• Title/Summary/Keyword: methyl linoleate

Search Result 39, Processing Time 0.021 seconds

Effect of Tannic Acid and ${\alpha}$-Tocopherol as an Antioxidant on Methyl Linoleate Autoxidation and Inhibitor of Lipoxygenase in Phospholipid (Methyl linoleate 의 자동산화와 인지질에 작용하는 lipoxygenase의 억제제로서 탄닌산과 알파토코페롤의 영향)

  • Nam, Hyun-Keun
    • Journal of the Korean Applied Science and Technology
    • /
    • v.9 no.2
    • /
    • pp.175-179
    • /
    • 1992
  • In order to investigate the effect of tannic acid and ${\alpha}$-tocopherol on methyl linoleate autoxidation and on inhibition activity of lipoxygenase in phospholipid, the rate of formation of methyl linoleate hydroperoxide was measured by HPLC. The reaction mixture contained methyl linoleate 70mM, radical initiator AMVN 0.7mM, tannic acid and ${\alpha}$-tocopherol 0.7mM, each, in a mixture of hexane/isopropanol(1 : 1, v/v). Under this reaction condition, tannic acid was good enough antioxidant. The tannic acid and ${\alpha}$-tocopherol for the inhibition activivity of lipoxygenase were measured at the reaction conditions: phospholipid $1{\mu}M$. tannic acid and ${\alpha}$-tocopherol were reacted as an inhibitor of lipoxygenase in phospholipid, especialy in phosphatidy lcholine.

Oxidation Mechanism of Methyl Linoleate with ${\alpha}-Tocopherol$ (${\alpha}-Tocopherol$이 첨가된 Methyl Linoleate의 산화물 생성 기구)

  • Kim, Jeong-Sook;Lee, Gee-Dong;Kwon, Joong-Ho;Yoon, Hyung-Sik
    • Korean Journal of Food Science and Technology
    • /
    • v.25 no.6
    • /
    • pp.614-619
    • /
    • 1993
  • Oxidation mechanisms of methyl linoleate with ${\alpha}-Tocopherol$(TML) were investigated by determining oxidized products using GC-MS during oxidation at $37^{\circ}C$ for 9 days. Oxidized products of TML were found to be methyl octanoate, methyl-8-(2-furyl)-octanoate, 9,13-trans, cis isomer and 9,13-trans, trans isomer. In previous report, oxidation products of methyl linoleate(ML) were methyl-8-(2-furyl)octanoate, 9,13-trans, cis hydroperoxide isomer, 9,13-trans, trans hydroperoxide isomer, and 9-TMSO-12,13-epoxy-10-octadecenoate. In the case of ML, 9-TMSO-12,13-epoxy-l0-octadecenoate was produced instead of methyl octanoate in TML. ${\alpha}-Tocopherol$ quinone, as a major oxidized product of ${\alpha}-Tocopherol$ was formed at the 6th day of oxidation. ${\alpha}-Tocopherol$ quinone was produced rather quickly in lipid media than aqueous media. In oxidation of methyl linoleate, it was shown that the first oxidized product was methyl-9,13-hydroxy-octadecadienoate. As second products, methyl-8-(2-furyl)-octanoate, 9-TMSO-12,13-epoxy-10-octadenoate, and methyl octanoate were oxidized from methyl-9-hydroxy-10-trans, 12-trans-octadecadienoate.

  • PDF

Effects of Lobetyolin, Lobetyol and Methyl linoleate on Secretion, Production and Gene Expression of MUC5AC Mucin from Airway Epithelial Cells

  • Yoon, Yong Pill;Ryu, Jiho;Park, Su Hyun;Lee, Hyun Jae;Lee, Seungho;Lee, Sang Kook;Kim, Ju-Ock;Hong, Jang-Hee;Seok, Jeong Ho;Lee, Choong Jae
    • Tuberculosis and Respiratory Diseases
    • /
    • v.77 no.5
    • /
    • pp.203-208
    • /
    • 2014
  • Background: In this study, we investigated whether lobetyolin, lobetyol, and methyl linoleate derived from Codonopsis pilosula affect MUC5AC mucin secretion, production, and gene expression from airway epithelial cells. Methods: Confluent NCI-H292 cells were pretreated with lobetyolin, lobetyol, or methyl linoleate for 30 minutes and then stimulated with phorbol 12-myristate 13-acetate (PMA) for 24 hours. The MUC5AC mucin gene expression, and mucin protein production and secretion were measured by reverse transcription polymerase chain reaction and enzyme-linked immunosorbent assay, respectively. Results: Lobetyolin, lobetyol, and methyl linoleate inhibited the gene expression of MUC5AC mucin induced by PMA; lobetyolin did not affect PMA-induced MUC5AC mucin production. However, lobetyol and methyl linoleate inhibited the production of MUC5AC mucin; lobetyolin and lobetyol did not significantly affect PMA-induced MUC5AC mucin secretion from NCI-H292 cells. However, methyl linoleate decreased the MUC5AC mucin secretion. Conclusion: These results suggest that among the three compounds, methyl linoleate can regulate gene expression, production, and secretion of MUC5AC mucin by directly acting on the airway epithelial cells.

