Germination Dramatically Increases Isoflavonoid Content and Diversity in Chickpea (Cicer arietinum L.) Seeds

The effect of germination on bioactive components in legume seeds was investigated in terms of the antioxidant capacity and total phenolic contents. Germination increased the total phenolic content and antioxidant capacity of most seeds. Particularly in chickpea seeds, the isoflavone contents increased by over 100 fold, mainly due to the increase of formononetin and biochanin A level. As a result, these two compounds were conveniently isolated from the germinated seeds in preparative scale and structurally confirmed by UV-vis, ESI-MS, and (1)H NMR spectroscopies. Isoflavonoid fingerprints analyzed by HPLC-PDA and LC-ESI-MS demonstrated that germination could significantly increase isoflavonoids diversity. Twenty-five isoflavonoids were detected and identified tentatively. These include 20 isoflavones, 2 isoflavanones, and 3 pterocarpan phytoalexins. Total isoflavonoid content of germinated chickpea was approximately 5-fold of that of germinated soybean. Our findings suggest that the germinated chickpea seeds could serve as a promising functional food rich in isoflavonoids.     

Effect of heat treatment on nutritional quality of germinated legume seeds

The effect of heat treatment of germinated soybean, lupin, and black bean on chemical composition and protein utilization in rats was evaluated. Heat treatment caused complete inactivation of trypsin inhibitors whereas it did not affect phytic acid levels. Proximate components, minerals, and amino acids did not change, but low molecular weight sugars were affected by heat treatment differently for each germinated legume. The sugar digestibility ratio (total digestible sugars/total nondigestible sugars) in germinated black beans doubled after heat treatment. True protein digestibility (TD) increased with heat treatment only in germinated soybean. Net protein utilization was markedly improved (20%) with heat treatment in germinated soybean and lupin. Utilizable protein of heat-treated germinated legumes was 289, 236, and 132 g/kg of legume dry weight for soybean, lupin, and black bean, respectively. Supplementation with methionine did not alter TD but improved all other indices of protein utilization in the germinated legumes, particularly in black bean. All three germinated legumes become equivalent in protein quality when heating and supplementation with methionine are combined with germination. The use of germinated heat-treated soybean, lupin, and black bean on their own and/or as food ingredients is nutritionally advantageous due to the low content of nondigestible oligosaccharides and the high protein utilization.     

Fermentation with Aspergillus awamori enhanced contents of amino nitrogen and total phenolics as well as the low-density lipoprotein oxidation inhibitory activity of black soybeans

A solid fermentation was performed on black soybeans with Aspergillus awamori. The effects of fermentation on the contents of total phenolics and amino nitrogen and on the inhibitory effect on low-density lipoprotein (LDL) oxidation of black soybeans were examined. Results revealed that fermentation significantly enhanced the LDL oxidation inhibitory activity and total phenolics and amino nitrogen contents of black soybeans. The increased content of amino nitrogen was closely related to the enhanced LDL oxidation inhibitory activity of fermented black soybeans and its water extract. Fermentation temperature and length affected the LDL oxidation inhibitory effect exerted by the prepared fermented black soybeans. The A. awamori-fermented black soybean prepared at 30 °C for 3 days exhibited the highest inhibitory effect on LDL oxidation. The bioactive principles related to the inhibitory effect on LDL oxidation in black soybeans, regardless of fermentation, could be most efficiently extracted with water rather than 80% methanol or 80% ethanol.     

