Journal of Japan Oil Chemists' Society
Online ISSN : 1884-2003
ISSN-L : 0513-398X
Volume 38, Issue 2
Displaying 1-13 of 13 articles from this issue
  • Yoshiki OHSHIRO
    1989 Volume 38 Issue 2 Pages 122-127
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
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  • Kinetic Studies on the Reactions of N-Succinimidyl Arylacetates with Aliphatic Primary Amines in Aqueous Solution
    Takao YAMASHINA, Katsuhiko HIGUCHI, Kazuhiko ISHIKAWA, Hirofumi HIRATA
    1989 Volume 38 Issue 2 Pages 128-136
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Reactions of N-succinimidyl arylacetates (1) with aliphatic primary amines (2) giving the corresponding N- (arylacetyl) amines were studied kinetically in aqueous solution (7.0≤pH≤9.0) at 25°C. The N-arylacetylation of (2) by (1) was competitive with the decomposition of (1) and the rate could be expressed as V= (kd+k2 [2]) [1], where kd and k2 are the rate constants of decomposition and N-arylacetylation, respectively.
    The rate of N-arylacetylation was influenced by inductive and steric effects of the alkyl group in (2) and by the substituent in (1). Plots of log k2 vs. pH (pH profile) showed a good linear relationship with a slope of unity. The rates of meta- and para-substituted (1) correlated with the Hammett σ value, and gave positive ρ values. The rate ratios, 10-3 k2/kd, increased with pH and exceeded unity for straight chains and isobutyl amines at pH≥8.0.
    Based on the results presented above, the reaction mechanism is considered to possibly involve a nucleophilic attack of the free amino group in (2) on the ester carbonyl carbon in (1). Compound (1) was revealed to function as an N-arylacetylation reagent of amino compounds in aqueous solution.
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  • Effects of Fish Oils with Different Degrees of Hardening on Fatty Acid Profiles of Tissue and Fecal Lipids in Rats
    Takahisa OKAMOTO, Kenji CHIMI, Takenori MARUYAMA, Hiromu KANEMATSU, Is ...
    1989 Volume 38 Issue 2 Pages 137-146
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Five groups of weanling male rats were maintained on diets containing 20% fish oils with different degrees of hardening supplemented with the minimal linoleate requirement as safflower oil for 28 days. The effects of these fats on liver weight and fatty acid profiles of tissue and fecal lipids were examined. The fats used were an unhardened oil (FO) mainly consisting of sardine oil and four kinds of hardened fats (HFO) obtained stepwise during the hardening process of FO.
    1) A transit increase in relative liver weight was observed in both the HFO and the FO groups, and was proportional to the amounts of n-3 polyunsaturated fatty acids in dietary fats.
    2) The results of fatty acid analysis of liver and heart lipids indicated the incorporation of n-6 and n-3 polyunsaturated fatty acids in tissue lipids to possibly occur competitively.
    3) From analysis of fatty acid compositions of liver, heart and fecal lipids the preferential fecal dischargement of trans-fatty acids, particularly long chain trans-isomers was evident and resumption of the tissue levels of linoleic acid and n-3 polyunsaturated fatty acids was noted to occur easily. The present results agree essentially with those reported previously.
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  • Pyrolysis Behaviors of Natural Waxes
    Toshiaki USHIKUSA, Takenori MARUYAMA, Isao NIIYA, Masakazu OKADA, Taro ...
    1989 Volume 38 Issue 2 Pages 147-152
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Discriminatory and qualitative evaluation of natural waxes was made by thermogravimetry (TG) under a stream of air. A simple method for detecting paraffin wax adulterated in other waxes was also devised by the same means.
    1) The pattern of weight reduction on the TG curve differed according to the kind of natural wax. Weight reduction in waxes was initiated at 179°C and the lowest for Japan wax, and highest for carnauba wax at 252°C. The rate of weight reduction from the initial temperature to 300°C was highest for candelilla wax and bees wax of more than 20%. The rate of weight reduction from 300 to 350°C was highest for carnauba wax and bees wax, and the rate from 350450°C was higher for rice bran wax and Japan wax.
    2) According to TG analysis of components fractionated from the waxes by silica gel column chromatography, each component showed characteristic pyrolysis behavior. However, little difference was observed in the behavior of the same components from different waxes. This indicates that the pattern of weight reduction on TG curve of natural wax is dependent on composition and component content.
