Eine neue methode zur para-oxydation von flavonoiden

Hörhammer, L.; Wagner, H.; Rösler, Heinz; Keckeisen, M.; Farkas, L.

doi:10.1016/0040-4020(65)80035-7

Cited by 10 publications

(3 citation statements)

References 17 publications

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“…l-(2-Hydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)-2-propen-l-one (6a). Extraction of the solid product mixture with 350 mL of warm diethyl ether gave two crops of 6a (18.5 g, 68%), mp 155-156 °C [156 °C (Horhammer et al, 1965)], after one recrystallization from acetone. No effort was made to recover the additional 2-2.5 g estimated to remain in the liquors and extracted product solids.…”

Section: Methodsmentioning

confidence: 99%

Structure-taste correlations for flavans and flavanones conformationally equivalent to phyllodulcin

Dick¹

1981

J. Agric. Food Chem.

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Section: Methodsmentioning

confidence: 99%

Structure-taste correlations for flavans and flavanones conformationally equivalent to phyllodulcin

Dick¹

1981

J. Agric. Food Chem.

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“…The relative configuration at C-4 could be determined by the observation of a strong shielding for the remaining methyl group (δ 15.5), indicative of an axial position and therefore equatorial for the carboxylic acid group. An NOE was detected between the two axially oriented methyls (CH [3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18].…”

Section: Resultsmentioning

confidence: 99%

“…15 Given the originality of the molecules and their potentially interesting biological activity, it was decided to briefly explore the feasibility of such a reaction. A separate paper 16 gave a preliminary account of this work and described the fact that flavonoid quinones such as 21, made according to a literature procedure, 17 were very reactive dienophiles that yielded Diels-Alder adducts under mild conditions, in the absence of a catalyst, and with a variety of dienes. The labdane diene used as a model was trans-methyl communate, prepared from trans communic acid isolated from Cupressus semperVirens.…”

Section: Resultsmentioning

confidence: 99%

Meroterpenes from Dichrostachys cinerea Inhibit Protein Farnesyl Transferase Activity

et al. 2009

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Eighteen new meroterpene derivatives, dichrostachines A-R (1-18), have been isolated from the root and stem barks of Dichrostachys cinerea, and their structures determined by spectroscopic means and molecular modeling. From a biosynthetic standpoint these compounds arise from a Diels-Alder reaction between a labdane diene of the raimonol type and a flavonoid B-ring-derived quinone. The hypothesis was tested by the partial synthesis of similar compounds by simply mixing methyl communate and a synthetic flavonoid quinone. The hemisynthetic compounds were shown by NMR to have configurations different from those of the natural products, thus allowing a refinement of the biosynthesis hypothesis. Most of the compounds were assayed for their ability to inhibit the enzyme protein farnesyl transferase. The most active compounds exhibited IC50 and cytotoxicity values in the 1 microM range.

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The Aldol Condensation

Nielsen

Houlihan²

2011

Organic Reactions

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The aldol condensation takes its name from aldol (3‐hydroxybutanal) a name introduced by Wurtz who first prepared the beta‐hydroxy aldehyde from acetaldehdye in 1872. The aldol condensation includes reactions producing beta‐hydroxy aldehydes or beta‐hydroxy ketones by self condensations or mixed condensations of aldehydes and ketones as well as reactions leading to alpha, beta‐unsaturated aldehydes or alpha,beta‐unsaturated ketones formed by dehydration of intermediate beta‐aldols or beta‐ketals. The Claisen‐Schmidt condensation is most often taken to be the condensation of an aromatic aldehyde or ketone usually in the presence of a basic catalyst. The term aldol condensation has also been applied to many other condensations involving the reaction of an aldehyde or ketone. These condenations are discussed. The present review includes examples that are solely condensation reactions of aldehydes and ketones.

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Eine neue methode zur para-oxydation von flavonoiden

Cited by 10 publications

References 17 publications

Structure-taste correlations for flavans and flavanones conformationally equivalent to phyllodulcin

Structure-taste correlations for flavans and flavanones conformationally equivalent to phyllodulcin

Meroterpenes from Dichrostachys cinerea Inhibit Protein Farnesyl Transferase Activity

The Aldol Condensation

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