Primeveroside

C. The pentose sugar of straw, cotton-seed hulls and various hemicelluloses, and of some glycosides, including the primeverosides. It is not fermentable and behaves chemically as other sugars. 

Rubia tinctorum roots Alizarin, alizarin glucoside, purpurin, pseudopurpurin, lucidin glucoside, lucidin primeveroside, munjistin, ruberythric acid EtOH/H20, H2S04 A ACN B ammonium formate/FA with EDTA 250, 254 nm/ESI (+) Post column modification of eluent (5% NH3 in H20) for NI mode... 

Fig. 2.147. UV (254) trace of a crude extract of Rubia tinctorum roots and mass spectra (single MS) of the chromatographic peaks for individual anthraquinones lucidin primeveroside (1), ruberythic acid (2), pseudopurpurin (5) and munjistin (6). Mass spectra (a-b) were obtained with NI-ESI with post-column addition of ammonia. Reprinted with permission from G. C. H. Derksen et al. [320].

Damnacanthol-3-0-(3-D-primeveroside (203) and lucidin 3-0-P-D-primeveroside (204), two anthraquinone isolates from -butanol soluble phase of the methanol extract of Morinda citrifolia L. (family Rubiaceae) roots, were evaluated to demonstrate a significant reduction of the blood glucose levels (p < 0.05) at 5 h after oral administration (100 mg/kg/body-weight). ... 

Pantoyllactone primeveroside Seedling Phytic acid Sd ° , Bran ° ... 

Glucosyl(l 4)-a-L-arabinopyranoside 7-Xylosyl(l 6)glucoside (primeveroside) 7-Apiosyl(l 6)glucoside 7-Rhamnosyl(l —> 6)galactoside (7-robinobioside)... 

The further application of the mercuric acetate method made possible the synthesis of primeverose [6-0-/3-D-xylosyl-D-glucose] and also isoprime-verose [6-O-a-D-xylosyl-D-glucose] from 2,3,4-tri-O-acetyl-a-D-glucosyl chloride and tri-O-acetyl-D-xylosyl bromide. After the preparation of these sugars in larger quantities, the naturally occurring primeverosides could... 

The major constituent in the extract of madder, Rubia tinctorum (Rubiaceae), was identified as lucidin-3-O-primeveroside (342), a commonly used food pigment. It exhibited antifeedant activity against the carpet beetle, Attagenus japonicus 50 This opens the window for using dyes from either R. akane or R. tinctorum to protect textile against these textile pests. 

The use of herbal medicines prepared from the root of Rubia tinctorum (madder) is no longer permitted in Germany. Root extracts have shown genotoxic effects in several test systems, which are attributed to the presence of the anthraquinone derivative lucidin. One of the other main components, alizarin primeveroside, is transformed into 1-hydroxyanthraquinone when given orally to the rat, in which this metabolite has carcinogenic activity (6). 

Gauttherioside, C[ HiJOl r ethyl primeveroside, nip 185. Wn — 58. Gault herioside forms glucose, xylose, and EtOH on hydrolysis with 1% HjSO, ... 

Beilstein Handbook Reference) Alizarin primeveroside BRN 0071586 CCRIS 4531 EINECS 205-808-9 Glucopyranoside, 1-hydroxy-2-anthraquinonyl 8CFP-D-xylopyranosyl-, p-D- P-D-1-Hydroxy-2-anthra-quinonyl 6-0-p-D-xylopyranosylglucopyranoside 1-Hyd-raxy-2-((80-P-D-... 

Ruberythric acid (l-Hydroxyanthraquinone-2-O-B-D-primeveroside) Structure R] = OH, R2 = O-B-D-primeveroside, R3 = R4 = H... 

The most important dyestuff in the madder root is alizarin. In the plant it occurs as a glycoside, bonded to glucose and xylose (ruberythric acid or alizarin-2-O-/1-primeveroside). The structure was elucidated in 1868 by Carl Graebe and Carl Liebermann (two students of Adolf von Baeyer) at the Berliner Gewerbe-akademie (Berlin Trade Academy). 

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