    3) The initial temperature of weight reduction on TG curve was closely correlated to the melting point for natural wax.
    4) Paraffin waxes adulterated to natural wax could be detected by the initial temperature of weight reduction on the TG curve when present at more than 5% in those with lower melting point and 20% in those with higher melting point. Paraffin wax with lower melting point could be also detected by the rate of weight reduction from the initial temperature to 300°C.
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  • 1989 Volume 38 Issue 2 Pages 152
    Published: 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
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  • Yoshihiro OKUDA, Masakuni YOSHIHARA, Toshihisa MAESHIMA, Masayuki FUJI ...
    1989 Volume 38 Issue 2 Pages 153-156
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    The reaction of 1-phenylethanol with alcohols, thiols and carboxylic acids in the presence of the montmorillonite K-10 was found to give the corresponding ethers, sulfides and esters. And diphenylmethanol and triphenylmethanol were also allowed to react with some nucleophiles using K-10 clay to give the substituted products.
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  • Shigehiro YAMAGUCHI, Björm LINDMAN, Mikael JONSTRÖMER, Kozo ...
    1989 Volume 38 Issue 2 Pages 157-160
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    In the system of 8wt% CaCl2 aq./C12H25OCH2CH2SO4Ca0.5/i-C8H17OCH2CH (OH) CH2OH/decane with only 3wt% of total amphiphiles, it was possible to obtain only one phase region of microemulsion whose solvents swelled by 97wt% (water+oil). The composition of water and oil varied over the entire range with slight changes in the amphiphile ratio from 0.380.42.
    The self-diffusion measurements indicated the microemulsion microstructure to change from O/W, a hydrophilic conditions to W/O, a lipophilic condition via bi (tri) continuous with change hydrophile-lipophile balance of the amphiphiles.
    From a comparison of these results with change in temperature in a nonionic surfactant system, it is evident that the change in the ratio of hydrophilic amphiphile and lipophilic amphiphile, from 0.38 to 0.42 in the present study has the same effect as that in HLB by making the temperature 30°C in the nonionic surfactant system.
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  • Antioxidative Activity of 2-Alkyl-2-Methyl-1, 3-Dioxaindan
    Tsugio ISOBE, Hajime SEINO
    1989 Volume 38 Issue 2 Pages 161-164
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    The antioxidative and antimicrobial activities of sesamol (5-hydroxy-1, 3-dioxaindan) are considered due to the phenolic hydroxyl group in its molecule. 2, 2-Dialkyl-1, 3-dioxaindans were found to have slight antioxidative activity, although they possess no phenolic hydroxyl group. Alkyl groups at the 2-position were found responsible to some extent for the antioxidative activity of 2, 2-dialkyl-1, 3-dioxaindans.
    In the present study, the synthesis of various 2-alkyl-2-methyl-1, 3-dioxaindans was conducted and their antioxidative activity toward lard antioxidation determined. The antioxidative activity of 2-alkyl-2-methyl-1, 3-dioxaindans was noted to bear some relationship to alkyl groups at the 2-position.
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  • Woo-Won KANG, Sachio MATSUMOTO
    1989 Volume 38 Issue 2 Pages 165-169
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Preparation of O/W/O-type multiple emulsions was examined by applying conditions previously used for obtaining W/O/W emulsions. Main aim of the study is to confirm whether two different types of multiple emulsions would be formed around the phase inversion region of a ternary system of oil, water and emulsifier. The used samples were comprised of different combinations of components, such as liquid paraffin systems emulsified with Span 80 and Tween 80 and an olive oil system stabilized by TGCR (tetraglyceryl condensed ricinolate). The results for the liquid paraffin system indicated about twice or less Span 80 than Tween 80 to be necessary for obtaining 70% or higher yields of O/W/O emulsions, in contrast to W/O/W emulsions. O/W/O-type dispersion in the olive oil system occurred prior to phase inversion of the W/O emulsion, leading to formation of W/O/W emulsions. The two different types of multiple emulsions both containing the same components, thus to actually be formed about the phase inversion region of the ternary system.
