• Title/Summary/Keyword: ${\delta}-tocotrienol$

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Separation of ${\alpha}-,\;{\gamma}-,\;{\delta}-tocotrienol$ from latex (천연 latex로부터 ${\alpha}-,\;{\gamma}-,\;{\delta}-tocotrienol$의 분리)

  • Lee, Hyung-Ok
    • Applied Biological Chemistry
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    • v.36 no.1
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    • pp.29-32
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    • 1993
  • 3 $Tocotrienol-{\alpha}-,\;{\gamma}-\;and\;{\delta}-tocotrienol-from$from latex(Hevea Brasiliensis) were isolated and the oily tocotrienol concentrates obtained. To isolate tocotrienols, the fractionation by semipreparative HPLC of the unsaponifiable fraction in the raw lipid extract from latex was carried out. By this method, the total content of tocotrienols in latex was ca. 400 ppm, and the purities of ${\alpha}-,\;{\gamma}-\;and\;{\delta}-tocotrienol$ were 98.3, 99.3 and 96.2%, respectively.

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Antioxidant Effect of Tocopherols and Tocotrienols and cis/trans-, trans/trans-Hydroperoxide Isomer from Linoleic Acid Methylester (토코페롤류의 항산화작용과 Linoleic Acid Methylester에서 생성된 cis/trans-, trans/trans-Hydroperoxide Isomer)

  • Lee, Hyung-Ok
    • Korean Journal of Food Science and Technology
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    • v.25 no.4
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    • pp.307-312
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    • 1993
  • Antioxdant effect was studied in model system with linoleic acid methylester and tocochromanols $({\alpha}-,\;{\beta}-,\;{\gamma}-,\;{\delta}-tocopherol\;and \;{\alpha}-,\;{\gamma}-,\;{\delta}-tocotrienol)$ under definite autoxidation condition-temperature $(40,\;60,\;80^{\circ}C),\;O_2\;(0,\;10,\;20%\;O_2\;in\;N_2)$. 13-Hydroperoxy-9-cis-11-trans-, 13-hydroperoxy-9-trans-11-trans-, 9-hydroperoxy-10-trans-12-cis-, 9-hydroperoxy-10-trans-12-trans-octadecadienoic acid methylester as the major oxidation product were produced from linoleic acid methylester by autoxidation, analyzed with HPLC and antioxidant activities were compared by their quantitative changes. Experimental results showed that all added tocochromanols except ${\alpha}-tocotrienol$ had antioxidant effect at $60^{\circ}C$, and also ${\alpha}-tocopherol$, ${\alpha}-tocotrienol$ and ${\delta}-tocotrienol$ had prooxidant effect at $80^{\circ}C$. And cis/trans-hydroperoxide was predominantly produced at $40^{\circ}C$, but trans/trans-hydroperoxide at $80^{\circ}C$. Except no reproductive experimental data in produced hydroperoxides amount, the production ratio of cis/trans-:trans/trans-hydroperoxides in the autoxidation condition of range from $40^{\circ}C/10%,\;O_2\;to\;60^{\circ}C/20%\;O_2$ were as follows: ${\alpha}-T>{\alpha}-T_3>{\gamma}-T>{\beta}-T>{\gamma}-T_3>{\delta}-T>{\delta}-T_3$. This result showed that ${\alpha}-tocopherol$ among tocochromanols had the lowest antioxidant effect.

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Genotypic Difference in Tocopherol and Tocotrienol Contents of Rice Bran (벼 품종별 미강의 Tocopherol과 Tocotrienol 함량 평가)

  • 박경열;강창성;조영철;이용선;이영현;이영상
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.48 no.6
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    • pp.469-472
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    • 2003
  • The rice bran has been known to contain tocopherols and tocotrienols carrying antioxidant and cholesterol-lowing activities. The content of 8 isomers of vitamin E : $\alpha\textrm{-}$, $\beta\textrm{-}$, $\gamma\textrm{-}$, $\delta\textrm{-}$tocoperols (T) and tocotrienols ($\textrm{T}_3$) were extracted from 18 major rice varieties and quantified with an HPLC. Tested varieties exhibited T, $\textrm{T}_3$ and total vitamin E ($\textrm{TT}_3$) contents ranging 9.1-14.8, 22.4-37.1, 34.9-46.5 mg/100g with averages of 11.1, 28.0, 39.2 mg/100g, respectively. Among tested varieties, Seojinbyeo and Hwasungbyeo showed high T contents and Andabyeo, Damakum were high in $\textrm{T}_3$, and Andabyeo and Seojinbyeo were high in total $\textrm{TT}_3$ contents. Regardless of varieties, the average 8 isomer contents (in mg/100g) were in descending order of $\gamma\textrm{-}$$\textrm{T}_3$(17.9) >$\alpha\textrm{-}$$\textrm{T}_3$(8.8) >$\alpha\textrm{-}$T (7.8) >$\gamma\textrm{-}$T(2.6) >$\delta\textrm{-}$$\textrm{T}_3$ (0.9)>$\beta\textrm{-}$T (0.7)>$\beta\textrm{-}$$\textrm{T}_3$ (0.4)>$\delta\textrm{-}$T (0.1). In most varieties, $\gamma\textrm{-}$$\textrm{T}_3$, a strong antioxidant and anticancer compound, consisted 64% of total tocotrienol and 46% of total vitamin E in vice bran.

