Characterisation of anthocyanins in the black soybean (Glycine max L.) by HPLC-DAD-ESI/MS analysis

The aim of this study was to isolate and identify the anthocyanins in the black seed coated soybean (cv. Cheongja 3, Glycine max (L.) Merr.) using reverse phase C-18 open column chromatography and high-performance liquid chromatography (HPLC) with diode array detection and electro spray ionization/mass spectrometry (DAD-ESI/MS) analysis, respectively. Anthocyanins were extracted from the coat of black soybeans with 1% TFA in methanol, isolated by RP-C-18 column chromatography, and their structures elucidated by 1D and 2D NMR spectroscopy. The isolated anthocyanins were characterised as delphinidin-3-O-glucoside (3), cyanidin-3-O-glucoside (5), petunidin-3-O-glucoside (6), pelargonidin-3-O-glucoside (7) and cyanidin (9). Furthermore, four minor anthocyanins were detected and identified as catechin-cyanidin-3-O-glucoside (1), delphinidin-3-O-galactoside (2), cyanidin-3-O-galactoside (4), and peonidin-3-O-glucoside (8) based on the fragmentation patterns of HPLC-DAD-ESI/MS analysis.     

Volatile components of cooked tubers of the water yam (Dioscorea alata)

Volatile constituents were isolated from yams, during cooking, by concurrent steam distillation-solvent extraction. The essence which resulted was analysed by linked gasliquid chromatography-mass spectrometry (g.l.c.-m.s.) employing capillary columns and by gas-liquid chromatography coupled with sensory evaluation of the column effluent (nasal appraisal). In addition to hydrogen sulphide and a number of high-boiling fatty acids, 29 compounds, comprising seven hydrocarbons, eight alcohols, eight aldehydes, four ketones, a furan and a disulphide, were identified for the first time in yam. A further five components were tentatively identified by g.l.c.-m.s. and by thinlayer chromatography of derivatives. 4-Phenylbutan-2-one was the major constituent of the acid-free essence.     

Anti-inflammatory activity of American yam Dioscorea trifida L.f. in food allergy induced by ovalbumin in mice

Tropical ecosystems are particularly rich in edible plant species with different bioactive substances. Among the plants with promising benefits for health are species from the genus Dioscorea (Dioscoreaceae), especially those named yam. Recent studies have shown the beneficial effects of different species of Dioscorea, and its main constituent, diosgenine, in the treatment of food allergy. In this study we evaluated the potential of D. trifida, the only yam native from South America, in the treatment of ovalbumin (OVA) induced food allergy in Balb/c mice. HPLC/DAD analysis showed the presence of three very distinctive groups of natural products in extracts and fractions: (I) very polar substances, including allantoin, (II) phenolic substances as flavonoids and phenolic acids and (III) diosgenin and derivatives. Sensitive mice received casein feed with supplementation of crude extract (CE) and fractions. The supplementation with all products from D. trifida reduced IGE, intestinal oedema and mucus production, parameters observed in OVA allergic mice. The results showed the potential of this food to prevent or treat this disease and the necessity to be better explored.     

Changes in flour gelatinisation of trifoliate yam (Dioscorea dumetorum) tubers after harvest

BACKGROUND: Changes in the properties of starch during postharvest hardening of trifoliate yam (Dioscorea dumetorum) tubers need to be investigated. In this work the starch gelatinisation kinetics of D. dumetorum cv. Yellow stored under prevailing tropical ambient conditions (0.98–2.32 kg vapour per 100 m³ airflow) for 0, 2, 7, 14, 21 and 28 days was studied using a 3 × 5 factorial experiment with three cooking temperature (75, 85 and 95 °C) and five cooking times (0, 5, 10, 20 and 40 min). Samples were also evaluated for starch properties and gelatinisation temperature. RESULTS: Storage of D. dumetorum tubers caused starch damage. However, the starch gelatinisation temperature was between 70 and 75 °C irrespective of the tuber storage duration. The starch gelatinisation reaction followed first‐order kinetics defined by the relationship ln(1 ? α) = ? k_Gt. The gelatinisation rate was significantly influenced (P≤0.05) by cooking temperature and increased with tuber storage duration. The activation energy also increased with tuber storage duration. CONCLUSION: Although the gelatinisation temperature of D. dumetorum starch was not influenced by tuber storage, the starch gelatinisation process was affected by tuber storage duration, since tuber storage involved a greater need of energy for starch gelatinisation, which may be an effect of the postharvest hardening phenomenon. Copyright © 2008 Society of Chemical Industry     

