Interaction between anthocyanins (3-glucosides of cyanidin, peonidin and
malvidin), procyanidin
B2 (B2), and acetaldehyde and the formation of
new colored compounds was studied in model wine
solutions. The anthocyanin−procyanidin B2
condensation reaction showed first-order kinetics with
or without the presence of acetaldehyde, and the reaction rates were
calculated. In all the model
solutions containing anthocyanins, procyanidin B2, and
acetaldehyde, rapid color augmentation with
shifts toward violet were observed. Two principal new compounds
(thought to be trimers, linked at
different positions) were detectable by HPLC, and their spectral
properties were studied by diode-array spectroscopy. Malvidin 3-glucoside reacts more slowly than
cyanidin 3-glucoside and
peonidin-3 glucoside. Similar color changes were observed in model
solutions containing anthocyanins alone with acetaldehyde. Finally, we observed that the
degradation constant rates for each
anthocyanin increased in the following order: anthocyanins alone <
anthocyanins + B2 <
anthocyanins + acetaldehyde < anthocyanins + B2 +
acetaldehyde. Similar increasing order of
the reaction rates of procyanidin B2 was observed. In
both cases, the presence of acetaldehyde was
of major importance in accelerating the chemical transformation of
phenolic compounds, inducing
the formation of new products.
Keywords: Anthocyanins; procyanidin B2; acetaldehyde;
condensation reaction
The present study investigated the efficacy and safety effects of Sinetrol-XPur (polyphenolic citrus dry extract) in weight management; metabolic parameters; and inflammatory, glycemic and oxidative status. In a 12-week, randomized, double-blind, placebo-controlled trial, Sinetrol-XPur was given to overweight subjects twice daily with meals in the tested group (N = 47) versus a placebo group (N = 48). Waist and hip circumference and abdominal fat were decreased in the Sinetrol-XPur group as compared with the placebo group (p < 0.0001) (-5.71% vs. -1.56% for waist, -4.71% vs. -1.35% for hip and -9.73% vs. -3.18% for fat). Inflammatory markers were reduced (C-reactive protein: -22.87% vs. +61%; fibrinogen: -19.93% vs. -1.61%, p < 0.01). Oxidative stress was lowered as seen by the reduction of malondialdehyde (-14.03% vs. 2.76%) and the increase in superoxide dismutase and glutathione (17.38% vs. 2.19% and 4.63% vs. -2.36%, respectively, p < 0.01). No adverse effects were observed. Kidney, liver, and lipid panels remained unchanged. These results indicated that Sinetrol-XPur supplementation is a viable option for reducing abdominal fat, waist and hip circumference, and body weight and for improving inflammatory, glycemic, and oxidative status in healthy overweight individuals.
Interactions of grape seed flavanols, dimeric, galloylated dimeric and trimeric procyanidins with malvidin-3-glucoside and acetaldehyde were studied in wine-like model solutions. Malvidin-3-glucoside and oligomeric procyanidins reacted very slowly, with eventual formation of yellow xanthylium salts. The concentrations of malvidin-3-glucoside and oligomeric procyanidins decreased faster in the presence of acetaldehyde and the colour augmentation with shift towards violet was attributed to the formation of new coloured compounds, detectable by HPLC and linked at different positions by CH,CH bridges. The rate of loss of procyanidins in the presence of malvidin-3-glucoside and acetaldehyde varied according to the complexity of the components. Monomeric (+)catechin and (-)-epicatechin reacted more slowly than dimer procyanidins B,, B, and B, while trimer C, (epicatechin 48 --* 8 epicatechin 48 + 8 epicatechin) presented the highest degradative reaction rate.
Epidemiological studies suggest that metabolic ageing process of overweight and obese populations is associated with an increased risk of developing non-communicable diseases (NCDs). Inflammation, hyper-glycaemia, dyslipidemia and oxidative stress have been associated with early stages of NCDs development whereas cohort surveys have demonstrated health benefits of dietary polyphenols from various dietary sources to reverse such progress. Obese volunteers were included in a double-blind, randomized, parallel pilot trial where they received daily for a 12-week period 900 mg of a polyphenol-rich treatment extracted from fruit and vegetables frequently consumed within the Mediterranean diet. Anthropometric and blood parameters were assessed before and at the end of the intervention period. After 12 weeks, while the silhouette slimmed down, metabolic parameters were significantly improved and general satisfaction considerably ameliorated. These data suggest that over a 12-week period, the synergistic action of bioactives within the treatment improves metabolic ageing process and quality of life in obese volunteers.
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