Analysis of isoflavones and phenolic compounds in Korean soybean [Glycine max (L.) Merrill] seeds of different seed weights

The seeds of 322 Korean soybean varieties were collected from six different cultivated sites in Korea and classified into three groups based on the 100-seed weight as small, medium, and large. Seeds were analyzed for their concentrations of isoflavones and phenolic compounds. The total average isoflavones in soybean cultivated at Iksan (2.840 micromol g(-1)) and phenolic compounds in soybean grown at Yeoncheon (9.216 micromol g(-1)) and Iksan (9.154 micromol g(-1)) were significantly different (p<0.05). In small and medium seeds of soybeans cultivated at Yeoncheon, Yesan, and Milyang high levels of isoflavones were obtained, whereas soybeans grown in Chuncheon showed the lowest isoflavone concentrations. However, isoflavone concentrations in the large seeds of soybean cultivated at Chuncheon showed the highest level. The soybean cultivated at Yeoncheon had high levels of phenolic compounds in small, medium, and large seeds, whereas the soybean grown at Chuncheon had the lowest. On the other hand, the phenolic concentrations of large soybean cultivated at Milyang were the least. At Yeoncheon, Yesan, and Milyang, the total isoflavone and phenolic compounds levels related to their seed size was significantly different (p<0.05), whereas in the soybean of different sizes cultivated at Chuncheon, the relationship to their seed size was not significantly different. The relationships of total isoflavones and phenolic compounds of small and medium soybean seeds were significantly higher than that of large soybean seeds. The hydroxybenzoic acid group in all sizes of seeds cultivated at six sites in Korea was the major phenolic compound, followed by flavonoid and hydroxycinnamic acid. The total isoflavone concentration was positively correlated with acetylglycoside and negatively correlated with malonylglycoside in the small soybean seeds cultivated at Yeoncheon. In medium soybean seeds cultivated at Yeoncheon, a significantly positive correlation was found between acetylglycoside and glycoside, between aglycone and glycoside, and between aglycone and acetylglycoside, whereas a significantly negative correlation was shown between malonylglycoside and glycoside, between acetylglycoside and malonylglycoside, and between aglycone and malonylglycoside. In large soybean seeds cultivated at Chuncheon, significantly positive and negative correlations were similar to those of medium seeds. The results presented here can improve the understanding of the relationships among the concentrations of individual chemical compounds and each chemical compound group and total chemical compounds in soybeans of different seed sizes from different cultivated sites.     

发芽过程中大豆活性物质、抗营养因子及抗氧化活性变化的综述

大豆是一种优质的蛋白质资源。大豆种子发芽过程中大豆多肽、大豆异黄酮、大豆皂苷、γ-氨基丁酸及维生素C等活性物质含量增加,大豆胰蛋白酶抑制剂、血球凝集素、脂肪氧化酶和植酸等抗营养因子含量下降。随着发芽时间的延长,大豆DPPH自由基清除能力和铁还原力等抗氧化能力增强。因此,发芽可作为提高大豆及其制品的营养价值、消化性、适口性及生物利用性的重要手段。本文对发芽期间大豆中生物活性物质、抗营养因子及抗氧化活性的变化进行综述,并展望了发芽大豆的综合性应用,以期明确大豆发芽过程中各活性物质变化规律,为发芽大豆在食品中的应用提供科学依据。     

Effect of Germination and UV‐C Radiation on the Accumulation of Flavonoids and Saponins in Black Bean Seed Coats

In the present study, we evaluated UV‐C radiation and germination treatments as an approach to increase the concentration of bioactive molecules in black bean seed coats. Black beans were germinated for 20 h under UV‐C radiation. Germination rate was higher in seeds radiated with UV‐C light compared with the control (nonirradiated seeds). Flavonoid content was increased twofold in seed coats of beans germinated for 10 h under UV‐C compared with the control. Quercetin‐3O‐glucoside was the major flavonoid identified in stressed seed coats. Furthermore, the application of UV‐C radiation during germination increased the content of soyasaponin Af, Ba, and αg, and it induced the de novo biosynthesis of soyasaponins (phaseoside I, soyasaponin deacetyl Af, and soyasaponin deactyl Ah) not present in the control. Germination of black beans under UV‐C radiation was an effective and simple approach to increase the concentration of bioactive molecules in black bean seed coats.     