Hard-to-cook defect in trifoliate yam Dioscorea dumetorum tubers after harvest

In an attempt to study the hard-to-cook defect in Dioscorea dumetorum tubers after harvest, yellow cultivars of trifoliate yam tubers were stored under range of temperatures (15, 30, 45 °C ) and relative humidity (59%, 75%, 86% RH), and then soaked and cooked in distilled water or 5% (w/v) aqueous solution of Na₂ EDTA. The hard-to-cook defect was separated into reversible and irreversible components. Results of phytate and lignin analysis led to the conclusion that these components reflect the pectin-phytate mechanism or reversible hardening and the lignification mechanism or irreversible hardening. Modeling of the hardening process indicated that the rate of reversible and irreversible reaction was dependent on storage conditions, however, irreversible hardening rate was generally faster than reversible hardening and then represented the major component of D. dumetorum tubers hardening.     

Some biochemical changes associated with post-harvest storage of white yam (Dioscorea rotundata) tubers

Healthy Dioscorea rotundata tubers were kept for 8 months under local storage conditions and periodically analysed for the activity of some enzymes of carbohydrate metabolism as well as for the concentrations of key tuber metabolites. Except for polyphenol oxidase, all the other enzymes monitored showed low and maximum activities before and at onset of sprouting, respectively. The activities of these enzymes after sprouting remained higher than those in the pre-sprouting period. Hexokinase, alcohol dehydrogenase and phosphorylase showed an approximately 2-fold increase in activity at sprouting while glucose-6-phosphate dehydrogenase showed a more than 3-fold increase in activity. Polyphenol oxidase (PPO) activity and starch content decreased steadily with storage with PPO activity decreasing to one-half by the end of storage. L-ascorbate, total polyphenols, carotenoids and lipids increased with storage and peaked at sprouting.     

Improving the application of gibberellic acid to prolong dormancy of yam tubers (Dioscorea spp)

With the aim of reducing the cost and time needed to treat yam tubers with gibberellic acid (GA₃), this study compared several new methods of application with the established dipping procedure (150 mg kg^?1 for 1 h). Both GA₃‐containing soil paste (25 mg kg^?1) and gelatinized starch (860 mg kg^?1) were applied to tuber heads of Dioscorea alata and D cayenensis‐rotundata in the Ivory Coast. Soil paste, gelatinized starch and dipping consistently prolonged dormancy and reduced fresh matter losses by 23–39% in D cayenensis‐rotundata 3‐year means. Although dipping reduced the storage losses most efficiently, soil paste and gelatinized starch used considerably less GA₃. Both new treatments were easily prepared and quickly applied. Soil paste was most effective when the treatment was repeated before the end of dormancy. The third new method, spraying the tubers with a GA₃ solution (150 mg kg^?1), was not effective. In general, the optimal time of application was immediately post‐harvest. For D alata, treatment only 1 month after harvest was particularly ineffective, whereas D cayenensis‐rotundata tubers could be treated with some effect up to the end of dormancy. To achieve extended storage periods of healthy tubers of D cayenensis‐rotundata, GA₃ application may be recommended as post‐harvest practice. Copyright © 2003 Society of Chemical Industry     

Genetic diversity of organoleptic properties in water yam (Dioscorea alata L)

Improving the food quality of yams (Dioscorea spp) is an ongoing challenge to yam breeders and researchers. Forty accessions of D alata were evaluated for the suitability of their tubers for the preparation of two dominant food forms (boiled and pounded) as part of an effort to identify potential parents for use in genetic improvement. Trained panellists were presented with randomised, replicated and coded samples of boiled yam tuber pieces and asked to rate them for mealiness, colour, wetness, softness and taste. The sensory attributes considered for pounded yam (dough from boiled and pounded tubers) were consistency, colour, sheen, smoothness, stickiness, elasticity and hardness. Ratings were based on hedonic scales. Cluster analysis revealed groupings of accessions into eight and nine similarity clusters for boiled yam and pounded yam respectively. The mean scores for general preference were regressed on individual attribute scores. Mealiness, colour and taste were important in the general preference for boiled yam. Consistency, colour and stickiness determined the general preference for pounded yam. Of the accessions, 67% were identified as being suitable for preparation as a boiled vegetable, while 55% were assessed to be good for pounded yam, based on the respective quality attributes evaluated. © 2003 Society of Chemical Industry     

Isolation and identification of two major acylated anthocyanins from purple sweet potato (Ipomoea batatas L. cultivar Eshu No. 8) by UPLC‐QTOF‐MS/MS and NMR

