Acylated pregnane glycosides from Caralluma sinaica.

Abstract:

:Caralluma sinaica is sold on local markets of Saudi Arabia for various health benefits however no phytochemical study has specifically been performed on this species. NMR and UHPLC-ESI-TOF-MS profilings of the ethanolic extract of the whole plant reveal a very complex phytochemical composition dominated by pregnanes. Detailed information on its constituents was obtained after isolation. Six pregnane glycosides were obtained and characterized based on the extensive spectroscopic analysis (including IR, ¹H NMR, ¹³C NMR and MS data), in addition to ten known compounds (seven pregnanes and three flavonoids). The compounds were identified as 12β-O-benzoyl-20-O-acetyl boucerin-3-O-6-deoxy-3-O-methyl-β-D-glucopyranosyl-(1-->4)-β-D-cymaropyranosyl-(1-->4)-β-D-cymaropyranoside, 12β-O-tigloyl-20-O-acetyl boucerin-3-O-β-D-glucopyranosyl-(1-->4)-β-D-cymaropyranoside, 12β-O-benzoyl-20-O-acetyl boucerin-3-O-β-D-glucopyranosyl-(1-->4)-β-D-digitalopyranosyl-(1-->4)-β-D-cymaropyranosyl-(1-->4)-β-D-cymaropyranoside, 12β-O-benzoyl-20-O-acetyl boucerin-3-O-β-D-glucopyranosyl-(1-->4)-hevetopyranosyl-(1-->4)-β-D-cymaropyranosyl-(1-->4)-β-D-cymaropyranoside, 12β-O-benzoyl-20-O-tigloyl boucerin-3-O-β-D-glucopyranosyl-(1-->4)-β-D-cymaropyranoside, 12β-20-O-dibenzoyl boucerin-3-O-β-D-glucopyranosyl-(1-->4)-β-D-cymaropyranosyl-(1-->4)-β-D-cymaropyranoside. Finally, the isolated compounds were evaluated for their quinone reductase induction.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Al-Massarani SM,Bertrand S,Nievergelt A,El-Shafae AM,Al-Howiriny TA,Al-Musayeib NM,Cuendet M,Wolfender JL

doi

10.1016/j.phytochem.2012.04.003

subject

Has Abstract

pub_date

2012-07-01 00:00:00

pages

129-40

eissn

0031-9422

issn

1873-3700

pii

S0031-9422(12)00148-3

journal_volume

79

pub_type

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