3153-83-1Relevant academic research and scientific papers
Spinacetin, A New Caffeoylglycoside, and Other Phenolic Compounds from Gnaphalium uliginosum
Olennikov,Chirikova,Kashchenko
, p. 1085 - 1090 (2016/02/18)
The new flavonoid gnaphaloside C, which was identified based on UV, MS, and NMR spectral data as spinacetin-7-O-(6-O-caffeoyl)-β-D-glucopyranoside, and 24 known compounds including for the first time from this species quercetagetrin, quercetagetin-7-O-(6-O-caffeoyl)glucoside, patulitrin, tinctoside, and spinacetin-7-O-glucoside were isolated from the aerial part of Gnaphalium uliginosum. HPLC determined that G. uliginosum contained mainly caffeoylquinic acids (10.54-48.48 mg/g). The flavonoid content was 1.20-16.55 mg/g.
Studies of the selective O-alkylation and dealkylation of flavonoids. XXII. A convenient method for synthesizing 3,5,7-trihydroxy-6-methoxyflavones
Horie, Tokunaru,Shibata, Kenichi,Yamashita, Kazuyo,Kawamura, Yasuhiko,Tsukayama, Masao
, p. 446 - 451 (2007/10/03)
The demethylation of 3,4-dioxygenated 6-methoxy-2- isopropoxyacetophenones was studied and it was found that 4-benzyloxy-6- hydroxy-3-methoxy-2-isopropoxyacetophenone was easily obtained from 4- benzyloxy-3,6-dimethoxy-2-isopropoxyacetophenone by selective demethylation with anhydrous aluminum bromide-sodium iodide in acetonitrile. The acetophenone was converted into 7-benzyloxy-3-hydroxy-6-methoxy-5- isopropoxyflavones by cyclization followed by oxidation with dimethyldioxirane. The isopropoxy group in the flavones was selectively cleaved with anhydrous aluminum chloride via the corresponding tosylates to give 7-benzyloxy-3,5-dihydroxy-6-methoxyflavones, which were converted into the desired 3,5,7-trihydroxy-6-methoxyflavones by hydrogenolysis. The process was suitable as a general method for synthesizing 3,5,7-trihydroxy-6- methoxyflavones and five flavones were synthesized. We also examined the 13C-NMR spectra of twelve kinds of 3,5,6,7-tetraoxygenated 4'- methoxyflavones and revised the proposed structure of a natural flavone.
FLAVONOL GLYCOSIDES IN LEAVES OF SPINACIA OLERACEA
Aritomi, Masakazu,Komori, Tetsuya,Kawasaki, Toshio
, p. 231 - 234 (2007/10/02)
Besides spinatoside (3,6-dimethoxy-5,7,3',4'-tetrahydroxyflavone 4'-O-β-D-glucopyranuronide), three new flavonol glycosides have now been isolated from the polar fractions of the methanolic extract of Spinacia oleracea.They have been identified as patuletin 3-O-β-D-glucopyranosyl-(1->6)-2)>-β-D-glucopyranoside, patuletin 3-O-β-gentiobioside and spinacetin 3-O-β-gentiobioside, respectively. Key Word Index - Spinacia oleracea; Chenopodiaceae; spinach; 6-methoxy-3,5,7,3',4'-pentahydroxyflavone 3-O-β-D-glucosyl-(1->6)-2)>-β-D-glucoside; 6-methoxy-3,5,7,3',4'-pentahydroxyflavone 3-O-β-gentiobioside; 6,3'-dimethoxy-3,5,7,4'-tetrahydroxyflavone 3-O-β-D-gentiobiside; spinatoside.
QUERCETAGETIN 6,7,4'-TRIMETHYL ETHER AND 3-SULPHATE FROM DECACHAETA HAENKEANA
Miski, Mahmut,Gage, Douglas A.,Mabry, Tom J.
, p. 3078 - 3080 (2007/10/02)
Four 6-methoxylated flavonols, including a new quercetagetin derivative and its 3-potassium sulphate salt, were isolated from the aerial parts of Decachaeta haenkeana.Key Word Index - Decachaeta haenkeana; Compositae; Eupatorieae; 6-methoxyflavonols; flavonol sulphate.