In recent years, researches on the isolation and preparation of monomeric anthocyanins have intensified because of the requirements of quantitative and structure–bioactivity relationship analyses. However, simple and effective methods about the scale of monomeric anthocyanins from the natural purple sweet potato powder are rarely reported. In this study, high molecular weight acylated monomeric anthocyanins were isolated from purple sweet potato (Ipomoea batatas L. cultivar Eshu No. 8) via the combination of column chromatography and semi‐preparative HPLC technology and identified mainly by ultra‐high‐performance liquid chromatography quadrupole time‐of‐flight tandem mass spectrometry/mass spectrometry (UPLC‐QTOF‐MS/MS) and ¹H and ¹³C nuclear magnetic resonance (NMR). Two major acylated anthocyanins were unambiguously determined as peonidin 3‐O‐(6‐O‐(E)‐caffeoyl‐(2‐O‐(6‐O‐p‐hydroxybenzoyl)‐β‐D‐glucopyranosyl)‐β‐D‐glucopyranoside)‐5‐O‐(β‐D‐glucopyranoside) and peonidin 3‐O‐(6‐O‐(E)‐caffeoyl‐(2‐O‐(6‐O‐(E)‐feruloyl)‐β‐D‐ glucopyranosyl)‐β‐D‐glucopyranoside)‐5‐O‐(β‐D‐glucopyranoside). The results of this study may help promote the purification of high molecular weight acylated anthocyanins from purple sweet potato as well as from other plant materials in nature.     

Biochemical and textural changes in trifoliate yam Dioscorea dumetorum tubers after harvest

Biochemical and textural changes were investigated in trifoliate yam Dioscorea dumetorum tubers, after harvest, in an attempt to study the chemical and physical changes associated with the raw and cooked tubers and how these relate to the hardening phenomenon of the tubers after harvest. A 2×2×3×4 factorial experiment, with cultivar, storage condition, treatment and storage time as their respective variables, was done. Samples were analysed for moisture, starch, reducing sugars, alcohol-soluble sugars, acid and neutral detergent fibre, cellulose, hemicellulose and lignin. The Warner–Bratzler test cell was used in a TA.XT2 Texture Analyser to measure the hardness of cooked tubers. The moisture and starch contents of the tubers decreased from 77.8 to 70.4% and 70.5 to 66.5 g/100g, respectively in a period of 72 h of storage, suggesting rapid dehydration after harvest and breakdown of starch. All the other chemical indices increased with storage time. These changes were influenced by the storage temperature and the treatment given to the tubers prior to storage. In general, samples stored at 4 °C showed smaller changes in the chemical indices than those at 28 °C, suggesting a temperature-dependence of the changes. Both cultivars of yam showed increase in hardness with storage time. A high correlation (r=0.9503–0.9913) was noted between the texture and the chemical indices of the white cultivars. Storage of the trifoliate yam, Dioscorea dumetorum, immediately after harvest, leads to reduction in moisture and starch contents and increase in sugars and structural polysaccharides. Low temperature storage may reduce the hardening phenomenon. A mechanism for the hardening phenomenon has been proposed.     

Acid phosphatase in the tubers of Dioscorea species and its purification from the white yam (D. rotundata poir)

Acid phosphatase activity was determined in 15 cultivars from four species of yam. A 12-fold purification of the enzyme from Dioscorea rotundata (cv. chikakwondo) gave a homogeneous preparation as demonstrated by polyacrylamide gel electrophoresis. This enzyme preparation has an apparent molecular weight of 115 000 ±2000 and an optimum activity at a pH of 5·20 and a temperature of 50°C. The K_m of the enzyme is 3·81 mM with disodium p-nitrophenylphosphate (p-NNP) as a substrate. The energy of activation, heat of activation, energy of inactivation and heat of inactivation are 7·0, 6·4, 4·41 and 4·34 kcal M^?1, respectively. Although it has very little activity with most organic phosphoric acid esters, it is significantly inhibited by Ca²⁺, Hg²⁺ and EDTA and activated by Mg²⁺. The enzyme has a half-life of 50,17 or 13 days, respectively, when stored at 6-8°C, 0°C or room temperature (29±2°C).     

