Abstract
After profiling of the extract from Caralluma sinaica, 13 pregnane glycosides (six previously unreported) along with three flavonoids were identified and assessed for their quinone reductase induction. [Display omitted]
► NMR and UHPLC-TOF profiling of Caralluma sinaica reveal its complex pregnane composition. ► Six and seven known pregnanes were isolated from C. sinaica. ► A quinone reductase induction activity was shown for some pregnane glycosides. ► No relevant cytotoxicity was revealed for the C. sinaica extract.
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)-thevetopyranosyl-(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.