Four new cholestane glycosides, nemed abutilosides D (1), E (2), F (3) and G (4), were isolated from the fresh roots of Solanum abutiloides. By chemical and spectroscopic evidence, their structures were elucidated as 26-O-β-D-glucopyranosyl 3β, 16α, 26-trihydroxy-5α-cholestan-22-one 3-O-β-D-xylopyranosyl-(1→2)-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranoside and its desxylosyl compound (1 and 3, respectively), 26-O-β-D-glucopyranosyl 3β, 16α, 26-trihydroxycholest-5-en-22-one 3-O-β-D-xylopyranosyl-(1→2)-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranoside and its desxylosyl compound (2 and 4, respectively). These compounds were regarded as precursors of a dormantinone type compound on a hypothetical pathway of steroid biogenesis.
biogenesis, Solanum abutiloides, cholestane glycoside, abutiloside
NCBI PubMed ID: 10783078Publication DOI: 10.1248/cpb.48.556Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Correspondence: yoshimt@kyukyo-u.ac.jp
Institutions: Faculty of Pharmaceutical Sciences, Kumamoto University, Kumamoto, Japan, Faculty of Engineering, Kyusyu Kyoritsu University, Kitakyushu, Japan
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, enzymatic hydrolysis, acid hydrolysis, HPLC, optical rotation measurement, HR-FAB-MS
Found