Phytochemicals for health, the role of pulses

Pulses are the seeds of legumes that are used for human consumption and include peas, beans, lentils, chickpeas, and fava beans. Pulses are an important source of macronutrients, containing almost twice the amount of protein compared to cereal grains. In addition to being a source of macronutrients and minerals, pulses also contain plant secondary metabolites that are increasingly being recognised for their potential benefits for human health. The best-studied legume is the soybean, traditionally regarded as an oilseed crop rather than a pulse. The potential health benefits of soy, particularly with respect to isoflavone content, have been the subject of much research and the focus of several reviews. By comparison, less is known about pulses. This review investigates the health potential of pulses, examining the bioactivity of pulse isoflavones, phytosterols, resistant starch, bioactive carbohydrates, alkaloids and saponins. The evidence for health properties is considered, as is the effect of processing and cooking on these potentially beneficial phytochemicals.     

Variation in isoflavone of soybean cultivars with location and storage duration

Fifteen soybean [Glycine max (L.) Merrill] cultivars were grown in Seoul, Suwon, and Kyongsan, Korea, in 1998, 1999, and 2000, and their isoflavone contents were assessed. After harvest, the beans were stored for 3 years at room temperature. Soybean isoflavones were analyzed using high-performance liquid chromatography (HPLC) within each crop year and after storage. Total isoflavone contents ranged from 188.4 to 685.6 mg 100 g(-1) in 1998, from 218.8 to 948.9 mg 100 g(-1) in 1999, and from 293.1 to 483.0 mg 100 g(-1) in 2000. The year x variety, and year x location x variety interactions were significantly different in 1998, the year x location, year x variety, and year x location x variety interactions were significantly different in 1999, and the year x variety interaction was significantly different in 2000 for total and individual isoflavone contents. Total isoflavone contents of soybeans stored for 1 year were only slightly higher than those of soybeans stored for 2 or 3 years. However, the concentrations of individual isoflavones, especially 6' '-O-malonyldaidzin and 6' '-O-malonylgenistin, decreased markedly in soybeans stored for 2 or 3 years. These data suggest that it may be feasible to improve soybean cultivars with higher antioxidative substances.     

Determination of antioxidant properties of aroma extracts from various beans

Aroma extracts from fresh soybeans, mung beans, kidney beans, and azuki beans were prepared using simultaneous steam distillation and solvent extraction (SDE) under mild conditions (55 degrees C and 95 mmHg). Extracts were examined for antioxidative activities in two different assays. The aroma extracts isolated from all beans inhibited the oxidation of hexanal for nearly one month at a level of 250 microL/mL. Mung bean and soybean extracts inhibited malonaldehyde (MA) formation from cod-liver oil by 86% and 88%, respectively, at the 250 microL/mL level. Azuki and kidney bean extracts inhibited MA formation from cod-liver oil by 76% and 53%, respectively, at the 250 microL/mL level. The antioxidative activities of mung bean and soybean extracts were comparable with that of the natural antioxidant, alpha-tocopherol (vitamin E).     

Chemical components with health implications in wild and cultivated Mexican common bean seeds (Phaseolus vulgaris L.)

Common bean effects on health have been related to its dietary fiber content and other active compounds. This study assessed the content of flavonoids, coumestrol, phenolic acids, galactooligosaccharides, and phytic acid in wild and cultivated Mexican common bean seeds (raw and cooked) and that of flavonoids, coumestrol, and phenolic acids in germinated bean seeds. The presence of isoflavones in raw bean seeds was not confirmed by the UV spectra. Quercetin, kaempferol, p-coumaric acid, ferulic acid, p-hydroxybenzoic acid, and vanillic acid mean contents were 10.9, 52.3, 10.1, 9.6, 5.4, and 18.2 microg/g, respectively; raffinose, stachyose, verbascose, and phytic acid mean contents were 8.5, 56.3, 5.5, and 11.5 mg/g, respectively, in raw seeds. All compounds were affected by autoclaving, and germination resulted in a de novo synthesis of flavonols, phytoestrogens, and phenolic acids. The impact on health of common bean seed is affected by dietary burden, specific compounds content, and processing. On the other hand, germinated bean seed or beans sprouts may be sources of antioxidants and phytoestrogens.     

