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Synthesis of proanthocyanidin-cinnamaldehydes pyrylium products (PCPP) was achieved by the condensation reaction of proanthocyanidins (PAC) with cinnamaldehyde and four cinnamaldehyde derivatives. Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) spectra of PCPP show masses that correspond to (epi)catechin oligomers attached to single, double, or triple moieties of cinnamaldehydes. Synthesized PCPP exhibited fluorescence at higher excitation and emission wavelengths than PAC. Results indicate that PCPP were more bioactive for agglutinating extra-intestinal pathogenic Escherichia coli (ExPEC) compared to PAC. Scanning electron microscopy indicates that PCPP interact with ExPEC surface structures and suggests that PCPP have a higher affinity with the fimbriae-like structures of ExPEC than PAC. Fluorescent microscopy performed on in vitro and in vivo agglutination assays show that PCPP were entrapping ExPEC in a web-like network, thus demonstrating agglutination of ExPEC. This study demonstrated the potential of PCPP to improve our understanding of the temporal and dynamic interactions of PAC in in vitro and in vivo studies.

Cranberry proanthocyanidin-chitosan nanoparticles (PAC-CHT NPs) loaded with antibiotic gentamicin (GEN) (PAC-CHT-GEN NPs) were formulated and characterized according to size, polydispersity (PDI), surface charge, morphology, and encapsulation efficiency (EE). PAC-CHT-GEN NPs were evaluated for their ability to agglutinate E. coli, S. aureus, and P. aeruginosa and their bacteriostatic and bactericidal activity. Results indicate that the PAC-CHT-GEN NPs at 0.5:1.0, 1.0:1.0, and 2.0:1.0 weight ratios formed stable nanoparticles with sizes from 242.9 to 277.4 nm, a PDI from 0.344 to 0.391, and a zeta potential from 34.5 to 38.5 mV, and up to 94% EE. Results indicate that PAC-CHT-GEN NPs have the ability to agglutinate E. coli, S. aureus, and P. aeruginosa. Furthermore, PAC-CHT-GEN NPs exhibited greater bactericidal activity than GEN alone. Results suggested PAC-CHT-GEN NPs form stable, round-shaped, and bioactive nanoparticles with the potential to be use in the treatment of bacterial infections.

The interaction between A-type interflavan bonds from cranberry proanthocyanidins (PAC) and surface virulence factors of extra-intestinal pathogenic Escherichia coli (ExPEC) was studied. Electrospun nanofibers (ESNF) were fabricated using PAC and polycaprolactone (PCL) solutions and their physical and chemical properties were characterized. The ability of PAC:PCL composite ESNF to interact with and entrap ExPEC strain 5011 (ExPEC-5011) was evaluated in vitro by plate culturing and when formulated as a biofilter and nanocoating. As a biofilter, the PAC:PCL ESNF exhibited a dose-dependent ability to entrap ExPEC-5011. Images from scanning electron and fluorescent microscopies revealed that ESNF sections with higher amounts of PAC led to higher bacterial entrapment. The effectiveness PAC:PCL ESNF to bind ExPEC when applied as a nanocoating was studied using ESNF-coated polyvinyl chloride intermittent catheter. Results indicate that ExPEC-5011 was entrapped well into the PAC:PCL ESNF coating on the catheter. Overall, our results suggest that incorporating the biomolecule PAC in ESNF is a potential means for applications requiring bacterial entrapment, such as biofunctionalization, biofiltration, and surface coating, among others.

Chitosan (CHT) interacts with proanthocyanidins (PAC) by a mechanism involving hydrogen bonding and ion-dipole interactions, allowing the spontaneous formation of PAC-CHT composite nanoparticles (PAC-CHT NPs). The interaction between PAC and CHT was characterized by ellipsometry, infrared spectroscopy, and surface plasmon resonance (SPR) to determine the effect of CHT molecular weight (MW), PAC to CHT ratios, and pH on the formulation of PAC-CHT NPs. These parameters also affect the size and morphology of PAC-CHT NPs. Results indicate that CHT MW and pH of the solution impact the interactions of PAC-CHT in two ways: (1) greater CHT MW increases the amount of PAC molecules that attach to the CHT chain, and (2) lower pH of the CHT solutions increases the amount PAC molecules that attach to the CHT chain. Results also show that higher CHT MW, CHT concentration, and pH of the CHT solutions increase the size of PAC-CHT NPs. In contrast, greater PAC concentrations decreases the size of PAC-CHT NPs. This study demonstrates that SPR is a useful technique for measuring the effect of changes in the interaction between PAC and CHT, which in turn affects the size and morphology of PAC-CHT NPs.