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  • Membrane Transport of Amino Acid Derivatives by Amphiphilic Crown Ethers Functionalized with Amino Acid Residue
    Seiichi INOKUMA, Satoshi MATSUNAGA, Takaaki NEGISHI, Toru HAYASE, Tsun ...
    1989 Volume 38 Issue 2 Pages 170-173
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Several amphiphilic crown ethers each possessing an amino acid residue in its side arm (14, in Scheme-1) were prepared. Their cloud points, complexing ability with K+ ion, and transport ability for N-benzoyl-α-amino acid anions through a liquid membrane were determined and compared with those of reference compounds (57). Transport efficiency increased greatly by introducing an amino acid residue into the side arm of the crown ether, and transport ability depended significantly on both the structure of the amino acid residue and substrate lipophilicity.
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  • Kiyoshi HASEGAWA, Kenshiro FUJIMOTO, Takashi KANEDA, Edwin N. FRANKEL
    1989 Volume 38 Issue 2 Pages 174-176
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Fluorescent products from the reactions of adenine and secondary oxidation products of methyl linoleate hydroperoxides were examined for antitumor and mutagenic activity. No remarkable inhibition of cell growth was observed in mouse leukemia L1210 cell incubated with fluorescent products. Although certain types of DNA base and nucleoside analogues are known to possess mutagenic activity, the fluorescent products failed to exhibit either marked mutagenic activity toward the negative control or dose dependent activity. The fluorescent products, the termination products from interactions between DNA and lipid hydroperoxide, thus possibly may not be mutagens even should they accumulate in a biological system. However, labile intermediates, such as aldehyde and free radicals, are the main contributors to mutagenic or DNA-damaging activity of peroxidized lipids.
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  • Takahisa OKAMOTO, Takenori MARUYAMA, Hiromu KANEMATSU, Isao NIIYA
    1989 Volume 38 Issue 2 Pages 177-183
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    The fatty acid compositions and physical characteristics of recently produced bakery margarines were determined for each of 5 brands of margarines for bread, cake, pie or pastry, chou puff and whipped cream. Melting points were measured by 4 methods using 2 types of automatic apparatus, and solid fat content (SFC), hardness index by cone-penetration, oil-off and creaming values were also determined. An attempt was made to determine if these parameters were correlated to fatty acid compositions.
    1) Long chain fatty acids having 20 or more carbons were detected in relatively high proportions from 14 brands, indicating the blending of hardened marine oil, but shorter chain acids with less than 12 carbons were not found in any of the brands examined, indicating no blending of laurin oils. Trans-isomers of unsaturated fatty acids, mainly t-18 : 1, were detected in all brands, at levels averaging 7.2% for t-18 : 1, 3.1% for t-20 : 1 and 1.6% for t-22 : 1, all below the levels expected. Fatty acid compositions indicated no characteristic features.
    2) From measurements of the above physical parameters, the margarines for pie or pastry were hardest, followed by those for chou puff, while those for whipped cream were the softest. Softer types tended to shed their oil-off more easily. However, the type for pie or pastry showed somewhat less SFC than that for chou puff at a temperature lower than 30°C.
    3) The hardness index was correlated with SFC for bakery margarines but neither of these values was correlated with the oil-off value. Also, SFC and the hardness index at 20°C were not correlated to the total % of unsaturated fatty acids except trans-isomers, and not correlated to a total % of polyunsaturated fatty acids (18 : 2+18 : 3). although these correlations have been considered to exist in the case of household margarines [J. Jpn. Oil Chem. Soc., Yukagaku, 36, 594 (1987)].
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  • Koji SATOH, Atsuo YANAGISAWA, Kyozo ISHIKAWA, Satoshi MINEO, Hitoshi M ...
    1989 Volume 38 Issue 2 Pages 184-186
    Published: February 20, 1989
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    The fatty acid composition of body oil extracted from lamprey, Entosphenus japonicas Martens, in spring (Apr.May) and autumn (Aug.Dec.) was determined by GLC and GC-MS.
    1) The major (>10%) n-3 fatty acids of lamprey body oil were C20 : 5 and C22 : 6.
    2) The ratio of fatty acids, C14 : 0/C16 : 0/C16 : 1/C18 : 1/C20 : 5/C22 : 6 in lamprey body oil was approximately 1 : 2 : 2 : 3.8 : 2 : 2.
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