Cyanidin-3-Xyloside

Effects of simulated digestion on black chokeberry (Aronia melanocarpa (Michx.) Elliot) anthocyanins and intestinal flora.[Pubmed:33746279]

J Food Sci Technol. 2021 Apr;58(4):1511-1523.

In this study, the changes of anthocyanin content, total phenols, antioxidant capacity, microbiota composition before and after digestion and intestine fermentation in stomach and intestine were studied. The results indicated that after simulated gastrointestinal digestion, compared with the original sample, the total phenol content and anthocyanin content of intestinal digestion group for 2 h (ID 2 group) decreased by 53.64% and 70.45%, respectively, DPPH inhibition rate was 32.75% and T-AOC values of the extracts decreased to 62.89U/mg. The anthocyanins were identified to be composed of cyanidin-3-arabinoside, cyanidin-3-galactoside, Cyanidin-3-Xyloside, and cyanidin-3-glucoside. Black Chokeberry (Aronia melanocarpa (Michx.) Elliot) anthocyanins significantly increased the relative richness of Bacteroides, promoted the growth of Bifidobacterium, Blautia, Faecalibacterium, and inhibited the growth of Prevotella, Megamonas, Escherichia/Shigella, etc. Anthocyanins have a positive regulatory effect on intestinal flora. These studies also provide essential information for the development of anthocyanin related health care products and drug products.

Accumulation of plasma levels of anthocyanins following multiple saskatoon berry supplements.[Pubmed:31269857]

Xenobiotica. 2020 Apr;50(4):454-457.

1. Anthocyanins are a subgroup of flavonoids responsible for the blue, purple and red color of many fruits, flowers and leaves. Consumption of foods rich in anthocyanins is associated with a reduced risk of cardiovascular disease and cancer. Most food intervention studies employ once or twice per day dose schedules. 2. The current study demonstrated that plasma concentrations of cyanidin-3-galactoside and Cyanidin-3-Xyloside, the two major components of saskatoon berries, were significantly increased following three consecutive saskatoon berry supplements 4 hours apart. This accumulation is due to the residual concentrations of anthocyanins at the time of second and third supplements. 3. Accumulation was especially pronounced for peonidin-3-glucoside and peonidin-3-galactoside, the methylated metabolites of cyanidin-3-glucoside and cyanidin-3-galactoside, respectively. Little or no accumulation was observed for cyanidin-3-arabinoside and cyanidin-3-glucoside, two other components of saskatoon berries, possibly due to their short half-lives. 4. Thus, taking anthocyanin supplements with every meal would provide higher plasma concentrations for some anthocyanins and their metabolites than the once or twice-a-day dose regimens.

The Antidiabetic Potential of Black Mulberry Extract-Enriched Pasta through Inhibition of Enzymes and Glycemic Index.[Pubmed:30632080]

Plant Foods Hum Nutr. 2019 Mar;74(1):149-155.

In the present work, pasta enriched in different formulations by black mulberry extract in order to inhibit enzymes related to starch hydrolyzation. Total phenol content (TPC), antioxidant activity and anthocyanin components of ethanol/water black mulberry extract were investigated. TPC of the black mulberry extract was found 65.61 +/- 0.07 mg GAE/g. Black mulberry extract could scavenge the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals more effectively than tertiary butylhydroquinone (TBHQ) also vitamin C due to its detected polyphenolic compounds (cyanidin-3-glucoside, cyanidin-3-rutinoside, and Cyanidin-3-Xyloside). The IC50 value of the black mulberry extract was obtained 8.31 mug/mL while it was measured 59.62 and 62.64 mug/mL for TBHQ and vitamin C, respectively. The pasta-enriched with freeze-dried black mulberry extract showed effective inhibition against applied alpha-amylases (alpha-amylase from porcine pancreas, Bacillus sp, and human saliva) and alpha-glucosidase originated from Saccharomyces cerevisiae. The IC50 values of tested enzymes exhibited that black mulberry effectively act as an inhibitory agent comparing with acarbose because of its antioxidant activity. Results revealed that starch hydrolysis index (HI) and predicted glycemic index (GIpredicted) of cooked pasta-enriched with various concentration levels of black mulberry extract were significantly decreased especially when 1.5% of the extract was incorporated. In addition, The IC50 value of the black mulberry extract obtained from cooked pasta was increased against alpha-amylase and alpha-glucosidase. The results obviously presented that diabetes mellitus type 2 could be resolved by enrichment of polyphenolic compounds into the pasta.

Antiobesity Effect of Fermented Chokeberry Extract in High-Fat Diet-Induced Obese Mice.[Pubmed:30457472]

J Med Food. 2018 Nov;21(11):1113-1119.