Absence of Tocotrienol Form of Vitamin E in Purple Perilla (Perilla frutescens var. acuta Kudo) Seeds Confirmed by Comparative Analysis Using HPLC and GC (GC 및 HPLC 비교분석에 기초한 차조기 종실내 tocotrienol 부재의 평가)

  • Lee, Young-Sang;Kim, Min-Kyoung
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.53 no.spc
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    • pp.115-120
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    • 2008
  • Lipid soluble vitamin E consists of tocopherols and tocotrienols depending upon double bonds in phytyl side chains attached to chromanol ring. Recent reports on antioxidative, anticancer, and cholesterol-lowering effects of tocotrienols have increased researches and commercialization of tocotrienols. Purple perilla (Perilla frutescens var. acuta Kudo) has been reported as a plant containing tocotrienols along with tocopherol forms of vitamin E based upon normal phase HPLC analysis. To confirm the existence or absence of tocotrienol form of vitamin E in purple perilla, comparative analysis using HPLC, GC/FID, and GC/MSD has been conducted for 14 purple perilla genetic accessions collected from Korea and Japan. Normal phase HPLC analysis showed ${\alpha}-$, ${\beta}-$, ${\gamma}-$, and ${\delta}-tocopherols$ along with peaks with retention times quite similar to ${\beta}-$ and ${\gamma}-tocotrienols$. Same purple perilla samples, analysed by GC exhibited ${\alpha}-$, ${\beta}-$, ${\gamma}-$, and ${\delta}-tocopherols$ quantitatively equivalent to HPLC results. However, no peaks for ${\beta}-$ and ${\gamma}-tocotrienols$ could be observed and unknown two peaks of similar retention times with ${\beta}-$ and ${\gamma}-tocotrienols$ were identified not corresponding tocotrienols by GC/MSD. These results suggest the absence of tocotrienol form of vitamin E in purple perilla as well as the necessity of using GC-based qualitative and quantitative vitamin E analysis to avoid misinterpretation of peaks with similar retention times as tocotrienol isomers when analysed by an HPLC.

Tocotrienol and Tocopherol Content in Various Plant Seeds (몇 가지 작물 종실의 Tocotrienol과 Tocopherol 함량)

  • 박경열;강창성;이용선;이영현;이영상
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.49 no.3
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    • pp.207-210
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    • 2004
  • Vitamin E, consisting of tocotrienols ($\textrm{T}_3$) and tocopherols ($\textrm{T}$) is well-known nutraceutical compound for its antioxidant, anticancer and cholesterol-low-ering activity. The contents of alpha ($\alpha\textrm{-}$), beta ($\beta\textrm{-}$), gamma ($\gamma\textrm{-}$) and delta ($\delta\textrm{-}$) tocotrienols and tocopheyols in some Korean crop seeds were evaluated by using HPLC after saponification. Among tested crops, total 73 contents (mg/110g) were purple perilla 25.06, barley 4.50, corn 3.54, iris 3.04, adlay 2.58, safflower 0.12. Other crops including 5 soybean cultivars, kidneybean, sunflower and perilla contained no tocotrienols. Regarding $\textrm{T}_3$ isomers, $\beta\textrm{-}$$\textrm{T}_3$ were rut observed in adlay and corn, and $\delta$-$\textrm{T}_3$ were not in iris aid purple perilla, while safflower exhibited no detectable $\alpha\textrm{-}$, $\beta\textrm{-}$ and $\delta\textrm{-}$$\textrm{T}_3$. Total T contents (mg/100g) were high in iris (51.82), perilla (40.90), soybean (34.11), sunflower (20.88), and they all contained all $\alpha\textrm{-}$, $\beta\textrm{-}$, $\gamma\textrm{-}$ and $\delta\textrm{-}$ tocopterol isomers. Total Vit E contents (T + $\textrm{T}_3$, mg/100g) were iris 54.86, purple perilla 41.80, perilla 40.90, soybean 34.11, sunflower 20.88, safflower 14.73, corn 11.49, evening-primrose 10.07, barley 7.48, adlay 6.24 and kidneybean 5.27.

