Anthocyanin composition of Brassica oleracea cv. Red Danish

Hrazdina, G.; Iredale, H.D.; Mattick, L. R.

doi:10.1016/s0031-9422(00)86817-x

Cited by 78 publications

(38 citation statements)

References 2 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Consequently, we have isolated six new acylated anthocyanins (1)(2)(3)(4)(5)(6) together with the three known congeners (7)(8)(9). Here, we describe the structural elucidation of these new anthocyanins from the fresh roots of red radishes (Fig.…”

Section: Notementioning

confidence: 99%

“…Recently, interest in anthocyanins has significantly increased due to not only their wide use as natural alternatives to artificial colorants but also implication of potential health benefits. 1) With respect to edible plant resources, purple corn, 2) red cabbages, 3) purple sweet potatoes, [4][5][6] blueberries, 7) elderberries, 8,9) and red radishes [10][11][12] were found to contain anthocyanins in high content so far. Among them, anthocyanins in the red radishes are distinguished from those in the other plants by the structure of the aglycon; the formers and the latters contain pelargonidin and cyanidin as aglycons, respectively.…”

Section: Notementioning

confidence: 99%

See 1 more Smart Citation

Six New Acylated Anthocyanins from Red Radish (Raphanus sativus)

et al. 2010

View full text Add to dashboard Cite

Six new acylated anthocyanins (1-6) were isolated along with the three known congeners (7-9) from the fresh roots of red radishes (Raphanus sativus L.) cultivated by our group. Their chemical structures were elucidated by spectroscopic properties. Among the six new anthocyanins, the five constituents (1, 2, 4-6) were shown to contain the malonyl function at 6-OH in the glucopyranosyl residue linked to C-5 in the pelargonidin nucleus.

show abstract

Section: Notementioning

confidence: 99%

Section: Notementioning

confidence: 99%

Six New Acylated Anthocyanins from Red Radish (Raphanus sativus)

et al. 2010

View full text Add to dashboard Cite

show abstract

“…Largescale isolation of malonylated anthocyanins has been reported using standard chromatographic techniques, including elution from polyamide columns in acidified alcohols [9,10]. Only minor decomposition of the malonylglucosides was reported.…”

Section: Preparation Of' Malonylated Apigenin 7-0-glucosidementioning

confidence: 99%

Conformational Changes of Apigenin 7‐O‐(6‐O‐malonylglucoside), a Vacuolar Pigment from Parsley, with Solvent Composition and Proton Concentration

Matern

Heller

Himmelspach

1983

European Journal of Biochemistry

View full text Add to dashboard Cite

Malonylated apigenin 7-0-glucoside was prepared from malonyl-CoA and apigenin 7-0-glucoside using a malonyltransferase from parsley cell cultures. The enzyme product, as well as the flavonoid substrate, was analyzed by high-resolution nuclear magnetic resonance spectroscopy, confirming that malonic acid had been attached to the primary hydroxyl of the glucose moiety of apigenin 7-0-glucoside. During these studies in several solvents, it became apparent that, in particular, the chemical shift of H-6"A and the coupling constants J5.,,6..A and J5rf,6ffB were dependent on solvent composition and proton concentration. Similar changes of sugar proton resonance frequencies were also observed with methyl 6-O-malonyl-~-~-glucopyranoside, but not with apigenin 7-0-[6-0-(4-coumaroyl)glucoside]. The change of coupling constants is ascribed to a conformational modification of the sugar portion in the malonylglucosides.Malonylated flavonoid glycosides are exclusively located within the vacuoles of parsley cells. We propose that acylation of flavonoid glycosides which are synthesized in the cytoplasm facilitates transport of the substrates into the vacuole. The conformational modification which is induced by changes in proton concentration may provide a mechanism to trap flavonoids in situ.

show abstract

“…From the chemotaxonomic point of view, there are two typical glycoside patterns in the Cruciferae at OH-3 position of anthocyanins, such as acylated 3-sambubioside (Bloor and Abrahams, 2002;Honda et al, 2005;Saito et al, 1995Saito et al, , 1996Takeda et al, 1988;Tatsuzawa et al, 2006Tatsuzawa et al, , 2007Tatsuzawa et al, , 2008a) and 3-sophoroside (Fuleki, 1969;Giusti et al, 1998;Harborne, 1964;Hrazdina et al, 1977;Idaka et al, 1987a, b;Igarashi et al, 1990;Ikeda et al, 1987;Hayashi, 1962, 1963;Mori et al, 2006;Nakatani et al, 1987;Otsuki et al, 2002;Saito et al, 2008;Suzuki et al, 1997;Tanchev and Timberlake, 1969;Tatsuzawa et al, 2008b); therefore, the floral anthocyanins of L. maritima are grouped into the former pattern. HMBC of 1 is indicated by dotted arrows.…”

Section: Pigmentmentioning

confidence: 99%

Acylated Pelargonidin 3-sambubioside-5-glucosides from the Red-purple Flowers of Lobularia maritima

Tatsuzawa

Usuki

Toki

et al. 2010

J. Japan. Soc. Hort. Sci.

View full text Add to dashboard Cite

Six acylated pelargonidin 3-O-sambubioside-5-O-glucosides were isolated from red-purple flowers of Lobularia maritima (L.) Desv. 'Easter Bonnet Deep Rose'. These pigments were determined by chemical and spectroscopic methods to be pelargonidin, in which the acyl-I group was replaced by 4-O-glucosyl-p-coumaric acid, p-coumaric acid or ferulic acid, and acyl-II by caffeic acid or ferulic acid, respectively. In comparison with the floral anthocyanins of purple-violet flowers in L. maritima cultivar 'Easter Bonnet Violet', the molecular composition of organic acids and sugars of 'Easter Bonnet Deep Rose' were identical, however, aglycones of both cultivars were different, and pelargonidin is the floral anthocyanin of 'Easter Bonnet Deep Rose' and cyanidin is that of 'Easter Bonnet Violet'. Variations of the flower colors of these cultivars are responsible for the aglycone component in their floral anthocyanins. In this paper, the relation between flower color and anthocyanins in L. maritima cultivars is discussed.

show abstract

Anthocyanin composition of Brassica oleracea cv. Red Danish

Cited by 78 publications

References 2 publications

Six New Acylated Anthocyanins from Red Radish (Raphanus sativus)

Six New Acylated Anthocyanins from Red Radish (Raphanus sativus)

Conformational Changes of Apigenin 7‐O‐(6‐O‐malonylglucoside), a Vacuolar Pigment from Parsley, with Solvent Composition and Proton Concentration

Acylated Pelargonidin 3-sambubioside-5-glucosides from the Red-purple Flowers of Lobularia maritima

Contact Info

Product

Resources

About