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.
Publication DOI: 10.1248/cpb.23.872Journal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110003621950Publisher: Pharmaceutical Society Of Japan
Institutions: Faculty of Pharmaceutical Sciences, Kyushu University, Japan
Methods: IR, NMR, TLC, acid hydrolysis, GLC, MS, UV, methylation analysis, melting point determination, PPC
Found