148. The structures of buddleoflavonoloside (linarin) and of buddleoflavonol (acacetin)

Baker, Wilson; Hemming, R.; Ollis, W. D.

doi:10.1039/jr9510000691

Cited by 19 publications

(5 citation statements)

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“…The concentrated extract was separated by chromatography to give seven flavonoids (1-7) and seven stilbenes (8)(9)(10)(11)(12)(13)(14). Compounds 1-7 were identified as chrysin (1) [4], tectocrysin (2) [4], apigenln (3) [5,6], pmocembrin (4) [7,8], pinostrobin (5) [7,9], pinobanksin (6) [10] and pmobanksm 3-acetate (7) [11] from their physical and spectroscopic properties (rap, [ct], IR, MS, UV, and 1HNMR). Compound (7), [~t]25+42°, is the first report of its occurrence m nature while the synthetic sample (the stereochemistry not defined) has been used as an antHnflammatory agent [11].…”

Section: Resultsmentioning

confidence: 99%

Flavonoids and stilbenes from armand pine

Fang

Cheng

1988

Phytochemistry

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Section: Resultsmentioning

confidence: 99%

Flavonoids and stilbenes from armand pine

Fang

Cheng

1988

Phytochemistry

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“…The pure apiin was fully methylated, thus fixing the configuration a t C3 of the D-apiofuranose residue, and hydrolysis of the product with an aqueous acetic acid -hydrochloric acid mixture (10) resulted in the precipitation of 5,4'-di-0-methyl-apigenin, leaving a solution from nrhich 3,4,6-tri-0-inethyl-~-glucose, characterized as its phenylosazone derivative, and 2,3,4-tri-0-methyl-D-apiofuranose were isolated in approximately equal molar amounts. The synthetic 2,3,4-tri-0-methyl-D-apio-D-furanose and the tri-0-methyl-D-apiose isolated froin methylated apiin had identical infrared spectra, and paper, thin-layer, and gas-liquid partition chromatography did not distinguish between the two products (see Tables I and 11).…”

Section: Discussionmentioning

confidence: 99%

THE CHEMISTRY OF D-APIOSE: PART II. THE CONFIGURATION OF D-APIOSE IN APIIN

Hulyalkar¹,

Jones²,

Perry³

1965

Can. J. Chem.

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The tri-0-methyl-D-apiose derivative obtained from the hydrolysis products of tnethylated apiin was found to be identical with 2,3,4-tri-0-methyl-D-apio-D-furanose prepared synthetically. Periodate oxidation studies support the suggested cis relationship of the hydroxyl groups a t Cn and Ca of the apiose moiety in apiin, and consideration of optical rotation data suggest that a &type linkage unites the D-apiosyl unit to Cz of the D-glucopyranose residue in apiin.

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“…In addition, six flavonoids were also isolated from this species in the following order from Si gel column chromatography: apigenin 4,7'-dimethyl ether (12 mg), isosakuranetin (37.8 mg), acacetin(859.3 mg), genkwanin (17 mg), cirsimaritin (15.2 mg), and luteolin 3',4'-dimethyl ether (7 mg). All the flavonoids were identified by standard spectral data (uv, ir, ms, 'H nmr) as well as by authentic sample comparison (mp, tic) (7)(8)(9)(10)(11)(12). Full details of the isolation and identification of the compounds are available on request to the senior author.…”

Section: Extractionmentioning

confidence: 99%