Effect of Dehulling and Germination on Physicochemical and Pasting Properties of Black Beans (Phaseolus vulgaris L.)

Dehulled and/or germinated black bean flours were physicochemically characterized, including pasting properties, along with the trypsin inhibitor and antioxidant phenolics. To our best knowledge, this is the first study that, using nonparametric correlations and principal component analysis, identifies the parameters affecting the pasting properties of germinated black bean flour. The carbohydrate loss observed after black bean germination was indirectly correlated with the crude fiber content. Therefore, germination increased the protein and crude fiber contents compared with raw seeds (from 19.1 and 2.4% to 24.0 and 5.1%, respectively). Additionally, the highest protein digestibility was obtained in dehulled germinated black bean flour (78.4%), followed by whole germinated seed flour (74.1%). The dehulling process increased the total starch content 13.5 and 18.8% compared with raw and germinated whole bean flours, respectively. Dehulling decreased both trypsin inhibitor activity and antioxidant phenolics. Germination reduced by twofold the peak and final viscosities of black bean flours. Interestingly, both viscosities were negatively correlated with protein and positively correlated with fat and insoluble dietary fiber. Although resistant starch content was not affected by germination or dehulling, its interactions with fat and insoluble dietary fiber were responsible of the changes observed in pasting properties of germinated black bean flour.     

Antioxidant capacity of seed coat, dehulled bean, and whole black soybeans in relation to their distributions of total phenolics, phenolic acids, anthocyanins, and isoflavones

Black soybeans have been used as an excellent dietary source for disease prevention and health promotion in China for hundreds of years. However, information about the distribution of health-promoting phenolic compositions in different physical parts of black soybean and the contribution of phenolic compositions to overall antioxidant capacity is limited. To elucidate the distribution of phenolic composition and their contribution to antioxidant activities in black soybean, the total and individual phenolic profiles, and antioxidant capacities of seed coat, dehulled and whole black soybean were systematically investigated. The seed coat exhibited much higher total phenolic indexes and antioxidant activities than whole and dehulled black soybean. Dehulled black soybean possessed similar levels of total phenolic content, total flavonoid content, 2-diphenyl-1-picryhydrazyl (DPPH) radical scavenging activity, ferric reducing antioxidant power (FRAP), and oxygen radical absorbance capacity (ORAC) activities as compared to whole yellow soybean. Cyanidin-3-glucoside, petunidin-3-glucoside, and peonidin-3-glucoside were detected in the seed coat but not in dehulled black soybean and yellow soybean. Among benzoic acid detected, caffeic and chlorogenic acid were the predominant phenolic acids. Whole black soybean and dehulled black soybean exhibited similar isoflavone contents in 7- O-beta-glucosides and malonylglucosides of daidzein and genistein. The seed coat possessed significantly ( p < 0.05) lower 7- O-beta-glucosides and malonylglucosides of daidzein and genistein, acetylglycitin, and total isoflavones than whole and dehulled black soybean. The contribution of phenolics in the seed coat to the antioxidant activity of black soybean parts depends on the assay methods. When measured with the DPPH and FRAP methods, the seed coat contributed 90% of the total antioxidant capacity of black soybean. However, when measured with the ORAC method, the seed coat and dehulled portion contributed approximately equally the total antioxidant capacity of black soybeans. The information generated from this study on the distribution and content of their active components is useful for the effective use of black soybeans as an ingredient for promoting health.     