Study of the hard-to-cook property of stored yam tubers (Dioscorea dumetorum) and some determining biochemical factors

In an attempt to investigate the hard-to-cook phenomenon in Dioscorea dumetorum tubers during storage, selected physical and chemical characteristics were monitored. A 3 × 5 factorial experiment with storage conditions (15 °C, 59% RH; 30 °C, 75% RH; 45 °C, 86% RH) and storage period (0, 2, 4, 7 and 14 days) as variables was carried out. Changes in cooked hardness, water absorption, water-holding capacity and solid loss of steeped tubers as well as phytate, total phenols and lignin contents were monitored. Water uptake and solid loss of steeped tubers decreased significantly (P ⩽ 0.05) with storage period, suggesting that storage affects cell wall membrane permeability of the tubers. Cooked hardness analyses indicated significant difference (P ⩽ 0.05) between fresh and stored tubers and its rate varied with storage time and storage conditions. Cooked hardness values correlated negatively (r = −0.922–0.857, P ⩽ 0.05, d.f. = 146) with phytate and total phenols. A multiple mechanism for D. dumetorum tubers hardening is presented which includes phytate loss as a minimal contributor to cooked hardness during the first days of storage and total phenol loss via a lignification-like mechanism as a major contributor.     

Salts soaking treatment for improving the textural and functional properties of trifoliate yam (Dioscorea dumetorum) hardened tubers

ABSTRACT:  Processing of Dioscorea dumetorum hardened tubers into flour could be a means of adding a longer-term value to this tropical plant with a high nutritional potential, but which presents a postharvest hardening problem characterized by a hard-to-cook defect. In an attempt to investigate the changes leading to salts soaking treatment of hardened tubers, the central composite rotatable design for K = 2 was used to study the combined effect of NaCl concentration (0% to 6%) and pH (4 to 10) on tubers cooked hardness, and 6 kanwa alkaline salt concentrations (1:3 (w/v); 0%, 0.2%, 0.5%, 0.8%, 1%, and 1.5%; pH 11.3 ± 0.2) were used to study the effect of kanwa treatment on tuber cooked hardness and functional properties of resulting flours. The results showed that salts soaking treatment significantly decreased ( P ≤ 0.05) tubers cooked hardness, independently of the solution pH, but could not totally overcome the tubers hardening phenomenon, as a consequence of the multiple mechanisms of D. dumetorum tuber hardening. Nevertheless, kanwa concentrations of 0.8% to 1.5% could be used to tenderize hardened tubers prior to its transformation in flour. Except oil absorption capacity, initial soaking of hardened tubers in kanwa solutions significantly influenced ( P ≤ 0.05) the functional properties of the resulting flours. Water absorption capacity increased with increasing of kanwa concentration while the other properties evaluated (water solubility index, hydrophilic–lipophilic index, bulk density, swelling capacity, least gel-forming concentration) decreased.     

LC-MS/MS分析测定紫薯花色苷方法研究

目的:通过对紫薯花色苷(anthocyanins from purplesweet potato,APSP)组分的分离、鉴定和相对含量的分析,为紫薯花色苷在食品工业中的应用提供方法借鉴和理论依据。方法:取实验室自制的APSP粉末25mg,置于5m L容量瓶中,用甲醇水混合液(甲醇∶水=2∶1)定容,所得溶液过0.45μm滤膜,利用LC-MS/MS对滤液中的成分进行分离、鉴定,并进行相对含量的计算。结果:根据LC-MS/MS结果可知,分离得到8种组分,并依据相关文献的报道,鉴定其中6种分别为矢车菊素3-咖啡酰槐糖苷-5-葡糖苷(Cyanidin 3-caffeoylsophoroside-5-glucoside)、芍药素3-咖啡酰槐糖苷-5-葡糖苷(Peonidin3-caffeoylsophoroside-5-glucoside)、矢车菊素3-(6"-咖啡酰-6"’-阿魏酰槐糖苷)-5-葡糖苷(Cyanidin3-(6"-caffeoyl-6"’-feruloylsophoroside-5-glucoside))、芍药素-双咖啡酰槐糖苷-5-葡糖苷(Peonidindicaffeoylsophoroside-5-glucoside)、芍药素3-咖啡酰-对-羟基苯甲酰槐糖苷-5-葡糖苷(Peonidin 3-caffeoylp-hydroxybenzoyl-sophoroside-5-glucoside)、芍药素3-咖啡酰-阿魏酰槐糖苷-5-葡糖苷(Peonidin-caffeoylferuloylsophoroside-5-glucoside),另外2种组分未知,同时对各组分的相对含量进行了比较。结论:利用所建立的LC-MS/MS方法可对APSP进行分离、鉴定和相对含量的分析。     

紫皮豇豆(Vigna unguiculata L.)花色苷的研究

首次应用高效液相色谱-二极管阵列检测器-质谱联用技术(HPLC-DAD-MS)鉴定出紫皮豇豆主要含有三种花色苷,分别为飞燕草色素、矢车菊色素、天竺葵色素的葡萄糖苷,其中矢车菊葡萄糖苷相对百分含量达到93.4%;应用pH示差法测定出其单体花色苷的含量为57.15mg/100g鲜重;应用DPPH法测定结果显示,花色苷粗提液有较强的抗氧化能力。     

