• Title/Summary/Keyword: electron donating

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Theoretical Studies on the Acyl Transfer Reactions Involving a Tetrahedral Intermediate$^\dag$

  • 이도영;김창곤;이본수;이익준
    • Bulletin of the Korean Chemical Society
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    • v.16 no.12
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    • pp.1203-1208
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    • 1995
  • Theoretical studies of the effect of the nonleaving group (RY) on the breakdown mechanism of the tetrahedral anionic intermediate, T-, formed by the addition of a less basic phenoxide nucleophile (X) to phenyl benzoates with a more basic phenoxide leaving group (Z) have been carried out using the PM3 MO method. The identity acyl transfer reactions (X=Z) are facilitated by an electron-withdrawing RY whereas they are inhibited by an electron-donating RY group. The results of non-identity acyl transfer reactions indicate that a more electron-donating RY group leads to a greater lowering of the higher barrier, TS2, with a greater degree of bond cleavage, and a greater negative charge development on the phenoxide oxygen atom, whereas the opposite is true for a more electron-withdrawing RY group, i.e., leads to a greater lowering of the lower barrier, TS1. The results provide theoretical basis for the signs of ρXY(>0) and ρYZ(<0) observations.

The Nitrite Scavenging and Electron Donating Ability of Phenolic Compounds (페놀성 화합물의 아질산염 소거 및 전자공여 작용)

  • Kang, Yoon-Han;Park, Yong-Kon;Lee, Gee-Dong
    • Korean Journal of Food Science and Technology
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    • v.28 no.2
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    • pp.232-239
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    • 1996
  • Phenolic compounds are known to inhibit the nitrosation or oxidation reaction. In the present work, the effects of phenolic compounds including phenolic acids and flavonoids on the nitrite-scavenging and electron donating ability were tested as scavenger of nitrite which is believed to participate in the formation of N-nitroso compounds and investigated as electron donator. The nitrite scavenging ability appeared in all the phenolic acids and showed the highest value at PH 1.2. Among the Phenolic compounds, phenolic acids showed higher nitrite-scavenging action than some flavonoids. Futhermore, the nitrite scavenging action of phenolic compounds was pH dependent highest at pH 1.2 and lowest at pH 6.0. The electron donating ability (EDA) by reduction of ${\alpha},{\alpha}$-diphenyl-${\beta}$-picrylhydrazyl (DPPH) among hydroxybenzoic acids was in the decreasing order of gallic acid, gentisic acid, syringic acid, protocatechuic acid, salicylic acid, vanillic acid, benzoic acid and p-hydroxybenzoic acid. EDA of hydroxycinnamic acids was in the decreasing order of hydrocaffeic acid, caffeic acid, ferulic acid, p-coumaric acid and trans-cinnamic acid. EDA of flavonoids was in the decreasing order of (+)catechin, rutin, quercetin, naringin and hesperidin. Other phenolic compounds were significantly high in electron donating abilities.

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The Binding of 5-Iodopyrimidines by Human serum albumin (5-Iodopyrimidines와 Human serum albumin과의 결합(結合))

  • Lee, Jong-Jin
    • Applied Biological Chemistry
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    • v.1
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    • pp.48-54
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    • 1960
  • Studing the binding of the 5-Iodopyrimdines by human serum albumin we obtained the following conclusions; 1. The more strong electron donating groups in the molecule of 5-Iodopyrimidines, the larger the binding force with human serum albumin. This trend seems to be attributed by increase of polarization of the electron donating groups in 5-Iodopyrimidines molecule. 2. The binding force of 5-Iodopyrimidines by human serum albumin is increased with the pH increasing could be occurred the configurational changes of human albumin molecule, and this new binding sites of human serum albumin molecule would form the intermolecular complex with 5-Iodopyrimidines molecule more strongly.

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Physiological Activities of Roots Extracts from Calystegia japonica

  • Lee, Yang-Suk;Choi, Bok-Dong;Joo, Eun-Young;Kim, Nam-Woo
    • Biomedical Science Letters
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    • v.15 no.4
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    • pp.335-342
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    • 2009
  • This study was investigated to evaluate the contents of polyphenols and flavonoids, and physiological activities of various extracts from Calystegia japonica roots for making good use of their functional materials. The roots of C. japonica were extracted with water (WE), ethanol (EE) and hot water (HWE) by different methods. Among these extracts, the highest extracting yield was 30.30% of HWE, while the highest contents of total polyphenols and flavonoids were 40.85% and 6.40% of WE, respectively. The nitrite scavenging abilities were ranged from 31.31% (HWE) to 37.46% (EE) at pH 1.2 and 1.0 mg/ml concentration. In the measurements of electron donating abilities, EE showed the highest effect as 91.83% at 0.3 mg/ml assay concentration, and the electron donating ability was decreased as the extract concentration was increased. In the results of superoxide dismutase (SOD)-like activity, HWE showed the highest effect as 7.15% at 1.0 mg/ml. The tyrosinase inhibition activities of WE and EE were 15.28% and 14.97%, respectively. The xanthine oxidase inhibitory effects were ranged from 97.50 to 99.28% at 1.0 mg/ml. These results indicate that C. japonica extract has a good antioxidant effects and could be useful for developing functional products.

