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A New Sulfated α-Ionone Glycoside from Sonchus erzincanicus Matthews
Department of Pharmacognosy, Faculty of Pharmacy, Atatürk University, 25240 Erzurum, Turkey
Department of Chemistry, Faculty of Sciences, Atatürk University, 25240 Erzurum, Turkey
Department of Biology, Faculty of Education, Erzincan University, 24030 Erzincan, Turkey
Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, 06100 Sıhhıye, Ankara, Turkey
Present address: Department of Pharmacognosy and Pharmaceutical Botany, Faculty of Pharmacy, Near East University, Nicosia, North Cyprus, Turkey.
* Author to whom correspondence should be addressed.
Received: 13 March 2010; Accepted: 22 March 2010 / Published: 12 April 2010
Abstract: 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-β-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-β-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.
Keywords: asteraceae;flavonoids; α-ionone glycoside; Sonchus erzincanicus
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Ozgen, U.; Sevindik, H.; Kazaz, C.; Yigit, D.; Kandemir, A.; Secen, H.; Calis, I. A New Sulfated α-Ionone Glycoside from Sonchus erzincanicus Matthews. Molecules 2010, 15, 2593-2599.
Ozgen U, Sevindik H, Kazaz C, Yigit D, Kandemir A, Secen H, Calis I. A New Sulfated α-Ionone Glycoside from Sonchus erzincanicus Matthews. Molecules. 2010; 15(4):2593-2599.
Ozgen, Ufuk; Sevindik, Handan; Kazaz, Cavit; Yigit, Demet; Kandemir, Ali; Secen, Hasan; Calis, Ihsan. 2010. "A New Sulfated α-Ionone Glycoside from Sonchus erzincanicus Matthews." Molecules 15, no. 4: 2593-2599.