Characterization of phenolic substances and antioxidant properties of food soybeans grown in the North Dakota-Minnesota region

Phenolic profiles and antioxidant properties of a total of 30 soybean samples, including 27 grown in the North Dakota-Minnesota region and three soybeans from the other regions, were investigated. The total phenolic content (TPC), total flavonoids content (TFC), phenolic acids, flavonols, anthocyanins, and isoflavones were quantified. Antioxidant properties of soybean extracts were assessed using 2-diphenyl-1-picryhydrazyl free radical scavenging activity (DPPH), ferric reducing antioxidant power (FRAP), and oxygen radical absorbance capacity (ORAC) methods. Results showed that black soybean cultivars possessed significantly higher TPC, TFC, DPPH, FRAP, and ORAC values than all yellow soybean cultivars. However, black soybean cultivars did not exhibit significantly higher individual phenolic contents (except for anthocyanins), such as phenolic acids and isoflavones, than the yellow soybean cultivars. The isoflavone profiles of North Dakota soybean cultivars were similar to those of South Dakota, but average values of total isoflavone (TI) contents were higher than soybeans grown in the other states and Korea and Japan according to the U.S. Department of Agriculture-Iowa State University Database on the isoflavone contents of foods. Correlation assays showed that TPC, TI, total phenolic acids, daidzin, genistin, malonyldaidzin, daidzein, genistein, and trans-cinnamic acid significantly ( r = 0.73, 0.62, 0.49, 0.68, 0.59, 0.59, 0.56, 0.47, and 0.76, respectively, p < 0.0001) correlated with ORAC values of yellow soybeans. Both isoflavones and phenolic acids contributed to the ORAC values of yellow soybeans. These data suggest that some selected soybean cultivars may be used as high-quality food-grade soybeans for providing high phenolic phytochemicals and antioxidant activities.     

Total chemically available (free and intrachain) lysine and furosine in pea, bean, and lentil sprouts

The effect of the germination of peas, beans, and lentils under differing conditions of illumination for different times on parameters linked to the Maillard reaction (chemically available free and intrachain lysine, lysine availability, and furosine) was evaluated. The chemically available free lysine content in the raw seeds of the three legumes was quite small compared to the chemically available intrachain lysine content, and furosine was detectable only in the beans and the lentils. The effect of germination was to increase lysine availability compared with levels in the raw seeds in all of the germinated samples, the smallest increase taking place in the lentils. In addition, furosine became detectable in all of the germinated samples. Quantities varied depending on the germination conditions but in all cases were higher than the quantities observed in the raw seeds. Linear correlations were observed to exist between some of the parameters considered in the three legumes tested.     

不同大豆品种萌发期抗旱性鉴定方法研究

为筛选出大豆萌发期抗旱性鉴定的适宜试验条件,以大豆品种陇中黄601、恳鉴豆15、九农29、长农16为供试材料,采用蛭石法和滤纸法进行发芽试验,运用内源转录间隔区(Internally Transcribed Spacer,ITS)序列分析法进行发芽床筛选,测定各供试大豆品种的发芽率、硬实豆数、发霉豆数,并进行了蛭石湿度和PEG-6000浓度筛选。结果表明,蛭石法发芽试验能明显减少大豆发芽试验中产生霉菌的种类与数量,适宜在大豆萌发期抗旱性鉴定中应用。且在蛭石湿度为170%、PEG-6000浓度为22%的条件下,不同大豆品种间的发芽率差异比较明显,硬实豆数和发霉豆数少,试验数据可靠,可作为大豆萌发期抗旱性鉴定试验的适宜条件。且在此条件下,4个供试大豆品种的抗旱性表现由强到弱依次为陇中黄601、九农29、长农16、恳鉴豆15。     

Influence of lupin (Lupinus luteus L. cv. 4492 and Lupinus angustifolius L. var. zapaton) and fenugreek (Trigonella foenum-graecum L.) germination on microbial population and biogenic amines