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The Nirite Scabenging and Electron Donating Ability of Potato Extracts (감자 추출물의 아질산염 소거 및 전자공여 작용)

  • 강윤한
    • The Korean Journal of Food And Nutrition
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    • v.12 no.5
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    • pp.478-483
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    • 1999
  • This study was conducted to investigate functional properties of 70% acetone extract in different parts of two potato varieties. 'Superior' and 'Atlantic' potato were processed by following method. Potatoes are washed, peeled, sliced and steamed before hot air drying for flesh and peel powder. Hunter's L and b values of flesh powder from blanched 'Superior' potato were higher than flesh powder from fresh 'Superior' potato. Discoloration of 'Superior' potato was inhibited by steam blanching. Contents of total polyphenol and chlorogenic acid in the 70% acetone extract of 'Superior' potato were higher than those of 'Atlantic' potato paticularly in the blanched flesh and peel. But flavonoid was not detected in flesh extract. The phenolic concentration was not decreased by the heat treatment. The nitritescavenging and electron donating ability was greatest at the tuber peel including the skin and cortex tissue 1mm beneath the skin. From the above results browning reaction and polyphenol contents in different parts of potato slices were dependent on cutivars. Peels contained more polyphenols than those from the flesh. The results indicate that potato peel extract of steam blanched plus hot air dried potato tuber showed the effectiveness as a natural nitrite scavenger and antioxidant.

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Antioxidant Properties of Unripened Apple Extracts (미숙사과 용매 추출물의 항산화성)

  • Won Hyang Rye;Park Mee Weon;Choi Moo Young
    • The Korean Journal of Community Living Science
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    • v.16 no.2
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    • pp.11-16
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    • 2005
  • The purpose of this study was to investigate the antioxidant properties of unripened apple extracts. The amount of total flavonoids in the peel and 5/30 samples were 2.7times and 5.0 times higher than the flesh and 6/30 samples, respectively. The degree of angintensin I converting enzyme (ACE) inhibition activity in hot water extracts was higher than the other extracts. In the 5/30 sample, a $0.1\%$ concentration of unripened apple powder showed almost the same electron-donating ability with a $0.5\%$ concentration of the 6/30 sample. More than $90\%$ of the electron-donating ability was observed from the peel extracts regardless of solvents used for extraction. The nitrite-scavenging effects of acetone and methanol extracts of the 5/30 sample were the strongest at pH 1.2, and especially the $80\%$ methanol extracts exhibited a powerful scavenging effect of more than $90\%$ at pH 3.0.

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Optimization of Roasted Perilla Leaf Tea Using Response Surface Methodology (반응표면분석을 이용한 들깨잎차 볶음처리의 최적화)

  • Han, Ho-Suk;Park, Jung-Hye;Choi, Hee-Jin;Sung, Tae-Su;Woo, Hi-Seob;Choi, Cheong
    • Applied Biological Chemistry
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    • v.47 no.1
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    • pp.96-106
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    • 2004
  • Response surface methodology (RSM) was applied in roasting processes of perilla leaves to develop a high quality perilla leaf tea. The Hunter color parameters and electron donating ability were monitored to optimize organoleptic properties of perilla leaf tea. The roasting processes were based on the central composite design with primary variables-roasting temperature $(140{\sim}220^{\circ}C)$, time $(5{\sim}25)$, and reaction variables-sensory test, electron donating ability. From the variables, the roasting condition was optimized using statistical analysis system (SAS) program as developing the functional tea using perilla leaf. Hunter color L and b values of the powdered samples increased with the roasting processes, but Hunter color a value decreased. Electron donating ability was influenced by roasting temperature (p<0.01) and time (p<0.01), and optimum condition selected was at $220^{\circ}C$ for 15 min with coefficient of determinations $(R^2)$ above 0.98. After preference test of perilla leaf tea using parameter of taste, color, and flavor, we can estimate that the optimal roasting condition of preilla leaf for function tea manufacturing are $210{\sim}220^{\circ}C$ for $10{\sim}20$ min by response surface methodology (RSM). Tyrosinase, xanthine oxidase and electron donating ability were 10.14, 14.37 and 59.19% of perilla leaf tea.

The Electron Donating Ability, Nitrite Scavenging Ability and NDMA Formation Effect of Solvent Extracts from Yuza (Citrus junos SIEB ex TANAKA) (유자 용매추출물의 전자 공여능, 아질산염 소거능 및 NDMA 생성 억제능)

