2,6‐Di‐Tert‐Butyl‐Hydroxytoluene and Its Metabolites in Foods

2,6‐Di‐tert‐butyl‐hydroxytoluene (BHT, E‐321) is a synthetic phenolic antioxidant which has been widely used as an additive in the food, cosmetic, and plastic industries for the last 70 y. Although it is considered safe for human health at authorized levels, its ubiquitous presence and the controversial toxicological data reported are of great concern for consumers. In recent years, special attention has been paid to these 14 metabolites or degradation products: BHT‐CH₂OH, BHT‐CHO, BHT‐COOH, BHT‐Q, BHT‐QM, DBP, BHT‐OH, BHT‐OOH, TBP, BHQ, BHT‐OH(t), BHT‐OH(t)QM, 2‐BHT, and 2‐BHT‐QM. These derived compounds could pose a human health risk from a food safety point of view, but they have been little studied. In this context, this review deals with the occurrence, origin, and fate of BHT in foodstuffs, its biotransformation into metabolites, their toxicological implications, their antioxidant and prooxidant properties, the analytical determination of metabolites in foods, and human dietary exposure. Moreover, noncontrolled additional sources of exposure to BHT and its metabolites are highlighted. These include their carryover from feed to fish, poultry and eggs, their presence in smoke flavorings, their migration from plastic pipelines and packaging to water and food, and their presence in natural environments, from which they can reach the food chain.     

Absorption and twenty‐four‐hour metabolism time‐course of quercetin‐3‐O‐glucoside in rats,in vivo

Rats were meal‐fed a semi‐synthetic diet, with or without quercetin 3‐O‐glucoside (Q3G; 100 mg per meal) and groups of three were killed either fasting, or at 2, 5 and 24 post‐feeding. Flavonoids and their metabolites in the diet, stomach contents, small intestinal lumen and mucosa, caecal contents and plasma were determined by LC/MS. Q3G was not hydrolysed in the stomach, but deglycosylation and further metabolism occurred in the small intestinal mucosa. At least 17 flavonoid glucuronides were identified in the lumen and mucosa, with evidence of time‐dependent changes such as de‐ and re‐glucuronidation. Quercetin mono‐sulphate was also detected in the small intestinal contents. Metabolites were still present in tissue and plasma 24 h after feeding. There was also evidence of complex microbial processing of Q3G in the caecal lumen with the appearance of at least one methylquercetin‐mono‐glucuronide, mono‐sulphate unique to this site in the gut, together with phenolic acid derivatives. Intestinal flavonoid metabolism is thus a very complex process in mammals, involving both enterocytes and bacteria. Copyright © 2004 Society of Chemical Industry     

Moisture‐Absorption and Water Dynamics in the Powder of Egg Albumen Peptide,Met‐Pro‐Asp‐Ala‐His‐Leu

Moisture absorbed into the powder of Met‐Pro‐Asp‐Ala‐His‐Leu (MPDAHL)—a novel egg albumen antioxidant peptide—profoundly affects its properties. In this study, we elucidated water dynamics in MPDAHL using DVS, DSC, and low‐field ¹H NMR. Based on the DVS data, we found that MPDAHL sorption kinetics obey a parallel exponential model. DSC results indicated that both water and heating could change the microstructure of MPDAHL. The T₂ parameters of NMR reflected the different phases of moisture absorption revealed that there were 4 categories of water with different states or mobility in the MPDAHL during the moisture absorption process. The fastest fraction T_2b mainly dominated the hygroscopicity of MPDAHL and the absorbed water significantly changed the proton distribution and structure of MPDAHL. Thus, this study shows that DVS, DSC, and low‐field ¹H NMR are effective methods for monitoring water mobility and distribution in synthetic peptides. It can be used to improve the quality assurance of functional peptides.     