Black-fruited chokeberries (Aronia melanocarpa), growing mainly in the Central and Eastern European countries, have health benefits due to the high concentrations of polyphenolic compounds. However, a strong bitter taste of chokeberries limits its usage as functional food. We hypothesized that the fermented A. melanocarpa with a reduced bitter taste would improve insulin sensitivity and/or ameliorate weight gain induced by high-fat diet (HFD) in male C57BL/6J mice. The mice were administered with HFD together with the 100 mg/kg of natural A. melanocarpa (T1) or the fermented A. melanocarpa (T2) for 8 weeks. The treatment with T2 (100 mg/kg body weight, p.o.) markedly attenuated the weight gain and the increase in serum triglyceride level induced by HFD. The T2-treated group had better glucose tolerance and higher insulin sensitivity as measured by oral glucose tolerance test and intraperitoneal insulin tolerance test in comparison to the T1-treated group. Phytochemical analysis revealed that the main constituents of T2 were Cyanidin-3-Xyloside and 1-(3',4'-dihydroxycinnamoyl)cyclopenta-2,3-diol, and the content of cyanidin glycosides (3-glucoside, 3-xyloside) was significantly reduced during the fermentation process. From the above results, we postulated that antiobesity effect of black chokeberry was not closely correlated with the cyanidin content. Fermented chokeberry might be a viable dietary supplement rich in bioactive compounds useful in preventing obesity.

Fermentation alters the bioaccessible phenolic compounds and increases the alpha-glucosidase inhibitory effects of aronia juice in a dairy matrix following in vitro digestion.[Pubmed:29774337]

Food Funct. 2018 May 23;9(5):2998-3007.

The prevalence of diabetes reached 415 million worldwide in 2015. Polyphenol-rich food intake can benefit the glycemic control for individuals with diabetes. Fermentation may increase the bioavailability of polyphenols, which is generally low. Aronia (Aronia melanocarpa) is a polyphenol-rich berry that is native to North America. Proanthocyanins and anthocyanins are the major phenolic compounds in aronia. In this study, aronia kefir was made by fermenting cow's milk with added aronia juice. The changes in bioaccessible polyphenols of aronia kefir during digestion were assessed using an in vitro model. The impact of fermentation on the potential bioactivity of aronia polyphenols was evaluated. Results showed that the bioaccessible polyphenols in aronia kefir were elevated during digestion and the antioxidant capacity increased (IC50 of DPPH scavenging decreased from 24.07 mg kefir per mL to 8.97 mg kefir per mL). Digested aronia kefir had less bioaccessible anthocyanins (cyanidin-3-galactoside, cyanidin-3-arabinoside and Cyanidin-3-Xyloside) but similar antioxidant capacity and stronger inhibitory activity on alpha-glucosidase (IC50: 152.53 mg kefir per mL) compared to the non-fermented control (IC50: 484.93 mg kefir per mL). These results indicate that fermentation may produce metabolites with higher antioxidant capacity and better alpha-glucosidase inhibitory activity. Utilizing aronia kefir in the diet is a good strategy to help control blood glucose levels without abdominal side effects. Fermentation may be an effective method to increase the bioavailability of dietary polyphenols in food. More studies about the effects of fermentation on polyphenol-rich food are needed to optimize the potential health-promoting properties.

HPLC-MS/MS analysis of anthocyanins in human plasma and urine using protein precipitation and dilute-and-shoot sample preparation methods, respectively.[Pubmed:29251356]

Biomed Chromatogr. 2018 May;32(5):e4177.

A high-performance liquid chromatography tandem-mass spectrometry (HPLC-MS/MS) method has been developed to analyze anthocyanins in urine and plasma to further understand their absorption, distribution, metabolism and excretion. The method employed a Synergi RP-Max column (250 x 4.6 mm, 4 mum) and an API 4000 mass spectrometer. A gradient elution system consisted of mobile phase A (water-1% formic acid) and mobile phase B (acetonitrile) with a flow rate of 0.60 mL/min. The gradient was initiated at 5% B, increased to 21% B at 20 min, and then increased to 40% B at 35 min. The analysis of anthocyanins presents a challenge because of the poor stability of anthocyanins during sample preparation, especially during solvent evaporation. In this method, the degradation of anthocyanins was minimized using protein precipitation and dilute-and-shoot and sample preparation methods for plasma and urine, respectively. No interferences were observed from endogenous compounds. The method has been used to analyze anthocyanin concentrations in urine and plasma samples from volunteers administered saskatoon berries. Cyanidin-3-galactoside, cyanidin-3-glucoside, cyanidin-3-arabinoside, Cyanidin-3-Xyloside and quercetin-3-galactoside, the five major flavonoid components in saskatoon berries, were identified in plasma and urine samples.

Anthocyanin structure determines susceptibility to microbial degradation and bioavailability to the buccal mucosa.[Pubmed:24579959]

J Agric Food Chem. 2014 Jul 23;62(29):6903-10.

Anthocyanins are flavonoids with reported chemoprotective activities in the oral cavity. However, information about their stability, metabolism, and tissue uptake in the mouth is limited. Anthocyanin chemical structure was recently shown to affect their stability ex vivo in saliva, and it was hypothesized that structure may affect their availability in oral tissues in vivo. Here, 12 healthy individuals retained red grape or chokeberry juice in the mouth for 5 min. Anthocyanin stability, mucus binding, and uptake into epithelial cells were evaluated. Loss of delphinidin-3-glucoside in red grape juice exceeded that of other anthocyanin-glucosides, and lesser amounts of delphinidin- and petunidin-glucosides were associated with buccal scraping, suggesting the loss was due to degradation. In chokeberry juice, loss of Cyanidin-3-Xyloside exceeded that of other anthocyanins, whereas cyanidin-3-glucoside preferentially accumulated in epithelium cells. These results suggest that anthocyanin structure affects stability and buccal cell uptake and therefore the potential efficacy of anthocyanin-rich products for the promotion of oral health.