Inhibitory Activities of Cyanidin and Its Glycosides and Synergistic Effect with Acarbose against Intestinal α-Glucosidase and Pancreatic α-Amylase

Cyanidin and its glycosides are naturally dietary pigments which have been indicated as promising candidates to have potential benefits to humans, especially in the prevention and treatment of diabetes mellitus. We investigated the structure activity relationships of cyanidin and its glycosides to inhibit intestinal α-glucosidases and pancreatic α-amylase in vitro. The results found that cyanidin and its glycosides are more specific inhibitors of intestinal sucrase than intestinal maltase. Cyanidin-3-galactoside and cyanidin-3-glucoside were the most potent inhibitors against intestinal sucrase and pancreatic α-amylase with IC(50) values of 0.50 ± 0.05 and 0.30 ± 0.01 mM, respectively. Our findings indicate that the structural difference between glucose and galactose at the 3-O-position of cyanidin was an important factor for modulating the inhibition of intestinal sucrase and pancreatic α-amylase. The combination of cyandin-3-glucoside, cyanidin-3- galactoside or cyanidin-3,5-diglucosides with a low concentration of acarbose showed synergistic inhibition on intestinal maltase and sucrase. The synergistic inhibition was also found for a combination of cyanidin or cyanidin-3-glucoside with a low concentration of acarbose. The findings could provide a new insight into a use for the naturally occurring intestinal α-glucosidase and pancreatic α-amylase inhibitors for the prevention and treatment of diabetes and its complications.     

A Determination of Potential α-Glucosidase Inhibitors from Azuki Beans (Vigna angularis)

A 70% ethanol extract from azuki beans (Vigna angularis) was extracted further with CH(2)Cl(2), EtOAc and n-BuOH to afford four fractions: CH(2)Cl(2)-soluble, EtOAc-soluble, n-BuOH-soluble and residual extract fractions. The EtOAc-soluble fractions showed the highest α-glucosidase inhibitory activity. Two pure flavonoid compounds, vitexin and isovitexin, were isolated (using the enzyme assay-guide fractionation method) from the EtOAc-soluble fractions. We further evaluated the interaction between the flavonoid compounds and α-glucosidase by fluorescence spectroscopy. Vitexin and isovitexin showed high inhibitory activities, with IC(50) values of 0.4 mg·mL(-1) and 4.8 mg·mL(-1), respectively. This is the first study of the active compositions of azuki beans against α-glucosidase.     

Inhibitory Effect of Conjugated α-Linolenic Acid from Bifidobacteria of Intestinal Origin on SW480 Cancer Cells

In this study, we assessed the ability of six strains of bifidobacteria (previously shown by us to possess the ability to convert linoleic acid to c9, t11-conjugated linoleic acid (CLA) to grow in the presence of α-linolenic acid and to generate conjugated isomers of the fatty acid substrate during fermentation for 42 h. The six strains of bifidobacteria were grown in modified MRS (mMRS) containing α-linolenic acid for 42 h at 37 °C, after which the fatty acid composition of the growth medium was assessed by gas liquid chromatography (GLC). Indeed, following fermentation of one of the strains, namely Bifidobacterium breve NCIMB 702258, in the presence of 0.41 mg/ml α-linolenic acid, 79.1% was converted to the conjugated isomer, C18:3 c9, t11, c15 conjugated α-linolenic acid (CALA). To examine the inhibitory effect of the fermented oils produced, SW480 colon cancer cells were cultured in the presence of the extracted fermented oil (10–50 μg/ml) for 5 days. The data indicate an inhibitory effect on cell growth (p ≤ 0.001) of CALA, with cell numbers reduced by 85% at a concentration of 180 μM, compared with a reduction of only 50% with α-linolenic acid (p ≤ 0.01).     

Immobilization of Thermostable β-Glucosidase and α-l-Rhamnosidase from Dictyoglomus thermophilum DSM3960 and Their Cooperated Biotransformation of Total Flavonoids Extract from Epimedium into Icaritin

Catalysis Letters - The thermostable GH3 family β-glucosidase DthBgl3 and thermostable GH78 family α-l-rhamnosidase DthRha from Dictyoglomus thermophilum DSM3960 were successfully...     

Hydrophobicity Parameter (log Kow) Estimation for Some Phenolic Compounds of Pharmaceutical Interest from Retention Studies with Mobile Phase Composition in Reversed‐Phase Liquid Chromatography

Abstract:

Chromatographic retention of some phenolic compounds (impurities of related pharmaceutical active substances) was studied for different organic modifier contents in mobile phase. Their capacity factors k′ versus organic modifier content (acetonitrile, or methanol) in mobile phase were measured and the corresponding dependences were studied by linear and polynomial regressions and then they were extrapolated to a mobile phase with no content in organic modifier in order to estimate their octanol/water partition coefficient (log K_ow). The values of log K_ow from retention data were compared to known shake‐flask experimental values and theoretical values predicted by fragment methodology. Linear dependences for methanol and second‐degree polynomial dependences for acetonitrile between organic modifier volume percentage and log k′ provided good estimation of log K_ow. The chromatographic method can be considered as a method of choice for estimating hydrophobicity parameter for different solutes. The linear dependence between extrapolated values of log k′ for 0% organic modifier and log K_ow estimated by means of fragment methodology for the model compounds can be used to predict chromatographic retention of other similar compounds.