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Two New Cholestane Bisdesmosides from Reineckia carnea
Author(s) -
Zhang ZhongQuan,
Chen JianChao,
Zhou Lin,
Qiu MingHua
Publication year - 2007
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200790063
Subject(s) - chemistry , cholestane , aglycone , stereochemistry , ene reaction , spectral analysis , glycoside , spectroscopy , physics , quantum mechanics
Three cholestane bisdesmosides, together with the corresponding aglycone, were isolated from the whole plant of Reineckia carnea. By detailed analysis of the 1D‐ and 2D‐NMR spectra, chemical methods, and comparison with spectral data of known compounds, the structures were determined to be (1 β ,3 β ,16 β ,22 S )‐cholest‐5‐ene‐1,3,16,22‐tetrol ( 1 ), (1 β ,3 β ,16 β ,22 S )‐cholest‐5‐ene‐1,3,16,22‐tetrol 1,16‐di( β ‐ D ‐glucopyranoside) ( 2 ), (1 β ,3 β ,16 β ,22 S )‐cholest‐5‐ene‐1,3,16,22‐tetrol 1‐[ O ‐ α ‐ L ‐rhamnopyranosyl‐(1→2)‐ β ‐ D ‐glucopyranoside] 16‐( β ‐ D ‐glucopyranoside) ( 3 ), (1 β ,3 β ,16 β ,22 S )‐cholest‐5‐ene‐1,3,16,22‐tetrol 1‐( β ‐ D ‐glucopyranoside) 16‐(3‐ O ‐acetyl‐ β ‐ D ‐glucopyranoside) ( 4 ). Compounds 3 and 4 appeared to be new compounds, while compound 1 was isolated for the first from a natural source. Compound 2 was isolated from the genus Reineckia for the first time.