Two New Cholestane Bisdesmosides from Reineckia carnea

✍ Scribed by Zhong-Quan Zhang; Jian-Chao Chen; Lin Zhou; Ming-Hua Qiu

• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: German
• Weight: 83 KB
• Volume: 90
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200790063

✦ Synopsis

Abstract

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.