Microbial population and bioactive amine profile and levels of two lupin species (Lupinus luteus L. cv. 4492 and Lupinus angustifolius L. var. zapaton) and fenugreek (Trigonella foenum-graecum L.) seeds as affected by germination were investigated. Microbial population increased considerably mainly in the first stage of germination (2 days), then small changes in bacterial numbers were observed up to 5 days to levels between 7.8 and 8.9 log colony-forming units/g. Microorganisms belonging to the Enterobacteriaceae family were dominant for the legumes tested. Ungerminated legume seeds contained putrescine, cadaverine, histamine, tyramine, spermidine, and spermine. Bioactive amine levels found in fenugreek seeds were between 3- and 4-fold higher than those found in lupin seeds. The highest total amine levels were found in fenugreek seeds [162 mg/kg of dry weight (dw)], followed by L. angustifolius var. zapaton seeds (84 mg/kg of dw) and, finally, L. luteus cv. 4492 (46 mg/kg of dw) seeds. The concentration of individual amines showed a gradual rising trend during the germination period in all tested sprouts, reaching levels >3 times higher than those found in ungerminated seeds. After 5 days of germination, the fenugreek sprouts contained the highest amount of total bioactive amines. Tyramine was the predominant amine in both lupin varieties, whereas cadaverine was the main bioactive amine detected in fenugreek. The results of this work thus indicated that microbial population and biogenic amine levels in the studied lupin and fenugreek sprouts are not a risk for healthy consumers or for individuals with restricted activity of detoxification enzymes.     

Changes of folate and other potential health-promoting phytochemicals in legume seeds as affected by germination

Folate deficiency associated with low dietary intake is a well-documented public health problem, resulting in serious health and socioeconomic burdens. Therefore, optimization of the germination process of different cultivars of legume seeds in relation to the content and composition of folate, vitamin C, and total phenolics and total antioxidant capacity was carried out to maximize the health-promoting properties. The content and composition of folate, vitamin C, and total phenolic and total antioxidant capacities varied between species, among cultivars, and with germination time. During germination, total folate content was maximum at 815.2 μg/100 g fresh weight in soybean sprout and at 675.4 μg/100 g fresh weight in mungbean sprout on the fourth day, which were equivalent to, respectively, 3.5- and 3.9-fold increases in the seed's content, and total folate content strongly decreased thereafter. 5-CH(3)-H(4)folate was the most abundant folate species in legume sprouts and reached a maximum on the fourth day. Vitamin C was not detected in raw seeds, and its content increased sharply in soybean and mungbean sprouts and reached a maximum at the fourth day of germination (29 and 27.7 mg/100 g fresh weight, respectively). Germination of soybean and mungbean for 4 days provided the largest amount of total folate as well as the more stable species 5-CH(3)-H(4)folate and also brought about large amounts of vitamin C and total phenolics and substantial antioxidant capacities.     

LC/UV/ESI-MS analysis of isoflavones in Edamame and Tofu soybeans

High-performance liquid chromatography coupled with ultraviolet and electrospray ionization mass spectrometry (HPLC/UV/ESI-MSD) was applied to the study of isoflavones in both Edamame and Tofu soy varieties, from which the immature fresh soybeans or the mature soybean seeds are consumed, respectively. Positive atmospheric pressure interface (API) MS and MS/MS were used to provide molecular mass information and led to the identification of a total 16 isoflavones, including three aglycones, three glycosides, two glycoside acetates, and eight glycoside malonates. The major isoflavones in soybean seeds were daidzein and genistein glycoside and their malonate conjugates. Trace levels of daidzein and genistein acetyl glycosides were found only in the mature dry soybean seeds. To facilitate quantitative analysis, acid hydrolysis during extraction of soy samples was selected to convert the various phytoestrogen conjugates into their respective isoflavone aglycones, allowing accurate quantitation of total phytoestrogens as aglycones. On the basis of HPLC combined with UV and MS detection, all three targeted soy isoflavone aglycones, daidzein, genistein and glycitein in hydrolyzed extracts were successfully quantified within 25 min with formononetin used as the internal standard. The standard curves of UV detection were fitted in the range of 14.16-29000 ng/mL for daidzein, 15.38-31500 ng/mL for genistein, and 11.72-24000 ng/mL for glycitein. For MS detection, the standard curves were established in the range of 3.54-1812.5 ng/mL for daidzein, 3.85-1968.75 ng/mL for genistein, and 2.93-1500 ng/mL for glycitein. Good linearities (r(2) > 0.999 for UV and r(2) > 0.99 for MS) for standard curves were achieved for each isoflavone. The accuracy and precision (RSD) were within 10% for UV detection and 15% for MS detection (n = 10). Using this method, the phytoestrogen levels of total isoflavone aglycones from 30 soybean seed varieties were then evaluated for confirmation of the technique. Total isoflavones ranged across the varieties from 0.02 to 0.12% in the Edamame varieties, which are harvested while the seeds are still immature, and from 0.16 to 0.25% in Tofu varieties, harvested when the seeds are physiologically mature. While the literature has focused on the isoflavone content of soy products and processing soy, this report provides a reliable analytical technique for screening of authenticated fresh immature Edamame soybeans and Tofu soybeans.     

