title: 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.
authors.affiliation: King Saud University, College of Pharmacy, Dept. of Pharmacognosy, P.O. Box 2457, Riyadh 11451, Saudi Arabia.
authors.forename: Shaza M
authors.initials: SM
authors.lastname: Al-Massarani
authors.forename: Samuel
authors.initials: S
authors.lastname: Bertrand
authors.forename: Andreas
authors.initials: A
authors.lastname: Nievergelt
authors.forename: Azza M
authors.initials: AM
authors.lastname: El-Shafae
authors.forename: Tawfeq A
authors.initials: TA
authors.lastname: Al-Howiriny
authors.forename: Nawal M
authors.initials: NM
authors.lastname: Al-Musayeib
authors.forename: Muriel
authors.initials: M
authors.lastname: Cuendet
authors.forename: Jean-Luc
authors.initials: JL
authors.lastname: Wolfender
mesh_terms: D000215:Acylation; D016588:Anticarcinogenic Agents / Q000737:chemistry / Q000494:pharmacology; D029062:Apocynaceae / Q000737:chemistry*; D002240:Carbohydrate Sequence; D045744:Cell Line, Tumor; D004952:Esters; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification*; D006801:Humans; D008969:Molecular Sequence Data; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D011278:Pregnanes / Q000737:chemistry* / Q000302:isolation & purification*
chemical_list: D016588:Anticarcinogenic Agents; D004952:Esters; D005419:Flavonoids; D006027:Glycosides; D010936:Plant Extracts; D011278:Pregnanes; C574437:pregnane glycoside