Steroid saponins and sapogenins of underground parts ofTrillium kantschaticum Pall. II. Pennogenin- and kryptogenin 3-O-glycosides and related compounds.

Of twelve compounds so far isolated from the underground parts of Trillium kamtschaticum PALL., eight steroid saponins, Ta, Td, Tb, Tc, Tg, Te, Tk and Tf, were characterized, respectively, as follows : prosapogenin A (VII) of dioscin, mp 242-246° (decomp.), [α]D- 108.3° ; a furostanol bisglycoside (VIII) corresponding to VII, mp 265-271°(decomp.), [α]D -83.1°; pennogenin 3-O-α-L-rha. pyr-(1→2)-β-D-glc·pyranoside (X), mp 273-276°(decomp.), [α]D -117.8° ; pennogenin 3-O-β-chacotrioside (XI), mp 297-299°(decomp.), [α]D -126.7° ; pennogenin 3-O-α-L-rha·pyr-(1→4)-[α-L-rha·pyr-(1→2)]-β-D-glc·pyranoside (XII), mp 224-228° (decomp.), [α]D -136° ; the proto-type compound (XIX) of X, mp 275-280°(decomp.), [α]D -84.6° ; kryptogenin 3-O-β-D-glc·pyranoside (XXIII), mp 238-241° (decomp.), [α]D -129.4° ; 26-O-β-D-glc·pyr-17 (20)-dehydrokryptogenin 3-O-α-L-rha·pyr-(1→2)-β-D-glc·pyranoside (XXIV), mp 265-268° (decomp.), [α]D -80.1°. X, XI and XII are the first pennogenin glycosides ever reported and XXIII has never been isolated either. Marker's "nolonin" (VI) was presumed to be a furostanol 3, 26-O-bisglycoside such as XIX corresponding to X, and the structures of nologenin (V) and VI were supposed to be represented as V' and VI', respectively. XXIV was regarded as an artefact yielded from XIX during chromatography over silica gel.