarouk Rasmy MELEKGenjiro KUSANO
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1997 Volume 45 Issue 12 Pages 2029-2033

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Abstract

From the aerial parts of Verbascum (V.) sinaiticum, V. thapsiforme, V. fruticulosum and Celsia roripifoila, seven new saikosaponin homologues, called mulleinsaponins I-VII, having 13, 28-epoxy-olean-11-ene skelton were isolated together with eight known saikosaponin homologues, 3-O-β-D-fucopyranosyl saikogenin F, saikosaponn a, desrhamnosylverbascosaponin, songarosaponins C, D, mimengoside A and buddlejasaponins I, IV. The sturectures of mulleinsaponins I-VII were characterized as 3-O-β-D-glucopyranosyl-(1→3)-β-D-fucopyranosyl-6-deoxy-saikogenin F, 3-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→3)-β-D-fucopyranosyl-16-deoxysaikogenin F, 3-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→3)-β-D-fucopyranosyl-saikogenin F, 3-O-α-L-rhamno-pyranosyl-(1→4)-β-D-glucopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→2)]-β-D-fucopyranosyl-21β-hydroxysaiko-genin F, 3-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→2)]-β-D-fucopyranosyl-21β-acetoxysaikogenin F, 3-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→2)]-β-D-fucopyranosyl-16β-acetoxysaikogenin F and 3-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→2)]-β-D-fucopyranosylsaikogenin F 16-O-β-D-glucopyranoside, respectively, from chemical and spectroscopic evidence.

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© The Pharmaceutical Society of Japan
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