Degradation of N‐(1‐Deoxy‐d‐xylulos‐1‐yl)glycine and N‐(1‐Deoxy‐d‐xylulos‐1‐yl)proline using thermal treatment

The formation and degradation of N‐(1‐Deoxy‐d ‐xylulos‐1‐yl)glycine and N‐(1‐Deoxy‐d ‐xylulos‐1‐yl)proline, derived from the secondary amine Maillard reaction in xylose‐amino acid model solutions, were detailed in this study. The identification and quantitative analysis of N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)glycine and N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)proline were carried out using high‐performance anion‐exchange chromatography and high‐performance liquid chromatography. The formation of intermediate and advanced products derived from N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)glycine and N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)proline was also tested using an UV‐Vis spectrophotometer to gain a better comparing of the degradation process of the two important Maillard reaction products using thermal treatment. Results showed that the degradation of N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)glycine was more significant than N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)proline. Moreover, xylose was tested in the degradation products of both N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)glycine and N‐(1‐Deoxy‐d‐ xylulos‐1‐yl)proline, which indicated that the degradation of N‐substituted 1‐amino‐1‐deoxyketoses was a reversible reaction to form reducing sugar.     

Production and Properties of Spin‐Coated Cassava‐Starch‐Glycerol‐Beeswax Films

Cassava‐starch based polymer films containing glycerol as a plasticizer (1.0‐2.5‐5.0%, w/w) and different lipids as additives (paraffin, stearyl alcohol, and beeswax – 0.25‐0.5‐1.0%, w/w) were produced. Control films were produced by heating a mixture of glycerol, starch, and water, while treated films were produced by the addition of lipids/ ethanol solutions. The solutions were kept at around 70ºC during amalgamation, and once congealed, were placed in a vacuum oven for 1 h at 90ºC. The solutions were then spun on 7‐inch diameter non‐stick disks, allowed to dry, and conditioned at 23ºC and 50% RH before testing. Cassava starch‐glycerol‐beeswax films were successfully produced with a stable film structure at glycerol concentration equal or below 5% (w/w). Addition of glycerol and beeswax did not visually change the color of the films. Increasing glycerol content improved elongation while decreasing tensile strength. Increasing the glycerol concentration from 1.0 to 5.0% increased the water vapor permeability by 150% and addition of beeswax further increased these values by 250%.     

Comparison of ginsenosides in radix and rhizome of wild Panax species using LC‐ELSD and LC‐Q‐TOF‐MS

High‐performance liquid chromatography (HPLC) with evaporative light scattering detector (ELSD) and quadrupole time‐of‐flight mass spectrometry (Q‐TOF‐MS) were used for qualitative and quantitative analysis of wild Panax species, especially wild P. vietnamensis, which is an important medicinal plant. We determined the types and concentrations of ginsenosides in radix and rhizome of wild P. vietnamensis. Identification of ginsenosides was achieved using Q‐TOF‐MS; concentrations were determined by ELSD. The most abundant ginsenosides in wild Vietnamese ginseng were of the ocotillol type, accounting for more than 50% of the total. Compared to the rhizome, the radix had 31% higher ginsenoside content due to variation in protopanaxatriol‐type ginsenoside contents. We also found an unusual difference in the chromatograms of the two parts of wild P. vietnamensis. This difference did not appear in other wild species such as P. ginseng and P. quinquefolius. Our study provides an opportunity for further in‐depth study of the distinctive characteristics of P. vietnamensis.     

Liquid Chromatography‐Diode Array and Electrospray High‐Accuracy Mass Spectrometry of Iso‐α‐Acids in DCHA‐Iso Standard and Beer

Excellent liquid chromatographic (LC) separation of cis/trans stereoisomers of iso‐α‐acids has been achieved with reversed‐phase sorbent XTerra MS C18. An isocratic alkaline mobile phase, consisting of a mixture of 5 mmol l^?1 ammonium acetate (pH 8)‐acetonitrile‐methanol, 62:21:17 (v/v/v), was used. In the DCHA‐Iso international calibration standard trans‐isoposthumulone was identified combining photo diode array (PDA) spectra and electrospray high‐accuracy mass spectrometric (MS) data. Moreover, the molecular mass of two degradation products resulting from the in‐solution storage of the DCHA‐Iso standard was determined. The presence of trans and cis isomers of isoposthumulone, isocohumulone, isoadhumulone and iso‐n‐humulone in beer samples was confirmed. The trans isomers of iso‐α‐acids showed characteristic and reproducibly slightly different ultraviolet absorbance spectra with respect to cis isomers.