Synthesis of proanthocyanidin-cinnamaldehydes pyrylium products (PCPP) was achieved by the condensation reaction of proanthocyanidins (PAC) with cinnamaldehyde and four cinnamaldehyde derivatives. Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) spectra of PCPP show masses that correspond to (epi)catechin oligomers attached to single, double, or triple moieties of cinnamaldehydes. Synthesized PCPP exhibited fluorescence at higher excitation and emission wavelengths than PAC. Results indicate that PCPP were more bioactive for agglutinating extra-intestinal pathogenic

Consumption of cranberries is associated with the putative effects of preventing urinary tract infections (UTIs). Cranberry proanthocyanidins (PAC) contain unusual double A-type linkages, which are associated with strong interactions with surface virulence factors found on UTI-causing bacteria such as extra-intestinal pathogenic Escherichia coli (ExPEC), depicting in bacterial agglutination processes. In this work, we demonstrated the efficacy of cranberry PAC (200 μg/mL) to agglutinate ExPEC (5.0 × 108 CFU/mL) in vitro as a selective interaction for the design of functionalized biosensors for potential detection of UTIs. We fabricated functionalized screen-printed electrodes (SPEs) by modifying with PAC-polyaniline (PANI) nanocomposites and tested the effectiveness of the PAC-PANI/SPE biosensor for detecting the presence of ExPEC in aqueous suspensions. Results indicated that the PAC-PANI/SPE was highly sensitive (limit of quantification of 1 CFU/mL of ExPEC), and its response was linear over the concentration range of 1–70,000 CFU/mL, suggesting cranberry PAC-functionalized biosensors are an innovative alternative for the detection and diagnosis of ExPEC-associated UTIs. The biosensor was also highly selective, reproducible, and stable.

Total polyphenol content (TPC), total flavonoid content (TFC), total anthocyanin content (TAC), and proanthocyanidin (PAC) content were determined in fruit from three tropical Vaccinium species (Vaccinium consanguineum, Vaccinium floribundum, and Vaccinium poasanum) from Costa Rica sampled at three stages of fruit development. Results show that TAC increased as the fruit developed, while TPC, TFC, and PAC content decreased. Anthocyanin profiles were evaluated using electrospray ionization tandem mass spectrometry. Cyanidin and delphinidin glycosides were the predominant anthocyanins for the three tropical Vaccinium species. Proanthocyanidins were characterized using attenuated total reflection Fourier transform infrared spectroscopy, nuclear magnetic resonance, and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. The presence of procyanidin structures with B-type interflavan bonds were observed, but deconvolution of mass spectrometry isotope patterns indicated that PACs with one or more A-type interflavan bonds accounted for more than 74% of the oligomers at each degree of polymerization.

The aims of this study were to determine the proximate and amino acid compositions, mineral content, and fatty acid and proanthocyanidins (PAC) profiles of peanut skins (PS) from three varieties of peanuts. Proximate composition showed that PS had a moisture content from 9.71 to 11.0%, ash content from 2.07 to 2.13%, fat content from 9.59 to 10.2%, protein content from 8.88 to 12.7%, and dietary fiber from 38.8 to 42.8%. The amino acid composition indicated that lysine and phenylalanine, glycine, and glutamine were the predominant amino acids in PS. Mineral content indicated that potassium was the main macro-element in PS. Palmitic, oleic, and linoleic acids were the predominant fatty acids in PS. Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) of PAC showed that the predominant masses were typical of (epi)catechin monomers with “A-type” interflavan bonds. Deconvolution of overlapping isotope patterns observed with MALDI-TOF MS indicates that in all PS, 95 % of the PAC oligomers contain one or more A-type bonds. These results indicate that PS may be used as functional ingredients to improve profitability of the peanut industries through the use of a low-value by-product. To the best of our knowledge, this is the first study providing a chemical evaluation and comparison of PS from three varieties of peanuts. Los objetivos de este estudio fueron determinar las composiciones próximas y de aminoácidos, el contenido mineral y los perfiles de ácidos grasos y proantocianidinas (PAC) de pieles de maní (PS) de tres variedades de maní. La composición aproximada mostró que el PS tenía un contenido de humedad de 9,71 a 11,0%, contenido de cenizas de 2,07 a 2,13%, contenido de grasa de 9,59 a 10,2%, contenido de proteínas de 8,88 a 12,7% y fibra dietética de 38,8 a 42,8%. La composición de aminoácidos indicó que la lisina y la fenilalanina, la glicina y la glutamina eran los aminoácidos predominantes en la PS. El contenido mineral indicó que el potasio era el principal macroelemento en la PS. Los ácidos palmítico, oleico y linoleico fueron los ácidos grasos predominantes en la PS. La espectrometría de masas de tiempo de vuelo de ionización / desorción láser asistida por matriz (MALDI-TOF MS) de PAC mostró que las masas predominantes eran típicas de los monómeros de (epi) catequina con enlaces interflavanos "tipo A". La deconvolución de los patrones de isótopos superpuestos observados con MALDI-TOF MS indica que en todos los PS, el 95% de los oligómeros de PAC contienen uno o más enlaces de tipo A. Estos resultados indican que los PS pueden usarse como ingredientes funcionales para mejorar la rentabilidad de las industrias del maní mediante el uso de un subproducto de bajo valor. Hasta donde sabemos, este es el primer estudio que proporciona una evaluación química y una comparación de PS de tres variedades de maní. Universidad Nacional, Costa Rica Centro Nacional de Innovaciones Biotecnológicas, Costa Rica. Universidad de Wisconsin-Madison, Estados Unidos. Soluciones Fitoquímicas Completas, Estados Unidos. Escuela de Química