  • Lee Soo-Jung;Choi Sun-Young;Shin Jung-Hye;Seo Jong-Kwon;Lim Hyun-Cheol;Sung Nak-Ju
    • Journal of Food Hygiene and Safety
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    • v.20 no.4
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    • pp.237-243
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    • 2005
  • Methanol, ether, ethylacetate and water extracts from flesh and peel of yuna (Citrus junos) were investigated to analyze their ability of electron donating, nitrite scavenging and nitrosodimethylamine (NDMA) formation in model system. The electron donating ability of ynza flesh extract, when it added at 10 mg/ml or over, were more an $50\%$, except ether extract. The high electron donating ability ($99.2{\pm}0.37\%$) was observed in the methanol extract and its effect was similar to BHA and ascorbic acid, when 40 mg/ml of methanol extract was added in reaction solution. Nitrite scavenging ability of all extracts ken yuza was increased in proportion to sample concentration and more than $40\%$ when 1 mg/ml sample was added, under pH 1.2. Also nitrite scavenging ability was higher in peel extracts than flesh extracts of yuza. Inhibition ratio of NDMA formation from flesh methanol extract of yuza was $31.7{\pm}1.25\%$, when 40 mg/ml added under pH 1.2. In all samples, inhibition effects were lower than $20\%$, at pH 4.2 and 6.0.

Optimization for Electron Donating Ability and Organoleptic Properties of Ethanol Extracts from Chrysanthemum Petals (전자공여작용과 관능적 특성을 고려한 산국(山菊) 에탄올 추출물의 제조조건 최적화)

  • Park, Nan-Young;Lee, Gee-Dong;Jeong, Yong-Jin;Kim, Hyun-Ku;Kwon, Joong-Ho
    • Korean Journal of Food Science and Technology
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    • v.30 no.3
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    • pp.523-528
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    • 1998
  • Response surface methodology (RSM) was used to monitor extraction characteristics of electron donating ability and organoleptic properties for ethanol extracts from Chrysanthemum petals, thereby determining optimum extraction conditions. A central composite design was applied to investigate effects of solvent per sample $(X_1)$, ethanol concentration $(X_2)$ and extraction time $(X_3)\;at\;60^{\circ}C$ on dependent variables such as electron donating ability $(Y_1)$, organoleptic color $(Y_2)$ and organoleptic aroma $(Y_3)$ of the extracts. Second-order models were employed to generate 4-dimensional response surfaces for qualitative and quantitative aspects of ethanol extracts. Coefficients of determination $(R_2)$ of the models for dependent variables were ranged from 0.8180 to 0.9696. Optimum extraction conditions for each variable were 50 mL/g, 61% and 16 hrs in electron donating ability, 88 mL/g, 21% and 16 hrs in organoleptic color, 55 mL/g, 73% and 19 hrs in organoleptic aroma, respectively. The optimum condition ranges for maximized characteristics of ethanol extracts were $65{\sim}78\;mL/g,\;90{\sim}100%\;and\;15{\sim}25\;hrs$. Predicted values at the optimum conditions were in good agreement with experimental values.

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A Study of Effects of Crataegus pinnatifida var. psilosa Extracts (좁은잎산사나무 열매 추출물의 효능에 관한 연구)

  • Lee, Kwang-Soo;Park, Kyung-Sook
    • The Korean Journal of Food And Nutrition
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    • v.31 no.6
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    • pp.775-782
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    • 2018
  • The purpose of this study was to investigate effects of Crataegus pinnatifida var. psilosa extracts obtained from 95% methanol and water. Methylene chloride, ethyl acetate, and methanol were used to fractionate the 95% methanol extract and each fraction was testified total polyphenol contents, electron donating abilities, the scavenging abilities of superoxide anion radical, as well as hydrogen peroxide. Extraction yields of 95% methanol and water from Crataegus pinnatifida var. psilosa were 25.40%, 23.12% respectively. Total polyphenol contents were $28,708.0{\pm}1,755.05{\mu}g\;GAE/mL$ in 95% methanol, revealing the highest among them, $12,726.67{\pm}479.33{\mu}g\;GAE/mL$ in water extract, $15,854.67{\pm}498.38{\mu}g\;GAE/mL$ in methanol fraction, $11,810.67{\pm}584.48{\mu}g\;GAE/mL$ in ethyl acetate fraction, and $5294.67{\pm}190.36{\mu}g\;GAE/mL$ in methylene chloride fraction. Total polyphenol contents revealed significant differences (p<0.05) between the solvents. In the experiment of the electron donating ability, water extract revealed $84.33{\pm}0.1%$ scavenging ability, the highest. Other extracts and fractions were $81.8{\pm}1.11%$ for water, $79.73{\pm}1.32%$ for ethyl acetate fraction, $75.73{\pm}2.17%$ for methylene chloride fraction, and $42.1{\pm}5.01%$ for methanol fraction, the lowest electron donating ability. Electron donating abilities revealed significant difference (p<0.05) between the solvents. In the experiment of superoxide anion radical scavenging ability, ethyl acetate fraction($0.0026{\pm}0.0002$) had the highest scavenging ability, and the others revealed slight increase rather than decrease in scavenging ability. Hydrogen peroxide scavenging ability revealed the highest in methanol fraction ($-0.00206{\pm}0.00165$) and the others were as follow; water extract ($0.00157{\pm}0.00249$), 95.0% methanol extract ($0.005{\pm}0.0036$), methylene chloride fraction ($0.0039{\pm}0.00364$), and ethyl acetate fraction ($0.0002{\pm}0.00059$).