A new C-Glycosylflavone from Encyclia michuacana

The methanol extracts from Encyclia michuacana tubercles yielded the new 8- C-(6-deoxy-β- d-glucopyranosyl)apigenin ( 1) together with known 1-(3′-hydroxy-5′-methoxyphenyl)-2-(4″-hydroxy-5″-methoxyphenyl)ethane ( 2) and 2-(4-hydroxybenzyl)malic acid ( 3). The new structure was elucidated using spect...

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Bibliographic Details
Published inJournal of molecular structure Vol. 783; no. 1; pp. 96 - 100
Main Authors Tovar-Gijón, Claudia E., Hernández-Carlos, Beatriz, Burgueño-Tapia, Eleuterio, Cedillo-Portugal, Ernestina, Joseph-Nathan, Pedro
Format Journal Article
LanguageEnglish
Published Elsevier B.V 06.02.2006
Subjects
13C NMR
1H NMR
2-(4-hydroxybenzyl)malic acid
8- C-(6-deoxy-β- d-glucopyranosyl) apigenin
Encyclia michuacana
gigantol
2-(4-hydroxybenzyl)malic acid
1H NMR
Encyclia michuacana
8- C-(6-deoxy-β- d-glucopyranosyl) apigenin
gigantol
13C NMR
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Summary:The methanol extracts from Encyclia michuacana tubercles yielded the new 8- C-(6-deoxy-β- d-glucopyranosyl)apigenin ( 1) together with known 1-(3′-hydroxy-5′-methoxyphenyl)-2-(4″-hydroxy-5″-methoxyphenyl)ethane ( 2) and 2-(4-hydroxybenzyl)malic acid ( 3). The new structure was elucidated using spectroscopic methods, mainly 1D and 2D NMR. The β-anomer for 1 was supported by comparison of the experimental 1H– 1H coupling constant values with those generated employing a generalized Karplus-type relationship using dihedral angles extracted from DFT calculations.
ISSN:0022-2860
1872-8014
DOI:10.1016/j.molstruc.2005.08.024