Mineral Element and Total Phenolic Composition and Antioxidant Capacity of Seeds and Aerial Plant Parts of Perennial Legumes

ABSTRACT

Naturally derived bioactive compounds with antioxidant activity and mineral component have a positive effect on human health. Consequently, legumes, including perennial species, have been used as healthy food or medicinal plants. Red clover (Trifolium pratense) and lucerne (Medicago sativa) have been researched more thoroughly for food components and supplements than zigzag clover (T. medium), black medick (M. lupulina), liquorice milkvetch (Astragalus glycyphyllos), cicer milkvetch (A. cicer), and sainfoin (Onobrychis viciifolia). However, information is scarce about the distribution of mineral elements and phenolics in plants of these species as well as the antioxidant capacity of their extracts. In this study, we determined the mineral composition and total phenolic concentration in seeds and whole aerial plant parts and morphological fractions of these perennial legumes, as well as the antioxidant activity of extracts of the above-mentioned plant parts. The legume accessions chosen for this study were rich in potassium (K), calcium (Ca), magnesium (Mg), phosphorus (P), zinc (Zn), and iron (Fe), especially at branching growth stage, and thus could be used for mineral fortification of staple foods. Astragalus species, particularly seeds of A. glycyphyllos, were the richest source of Fe. Trifolium pratense, T. medium, O. viciifolia, and A. cicer were valuable source of total phenolics and antioxidants. The flower and leaf extracts of red clover exhibited very strong 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity. In general, the tested perennial legumes and their plant parts have rich mineral composition and bioactive properties, and they can be used as functional ingredients to accommodate the need for a particular mineral element or a bioactive property.     

Variation in Polyphenols,Tocols, γ‐Aminobutyric Acid,and Antioxidant Properties in Whole Grain Rice (Oryza sativa L.) as Affected by Different Germination Time

Dynamic alterations in the polyphenols, tocols, antioxidant activities (AOA), and γ‐aminobutyric acid (GABA) contents of white, red, and black germinated rice upon different germination periods were studied. The results indicated that the contents of the free, bound, and total phenolics and AOA steadily increased during germination, even though the free part of colored germinated brown rice (GBR) showed a notable decline at the earlier stages, but still higher than the white rice. The compositions of the nine phenolic acids and six tocols generally accumulated in a time‐ and variety‐dependent manner during the germination process. However, the contents of p‐coumaric, ferulic, and sinapic acids displayed a pronounced increase with the duration of germination in all cultivars. The GABA in white, red, and black GBR accumulated to the highest content at the end of germination, which was 4.7, 14.2, and 6.7‐fold of their respective nongerminated counterparts. Interestingly, the total anthocyanin content in black GBR displayed a constant drop at earlier stages and then a rise at the later stages. These results suggest that prolonged germination may further increase the functional properties of GBR.