Effects of Roasting Condition on the Quality Characteristics and Oxidative Stabilities of Rice Germ (볶음 조건이 쌀눈의 품질 특성 및 산화안정성에 미치는 영향)

  • Ko, Soon-Nam;Kim, Chul-Jin;Kim, In-Hwan
    • Korean Journal of Food Science and Technology
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    • v.35 no.3
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    • pp.347-352
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    • 2003
  • In order to compare quality characteristics and oxidative stabilities of rice germs prepared under different roasting conditions, sensory evaluation, color value, tocols (tocopherol+tocotrienol) contents, and peroxide value were investigated. Optimum roasting temperatures for the best acceptability were 20, 10, and 6 min at 170, 180 and 190, respectively. Hunter color a values of rice germ increased as roasting temperature and time increased, whereas L value decreased. Peroxide values of unroasted, and roasted rice germs at $170^{\circ}C$ for 20 min, $180^{\circ}C$ for 10 min, and $190^{\circ}C$ for 6 min were 2.0, and 145.6, 169.5, and 182.9 meq/kg, respectively, after 9 days storage at $60^{\circ}C$. Four tocopherol and three tocotrienol isomers were identified, whereas no ${\beta}$-tocotrienol was detected. The major tocopherol and tocotrienol isomers in rice germ were ${\alpha}$-tocopherol and ${\alpha}$-tocotrienol, respectively. ${\alpha}$-Tocopherol content in roasted rice germ decreased significantly during storage, whereas those of ${\beta}$- and ${\gamma}$-tocopherols slowly decreased. ${\delta}$-Tocopherol had the highest stability among tocopherol isomers in roasted rice germ. Similar trends were observed in tocotrienol isomers.

Determination of Tocopherol and Tocotrienol Contents in Rice Cooked with Various Cereals (밥의 종류에 따른 토코페롤 및 토코트리에놀 함량 분석 -연구노트-)

  • Kim, Yangsoo;Park, Soonriang;Lee, Young-Sang;Jung, Hwan;Koh, Kwangoh;Kim, Hee-Seon
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.34 no.8
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    • pp.1289-1292
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    • 2005
  • The objective of this study was to characterize and determine contents of vitamin E isomers (alpha-, beta-, gamma-, delta-tocopherols and tocotrienols) in different steamed rice dishes, with or without other grains. Five different rice dishes were evaluated for the vitamin E nutritional value as major Korean staple foods. They were plain steamed rice (SR) and steamed rice mixed with barley (SRBa), red bean (SRRB), black bean (SRBB), or multi-grains (SRMG) containing a mixture of black rice, barley, red beans, and black beans. Vitamin E isomers were extracted from five grams of freeze-dried samples with hexane after saponification. An analytical method, using a normal-phase HPLC with a UV detector, was developed and used to determine the amount of each vitamin E component. The results showed that SR contained three vitamin E isomers (alpha-tocopherol, alpha-tocotrienol, and gamma-tocotrienol). Alpha-tocopherol and gamma-tocotrienol were de-tected from all samples while only SRBB contained beta-tocopherol and beta-tocotrienol. SRMG showed the highest (3.9$\mu$g/g dry wt) and SRRB showed the lowest alpha-tocopherol (1.3$\mu$g/g dry wt) contents. SRBB contained about 5 to 16 times more gamma-tocopherol (19.7$\mu$g/g dry wt) than othe.5. These results suggested that adding black bean or multi-grains can dramatically improve the vitamin E nutritional values compared to the plain steamed rice (SR). Information obtained from this study can be directly related to the amount of vitamin E intake and can be used to balance the diet for Koreans.

