Glycosides flavanol

Application of HPLC-MS to the analysis of a black tea liquor was studied in a paper by Bailey 39 a great deal of useful information could be obtained without sample pretreatment. A tea liquor was applied to a wide-pore HPLC column connected to a mass spectrometer by a VG Plasmaspray interface. Pseudo-molecular ions were obtained from the flavanols, flavanol gallates, chlorogenic acids, 4-coumarylquinic acids, and caffeine, but the flavanol glycosides were extensively fragmented by the interface. Fragments were obtained from unresolved polymer that supported its previous designation as a flavanol polymer. 

Frison S and Spoms P. 2002. Variation of the flavanol glycoside composition of almond seedcoats as determined by MALDI-TOF mass spectrometry. J Agric Food Chem 50(23) 6818-6822. 

N.A. Rhodiola rosea (L.) Scop. Rhodioloside, flavanol glycosides.103-293 Improve learning and memory and reduce stress, anticancer, stimulate the central nervous system. 

N.A. Sedum acre L. Sedacrine, n-methyl anabasine, sedinine, sedacryptine, flavanol glycosides.102-294 Insomnia, depressant, hemorrhoidal pain, treat excessive menstrual flow during menopause. 

Flavanol glycosides Flavanones Flavone glycoside Flavones... 

Two catechins, ( + )catechin and ( — )epicatechin, and two leucoanthocyanins were isolated from Bartlett pears by Nortje (165).. Durkee et al. (166) identified arbutin (p-hydroxphenyl-/ -D-glucoside) in mature and immature pears. Several flavanol glycosides such as quercetin 3-glucoside, isorhamnetin-3-glucoside, isorhamnetin-3-rutinoside, isorham-netin-3-galactoside, and quercetin-7-xyloside were identified by Duggan (167). 

Matteuorienate A (= Matteucinol 7-0-[6"-O-hydroxymethylglutaryl]-Glc 5,7-Dihydroxy-6,8-dimethyl-4 -methoxv flavanone 7-0-[6"-0-hydroxymethyl-glutaryl]-Glc) (C-methvl flavanol glycoside)... 

Demethoxymatteucinol 7-0- [6"- O-hydroxvmethyl-glutaryl]-Glc) (C-methyl flavanol glycoside)... 

Quercetryl-2"-acetate (= Quercetin 3-0-Rha-2"-acetate)] (flavonol O-glycoside) Quercimeritrin (= Quercetin 7-0-Glc) (flavanol O-glucoside) Reynoutrin (= Quercetin 3-0-Xyl) (flavanol glycoside)... 

Several sulfate and succinate esters of rutin, a flavanol glycoside of a-L-Rha-(l- 6)-p-D-Glc, have been made. These have antioxidant activities and also complex with a pigment of the anthocyanin family to modify the natural colours. ... 

Tschesche R, Braum T M, VonSasson W 1980 Symplocoside, a flavanol glycoside from Symplo-cos uniflora. Phytochemistry 19 1825-1829... 

Glycosides, particularly of phenoHc compounds, are widely distributed in plant tissues (2,10). Glycosides of anthocyanidins, flavones, flavanols, flavanones, flavanonols, stilbenes and saponins, gaUic acid derivatives, and condensed tannins are all common. 

The chemical formulae for a variety of plant phenols are given in Fig. 16.2, including examples of simpler phenols, such as cinnamic acid derivative, and of tocopherols, flavonoids, flavonoid glycosides and anthocyanidins. The flavonoids include the following subclasses flavanones (taxifolin), flavones (luteolin), flavonols (quercetin) and flavanols (catechin/epicatechin). The... 

Year and month of analysis Flavanols bio vs. IP Cinnamon acids bio vs. IP Phloretin glycosides bio vs. IP Quercetin glycosides bio vs. IP Total polyphenols bio vs. IP... 

For fruits and their products, HPLC techniques for phenolics have been used to study the effect of processing, concentration, and storage on the phenolic composition of juices as well as a potential precursor for an off-flavor compound in juices. Phenolic analysis has been further applied to the detection of economic adulteration and especially to verify the authenticity of fruit juices. This is especially important when cheaper fruits can be added to more expensive ones in a fraudulent manner. In most fruits, the nonanthocyanin flavonoids consist mainly of flavonols and flavanols, with trace amounts of flavones. Glycosides are the predominant forms present. These most often are separated by reversed-phase HPLC on Cl8 columns with gradients consisting of acidified H20 and ACN, MeOH, or EtOH. 

Unlike some classes of polyphenols such as flavonols and flavones, flavanols are almost always present in the nonglycosylated form. Removal of glycoside from flavonoids, usually necessary before the transport across the intestinal barrier, is not required in the case of flavanols [Scalbert and Williamson, 2000]. The absorption of procyanidins by the small intestine was investigated by studying 14C-( + )-catechin, dimer, trimer, and procyanidin polymers permeation through Caco-2 cell cultures [Deprez et al., 2001]. There was little difference in permeability between monomer, dimmer, and trimer, based on the measurement of radioactivity present on the basal side of the cultures, whereas the permeability of the polymers was 10 times lower. The authors reported the absence of catechin metabolism but did not determine whether the radioactivity measured on the basal side of the cultures was from the parent dimers to polymers or from their products of degradation or metabolites, which could have resulted from instability of the parent compounds in the culture... 

Flavonoids constitute a large class of polyphenols found in fruits and vegetables that share a common skeleton of phenylchromane. This basic structure allows a large number of substitution patterns leading to several subclasses of flavonoids, such as flavonols, flavones, flavanones, flavanols, anthocyanidins, isoflavones, dihydroflavonols, and chalcones. Among the diverse flavonoid subclasses, flavonols (especially quercetin) and flavanols (catechins) are the most abundant in our food. Flavonols are present in foods as diverse glycosides, whereas flavanols are usually found as aglycones. 

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