13C-nuclear magnetic resonance (NMR) spectral studies on polysubstituted flavonoids. I. 13C-NMR spectra of flavones.

Iinuma, Munekazu; Matsuura, Shinya; Kusuda, Kousuke

doi:10.1248/cpb.28.708

Cited by 103 publications

(64 citation statements)

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“…The conformation of the methoxy groups is, as expected, such that they are located in the plane of the exocyclic phenyl ring. Earlier ~3C NMR investigations of this compound agree with this geometry (Iinuma, Matsuura & Kusuda, 1980). The view of the unit cell (Fig.…”

Section: -(26-dimethoxyphenyl)-4h-1-benzopyran-4-onesupporting

confidence: 81%

Structure of 2-(2,6-dimethoxyphenyl)-4H-1-benzopyran-4-one (2',6'-dimethoxyflavone)

Wallet¹,

Gaydou²,

Baldy³

1989

Acta Crystallogr C

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Section: -(26-dimethoxyphenyl)-4h-1-benzopyran-4-onesupporting

confidence: 81%

Structure of 2-(2,6-dimethoxyphenyl)-4H-1-benzopyran-4-one (2',6'-dimethoxyflavone)

Wallet¹,

Gaydou²,

Baldy³

1989

Acta Crystallogr C

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“…These spectral data were assigned by comparison with the spectral data for 2 in previous papers. 14,15) Metabolite 3 showed an [M] ϩ peak at m/z 358.1026, corresponding to the molecular formula C 19 H 18 O 7 in its HR-EI-MS. This was supported by the appearance of 19 carbon signals in its 13 C-NMR spectrum.…”

Section: Resultsmentioning

confidence: 99%

Biotransformation of Sinesetin by the Larvae of the Common Cutworm (Spodoptera litura)

Okuno

Miyazawa

2004

Biological & Pharmaceutical Bulletin

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Biotransformation of sinesetin (1) by larvae of Spodoptera litura was investigated. Compound 1 was converted to a new flavonoid, (؉)-5,7,3,4-tetramethoxyflavone-6-O-b b-D-glucoside (4), and two known flavones, 4-hydroxy-5,6,7,3-tetramethoxyflavone (2) and 6-hydroxy-5,7,3,4-tetramethoxyflavone (3). These structures were established by IR, HR-EI-MS, HR-FAB-MS, 1D NMR, and 2D NMR spectral studies. The results indicate that the metabolic reaction of compound 1 by larvae of S. litura proceeded along two pathways; the main pathway is demethylation at the C-6 position followed by glucosylation, and the minor pathway is demethylation at the C-4 position.

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“…8) The identification of the known compounds was performed by comparing their physical and spectral data with those reported. Compounds 1-5 are new natural products, and their structures were determined as follows.…”

Section: Resultsmentioning

confidence: 99%

Triterpenes and Lignans from Artemisia caruifolia and Their Cytotoxic Effects on Meth-A and LLC Tumor Cell Lines.

Nakamura

Min

et al. 2001

CHEMICAL & PHARMACEUTICAL BULLETIN

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13C-nuclear magnetic resonance (NMR) spectral studies on polysubstituted flavonoids. I. 13C-NMR spectra of flavones.

Cited by 103 publications

References 0 publications

Structure of 2-(2,6-dimethoxyphenyl)-4H-1-benzopyran-4-one (2',6'-dimethoxyflavone)

Structure of 2-(2,6-dimethoxyphenyl)-4H-1-benzopyran-4-one (2',6'-dimethoxyflavone)

Biotransformation of Sinesetin by the Larvae of the Common Cutworm (Spodoptera litura)

Triterpenes and Lignans from Artemisia caruifolia and Their Cytotoxic Effects on Meth-A and LLC Tumor Cell Lines.

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