Contrasting rice sub-populations to tocols ratio associated with seed longevity

  • Lee, Jae-Sung;Kwak, Jieun;Yoon, Mi-Ra;Lee, Jeom-Sig;Hay, Fiona R.
    • Proceedings of the Korean Society of Crop Science Conference
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    • 2017.06a
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    • pp.31-31
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    • 2017
  • Understanding the mechanism(s) to overcome or prevent seed ageing deterioration during storage is of fundamental interest to seed physiologists. Vitamin E (tocols) is known as a key metabolite to efficiently scavenge lipid peroxy radicals which cause membrane breakdown resulting in seed ageing. However, in rice research this hypothesis has been tested for very few lines only without considering intraspecific variation in genomic structure. Here, we present a correlation study between tocols and seed longevity using a diverse rice panel. Seeds of 20 rice accessions held in the International Rice Genebank at the International Rice Research Institute, representing aus, indica, temperate japonica and tropical japonica subpopulations, were used for tocols analysis (quantification of ${\alpha}$-, ${\beta}$-, ${\gamma}$-, ${\delta}$-tocopherol/tocotrienol by ultra performance liquid chromatography) and storage experiments at $45^{\circ}C$ and 10.9% seed moisture content (sample taken for germination testing every 3 days up to 60 days). To examine interactions between DNA sequences and phenotype, the 700k high-density single-nucleotide polymorphism marker data-set was utilized. Both seed longevity (time for viability to fall to 50%; $p_{50}$) and tocols content varied across subpopulations due to heterogeneity in the genetic architecture. Among eight types of tocol homologues, ${\alpha}$-tocopherol and ${\gamma}$-tocotrienol were significantly correlated with $p_{50}$ (negatively and positively, respectively). While temperate japonica varieties were most abundant in ${\alpha}$-tocopherol, indica varieties recorded 1.3 to 1.7-fold higher ${\gamma}$-tocotrienol than those of other subpopulations. It was highlighted that specific ratio of tocol homologues rather than total tocols content plays an important role in the seed longevity mechanism.

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Tocopherols and Tocotrienols in Cereal Grains (화곡류 종실의 토코페롤과 토코트리에놀 연구현황과 전망)

  • 이동진;이지영
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.48
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    • pp.1-12
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    • 2003
  • Vitamin E is a fat-soluble vitamin that exists in eight different forms, which are $\alpha$, $\beta$, $\gamma$, and $\delta$ tocopherol, and $\alpha$, $\beta$, $\gamma$, and $\delta$ tocotrienol. Tocopherols and tocotrienols are important antioxidant in foods, feeds and their raw materials, where they scavenge lipid radicals. Each form has its own biological activity, the measure of potency or functional use in the body. Antioxidants such as vitamin E act to protect cells against the effects of free radicals, which are potentially damaging by-products of the body's metabolism. Free radicals can cause cell dam-age that may contribute to the development of cardiovascular disease and cancer, The content of tocopherols and tocotrienols vary depending on the environmental condition such as growing regions, temperature, crops and varieties. This report deals with chemical and physical properties and extends to their nutritional and health effect on the tocopherols and tocotrienols in cereal grains.

The Contents of Phytosterols, Squalene, and Vitamin E and the Composition of Fatty Acids of Korean Landrace Setaria italica and Sorghum bicolar Seeds

  • Bhandari, Shiva Ram;Lee, Young-Sang
    • Korean Journal of Plant Resources
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    • v.26 no.6
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    • pp.663-672
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    • 2013
  • To characterize the nutraceutical property of Italian millet (Setaria italica) and sorghum (Sorghum bicolor), ten Korean landraces of each crop were collected and their vitamin E (tocopherols and tocotrienols), squalene and phytosterols (campesterol, stigmasterol and ${\beta}$-sitosterol) contents as well as fatty acid composition in seeds were evaluated. Italian millet seeds exhibited 5 forms of vitamin E isomers: three (${\alpha}$-, ${\gamma}$- and ${\delta}$-) tocopherols and two (${\alpha}$- and ${\gamma}$-) tocotrienols, while sorghum seeds showed only three forms of vitamin E isomers: ${\alpha}$- and ${\gamma}$-tocopherol and ${\alpha}$-tocotrienol. In both crops, ${\gamma}$-tocopherol was the major constituent of vitamin E in terms of highest quantity. Total vitamin E content in Italian millet and sorghum landraces were 88.3 mg/kg and 44.3 mg/kg, respectively. Among three phytosterols (campesterol, stigmasterol and ${\beta}$-sitosterol) analyzed, ${\beta}$-sitosterol was the major form comprising about 85% and 65% in Italian millet and sorghum landraces, respectively. Total phytosterols content ranged from 443.0 to 568.5 mg/kg and 442.3 to 719.2 mg/kg in Italian millet and sorghum, respectively. Squalene, a precursor of phytosterols biosynthesis, ranged from 6.8 to 10.2 mg/kg in Italian millet and from 62.2 to 115.2 mg/kg in sorghum. Linoleic, oleic and palmitic acids were the major fatty acids in both of the crops and about 80% of the total fatty acids were unsaturated fatty acids. Among the tested landraces, M09 and S10 showed relatively higher proportion of phytonutrients, suggesting their potential as a gene source for further breeding program.