Background Cranberry proanthocyanidins (c-PAC) are oligomeric structures of flavan-3-ol units, which possess A-type interflavan bonds. c-PAC differs from other botanical sources because other PAC mostly have B-type interflavan bonds. Cranberry products used to alleviate and prevent urinary tract infections may suffer from adulteration, where c-PAC are replaced with less expensive botanical sources of PAC that contain B-type interflavan bonds. Objective Identifying the presence of A-type interflavan bonds in cranberry fruit and dietary supplements. Methods Thirty-five samples reported to contain A-type PAC (cranberry fruit and cranberry products) and 36 samples reported to contain B-type PAC (other botanical sources) were identified and differentiated using MALDI-TOF MS, deconvolution of overlapping isotope patterns, and principal component analysis (PCA). Results Our results show that both MALDI-TOF MS and deconvolution of overlapping isotope patterns were able to identify the presence of A-type interflavan bonds with a probability greater than 90% and a confidence of 95%. Deconvolution of MALDI-TOF MS spectra also determined the ratio of A-type to B-type interflavan bonds at each degree of polymerization in cranberry fruit and cranberry products, which is a distinguishing feature of c-PAC in comparison to other botanical sources of PAC. PCA shows clear differences based on the nature of the interflavan bonds. Conclusions MALDI-TOF MS, deconvolution of overlapping isotope patterns of MALDI-TOF MS spectra, and PCA allow the identification, estimation, and differentiation of A-type interflavan bonds in cranberry-based foods and dietary supplements among other botanical sources containing mostly B-type interflavan bonds.

Electrospun nanofibers (ESNFs) were prepared from mucilage isolated from chan and linaza beans and mozote stem commercially available in Costa Rica. Poly(vinyl alcohol) (PVA) was used as an aiding agent. Mucilage/PVA mixed solutions of different volume ratios (100:0, 80:20, 60:40, 40:60, 20:80 and 0:100) were prepared and adjusted to be similar in viscosity and electrical conductivity suitable for electrospinning. Morphology of the ESNFs was examined using scanning electron microscopy (SEM). Fourier transform infrared spectrometer (FTIR) and differential scanning calorimetry (DSC) studies were used to characterize chemical composition and thermal characteristics of the nanofibers (NFs). The ability of the NFs to support fibroblast cell proliferation was investigated in vitro using the optimized mucilage/PVA solutions. Results show plant mucilage-based ESNFs are well-suited for fibroblast cell growth, significantly better than ESNFs of PVA; and the mucilage of chan beans is better than those of mozote and linaza for supporting cell proliferation.

Total polyphenol content (TPC), total flavonoid content (TFC), total anthocyanin content (TAC), and proanthocyanidin (PAC) content were determined in fruit from three tropical

Cranberry proanthocyanidin-chitosan composite nanoparticles (PAC-CHT NPs) were formulated using 2:1, 5:1, 10:1, 15:1 20:1, 25:1, and 30:1 PAC to CHT weight ratio to form round shaped particles. The PAC-CHT NPs were characterized by size, polydispersity, surface charge, morphology, and PAC content. PAC-CHT NPs bioactivity was measured by agglutination of extra-intestinal pathogenic Escherichia coli (ExPEC) and inhibition of gut epithelial cell invasion by ExPEC. Results indicate that by increasing the PAC to CHT ratio 10:1 to 30:1 formed stable nanoparticles with diameters of 122.8 to 618.7 nm, a polydispersity index of approximated 0.4 to 0.5, and a zeta potential of 34.5 to 54.4 mV. PAC-CHT NPs ratio 30:1 agglutinated ExPEC and decreased the ability of ExPEC to invade epithelial cells in a dose-dependent manner. PAC-CHT NPs ratio 10:1 to 30:1 form stable, round-shaped, and bioactive nanoparticles for potential applications in the treatment of ExPEC bacterial infections.

