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A new sulfated alpha-ionone glycoside from Sonchus erzincanicus Matthews.

Molecules (Basel, Switzerland) (2010-04-30)
Ufuk Ozgen, Handan Sevindik, Cavit Kazaz, Demet Yigit, Ali Kandemir, Hasan Secen, Ihsan Calis
RESUMEN

Sonchus erzincanicus (Asteraceae) is an endemic species in Turkey, where six Sonchus species grow. In this study, a phytochemical study was performed on the aerial parts of the plant. The study describes the isolation and structure elucidation of five flavonoids and two a-ionone glycosides from S. erzincanicus. The compounds were isolated using several and repeated chromatographic techniques from ethyl acetate and aqueous phases that were partitioned from a methanol extract obtained from the plant. 5,7,3',4'-Tetrahydroxy-3-methoxyflavone (1) and quercetin 3-O-beta-D-glucoside (2) were isolated from the ethyl acetate phase, while corchoionoside C 6'-O-sulfate (3), corchoionoside C (4), luteolin 7-O-glucuronide (5) and luteolin 7-O-beta-D-glucoside (6), apigenin 7-O-glucuronide (7) were isolated from the aqueous phase. Corchoionoside C 6'-O-sulfate (3), isolated for the first time from a natural source, was a new compound. The structures of the compounds were elucidated by means of 1H-NMR, 13C-NMR, 2D-NMR (COSY, HMQC, HMBC) and ESI-MS.

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Sigma-Aldrich
α-Ionone, ≥90%, stabilized
Sigma-Aldrich
α-Ionone, technical grade, 90%