Please use this identifier to cite or link to this item:
http://hdl.handle.net/20.500.11889/3987
DC Field | Value | Language |
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dc.contributor.author | Bjoroy, Orjan | |
dc.contributor.author | Rayyan, Saleh | |
dc.contributor.author | Fossen, Torgils | |
dc.contributor.author | Kalberg, Kjersti | |
dc.contributor.author | Andersen, Øyvind M. | |
dc.date.accessioned | 2017-01-02T10:47:25Z | |
dc.date.available | 2017-01-02T10:47:25Z | |
dc.date.issued | 2009-01 | |
dc.identifier.uri | http://hdl.handle.net/20.500.11889/3987 | |
dc.description.abstract | Nine C-glycosyldeoxyanthocyanidins, 6-C-b-glucopyranosyl-7-O-methylapigeninidin, 6-C-b-glucopyranosyl- 7-O-methylluteolinidin, 6-C-b-(200-O-b-glucopyranosylglucopyranosyl)-7-O-methylapigeninidin, 6- C-b-(200-O-b-glucopyranosylglucopyranosyl)-7,40-di-O-methylapigeninidin, 8-C-b-glucopyranosylapigeninidin, 8-C-b-(200-O-a-rhamnopyranosylglucopyranosyl)apigeninidin, 8-C-b-(200-O-a-(400 0-O-acetylrhamnopyranosyl) glucopyranosyl)apigeninidin, 6,8-di-C-b-glucopyranosylapigeninidin (8), 6,8-di-C-bglucopyranosyl- 40-O-methylluteolinidin (9), have been synthesized from their respective C-glycosylflavones (yields between 14% and 32%) by the Clemmensen reduction reaction using zinc-amalgam. The various precursors (C-glycosylflavones) of the C-glycosylanthocyanidins were isolated from either flowers of Iris sibirica L., leaves of Hawthorn ‘Crataegi Folium Cum Flore’, or lemons and oranges. This is the first time C-glycosylanthocyanidins have been synthesized. The structures of all flavonoids including the flavone rotamers were elucidated by 2D NMR techniques and high-resolution electrospray MS. The distribution of the various structural forms of 8 and 9 are different at pH 1.1, 4.5, and 7.0, however, the two pigments undergoes similar structural transformations at the various pH values. Pigments 8 and 9 with C–C linkages between the sugar moieties and the aglycone, were found to be far more stable towards acid hydrolysis than pelargonidin 3-O-glucoside, which has the typical anthocyanidin C–O linkage between the sugar and aglycone. This stability may extend the present use of anthocyanins as nutraceuticals, pharmaceuticals or colorants. | en_US |
dc.language.iso | en | en_US |
dc.subject | Combretaceae | en_US |
dc.subject | Pharmaceutical chemistry | en_US |
dc.title | C-glycosylanthocyanidins synthesized from C-glycosylflavones | en_US |
dc.type | Article | en_US |
newfileds.department | Science | en_US |
newfileds.item-access-type | open_access | en_US |
newfileds.thesis-prog | none | en_US |
newfileds.general-subject | none | en_US |
item.fulltext | With Fulltext | - |
item.languageiso639-1 | other | - |
item.grantfulltext | open | - |
Appears in Collections: | Fulltext Publications |
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File | Description | Size | Format | |
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C-glycosylanthocyanidins synthesized from C-glycosylflavones (1).pdf | 386.3 kB | Adobe PDF | View/Open |
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