Chitosan interacts with proanthocyanidins through hydrogen-bonding, which allows encapsulation and development of stable nanoparticles via ionotropic gelation. Cranberry proanthocyanidins (PAC) are associated with the prevention of urinary tract infections and PAC inhibit invasion of gut epithelial cells by extra-intestinal pathogenic Escherichia coli (ExPEC). We determined the effect of cranberry proanthocyanidin-chitosan hybrid nanoparticles (PAC-CHTNp) on the ExPEC invasion of gut epithelial cells in vitro. PAC-CHTNp were characterized according to size, morphology, and bioactivity. Results showed a decrease in the size of the nanoparticles as the concentration of PAC was increased, indicating that PAC increases cross-linking by hydrogen-bonding on the surface of the chitosan nanoparticles. Nanoparticles were produced with diameters ranging from 367.3 nm to 293.2 nm. Additionally, PAC-CHTNp significantly inhibited the ability of ExPEC to invade the enterocytes by ~80% at 66 μg GAE/mL and by ~92% at 100 μg GAE/mL. Results also indicate that chitosan nanoparticles alone were not significantly different from controls in preventing ExPEC invasion of enterocytes (data not shown) and also there were not significant differences between PAC alone and PAC-CHTNp, suggesting that the new PAC-CHTNp could lead to an increase in the stability of encapsulated PAC, maintain the molecular adhesion of PAC to ExPEC.

OBJECTIVES: The objective of this study was to analyze the TDF, soluble and insoluble fibers, comparing the results with the new analytical method and for minerals associated with fiber. This is the first reporting of date fibers comparing the methods of analysis. METHODS: TDF methods AOAC 2011.25 methods were updated using Rapid Integrated (RI), a rapid digestion of 4 hours closely resembling human digestion. Testing was conducted at Medallion in Minneapolis, Minnesota. Equal part deglet noor and medjool varieties were analyzed by both methods. Minerals were tested by ICP Mass Spec Eurofin, Wisconsin. RESULTS: TDF for the new RI method yielded higher results than AOAC 2011.25 (8.7 mg vs 8.0 mg/100 g). Both soluble and insoluble are considered bioavailable, as they interact with the gut intestinal epithelial and intestinal microflora in the digestive process. Most of date TDF are insoluble 64% and 34% are soluble. The 0.7 mg increase in TDF comes mostly as Soluble. The new RI method and the AOAC 2011.25 Soluble were (3.1 vs 2.5 mg/100 g) respectively. The Insoluble Dietary Fibers showed a slight increase of (0.1 mg/100 g) with the new method at (5.6 vs 5.5 mg/100 g.) Calcium (62.5 mg/100 grams.) indicates cell wall pectin cross-linking. Selenium was (4.94 mg/100 g) and upregulates genes involved in building cell walls. Boron was (0.942 mg/100 g) which is involved with the elongation factor for cell walls. CONCLUSIONS: The new increased values of date Dietary Fibers and minerals linked to fiber show dates as a positive inclusion in diets. Dates have been shown to have many health benefits including decrease the risk of colon cancer. FUNDING SOURCES: California Date Commission, Indio, California, provided an unrestricted grant to fund this research.

Chitosan (CHT) has been reported to be biocompatible, bio-absorbable and particularly, is considered a good wound-healing accelerator. On the other hand, collagen (CGN) is one of the most widely used matrix biomaterial in tissue engineering. Highly porous CGN single 3D-scaffolds have been used to support in vitro growth of many types of tissues. We fabricated hybrid 3D-scaffold biomaterials by mixing CHT from native shrimp waste streams and CGN from tilapia aquaculture waste by-products, applying previously developed methodologies involving solvent casting and freeze-drying. CGN/CHT hybrid 3D-scaffolds were characterised according to its water uptake capacity, mechanical properties, thermal behaviour (TGA), and morphology (SEM). Hybrid 3D-scaffolds showed improved stability, greater porosity, increased thermal stability and mechanical properties, as well higher biodegradation as compared to single 3D-scaffolds. Cell culture incubation with adipose tissue-derived stem cell (ADSC) and SEM imaging showed that CGN/CHT hybrid 3D-scaffolds allowed ADSC adhering, spreading, and growing in vitro.