Effect of short-term storage on phenolic content,o-diphenolase and peroxidase activities of cut yam tubers (Dioscorea sp)

The effect of short-term storage on the protein, phosphorus and phenolic content as well as peroxidase and o-diphenolase activities of cut, harvested Jamaican yam (Dioscorea sp) tubers (D rotundata. D alata and D cayenensis) was studied. There was an initial increase in the total phenolic content up to the third week of storage followed by a gradual decrease to the sixth week. Phenolic content was found to be highest in D cayenensis followed by D rotundata and D alata. The activities of peroxidase (EC 1. 11. 1. 7) and o-diphenolase (EC 1. 10.3.1) increased steadily up to the third week of storage and thereafter decreased to the fifth week. The intensity and rapidity of browning in tubers when cut, correlated very closely with the tuber o-diphenolase and phenolic content levels while the onset of rotting correlated with the peroxidase activity levels in the species studied.     

Gelling properties of extruded yam (Dioscorea alata) starch

Yam (Dioscorea alata) starch was pregelatinized in a single screw extruder. Response Surface Methodology was used to study the effect of extrusion variables: feed moisture (18, 21, 24%), extruder temperature (120, 150, 180°C) and die diameter (3, 4, 5 mm) on cold viscosity, gel-forming capacity and retrogradation of extruded starches. Cold viscosity was higher from starch samples processed at higher moisture and die diameter, at lower temperatures. Slurries of the extruded starch (8%, w/v, d.b.) formed opaque and firm gels. Higher values for gel strength were found in samples extruded at highest and lowest moistures at intermediate temperature and increasing die diameter. Gels of extruded starch had lower retrogradation values than non-extruded gelatinized starch after one and two weeks storage at refrigeration temperature. Prediction equations for the studied functional properties can be used in selecting processing conditions for specific food applications.     

Macromolecular characteristics of ten yam (Dioscorea spp) starches

Starches from ten yam (Dioscorea) species were compared with those of maize, wheat, potato and cassava, and characterized by high‐performance size‐exclusion chromatography coupled with multiangle laser light scattering. Treatment with 95% (v/v) dimethylsulphoxide and microwave heating in a high‐pressure vessel led to complete dissolution of the starch samples. For yam starches, M?_w were between 1.88 × 10⁸ and 3.27 × 10⁸ g mol^?1 and R?_G were between 258 and 396 nm. The hydrodynamic coefficients of amylopectins were between 0.36 and 0.44, indicating that those of maizes and esculenta 5 and dumetorum yam species had particularly highly branched structures. Multidimensional analysis of the macromolecular characteristics of yam starches indicated three classes: dumetorum cultivar (Dioscorea dumetorum), esculenta 5 cultivar (Dioscorea esculenta) and the other eight yam starches, including cultivars of Dioscorea alata and Dioscorea cayenensis‐rotundata species. Some yam starches were also leached at 90 °C. The macromolecular characteristics of the leached fractions confirmed the previous typology. Copyright © 2003 Society of Chemical Industry     

LC–MS analysis of anthocyanins from purple corn cob

Liquid chromatography coupled with diode array spectrophotometry and mass spectrometry detection (LC–DAS–MS) has been applied to the study of the anthocyanin composition of a commercial extract from purple corn cob used as a colourant additive in the food industry. Nine different anthocyanins were isolated using semipreparative HPLC and identified by LC–MS and hydrolytic techniques. Useful information for the identification of compounds was also obtained from their fragmentation patterns (MS–MS spectra). Six of these anthocyanins seem to be present in the original cob, namely cyanidin‐3‐glucoside, pelargonidin‐3‐glucoside, peonidin‐3‐glucoside and their respective malonyl derivatives. The other three are produced during the industrial extraction process and have been identified as the corresponding ethylmalonyl derivatives. © 2002 Society of Chemical Industry     

UPLC-MS/MS分析紫薯酒发酵前后花色苷种类和含量变化

采用超高效液相色谱—串联四极杆质谱（UPLC-MS/MS）法对紫薯酒关键生产环节中花色苷的种类及含量进行分析。结果表明：共鉴定出8种结构差异较大的花色苷,各种花色苷在发酵前后均有不同的变化;高温蒸煮后,紫薯中花色苷种类未发生变化,但花色苷总含量减少;发酵为紫薯酒后,8种花色苷得率约为30%。