Effect of Temperature on Composition of Monohydroperoxide Isomers Formed in Oxidation of Methyl Linoleate (Methyl Linoleate의 산화중 형성된 Monohydroperoxide 이성체들의 조성에 미치는 온도의 영향)

  • Kim, In-Hwan;Kim, Chul-Jin;Kim, Dong-Hoon
    • Korean Journal of Food Science and Technology
    • /
    • v.28 no.3
    • /
    • pp.440-445
    • /
    • 1996
  • An attempt was made to study the relative composition of Monohydroperoxide isomers of methyl linoleate oxidized to different peroxide values at 60, 90, 120 and $150^{\circ}C$, respectively. HPLC was used to analyze and isolate the monohydroperoxide isomers fractionated by silica gel column after reduction with NaBH.. GC-MS was used to identify four monnhydroperoxide isomers as trimethylsilyl (TMS) in mixtures of oxidized methyl linoleate In the geometrical isomers, the proportions of 9/13-OOH-trans, trant-diene were higher than those of 9/13-OOH-cis, trans-diene at $60^{\circ}C$ and $90^{\circ}C$. However in the initial stage at $150^{\circ}C$, the proportions of 9/13-OOH-cis, trans-diene were slightly higher than those of 9/13-OOH-trans, trans-diene. In case of positional isomers, equal proportions of 9-OOH-10, 12-diene and 13-OOH-9, 11-diene were found in all samples of methyl linoleate oxidized at different temperatures and peroxide levels.

  • PDF

Physicochemical Properties of Methyl Linoleate Oxidized at Various Temperatures (온도에 따라 산화된 Methyl Linoleate의 물리화학적 특성)

  • Kim, In-Hwan;Kim, Chul-Jin;Kim, Dong-Hoon
    • Korean Journal of Food Science and Technology
    • /
    • v.31 no.3
    • /
    • pp.600-605
    • /
    • 1999
  • Methyl linoleate was oxidized at 60, 90, 120 and $150^{\circ}C$, respectively, with sparging oxygen for different periods of time. On the basis of the peroxide values determined at four temperatures, four heating times were chosen for the analysis of physicochemical parameters, such as peroxide value, total oxidation products, polymer content, viscosity, refractive index and characteristics of thermal degradation by DSC (Differential Scanning Calorimeter). The content of peroxide linkage (C-O-O-C) polymer and ether or carbon to carbon linkage (C-O-C/C-C) polymer were analyzed by High Performance Size Exclusion Chromatography (HPSEC). The polymer formed at four temperatures was qualitatively identified as dimer. The polymer with peroxide linkage (C-O-O-C) were detected from methyl linoleate oxidized at $60^{\circ}C\;and\;90^{\circ}C$, but they were not detected from methyl linoleate oxidized at $120^{\circ}C\;and\;150^{\circ}C$. The enthalpy changes increased as peroxide value increased whereas maximum degradation temperature decreased. The highest correlation coefficients were obtained between maximum degradation temperature $(T_m)$, exothermic enthalpy changes and peroxide value, peroxide linkage (C-O-O-C) polymer content.

  • PDF

Effects of Muscle Extracts of Fish and Shell-fish on the Oxidation of Methyl Linoleate (어패육추출물(魚貝肉抽出物)이 지질산화(脂質酸化)에 미치는 영향(影響))

  • Lee, Kang-Ho;Jeong, In-Hak;Lee, Jong-Ho
    • Journal of the Korean Society of Food Science and Nutrition
    • /
    • v.13 no.4
    • /
    • pp.444-450
    • /
    • 1984
  • Effects of muscle extracts of five species of fish and shell-fish, mackerel, jack mackerel, yellow corvenia, shrimp and baby-neck clam, on lipid oxidation were investigated using a model system consisting of methyl linoleate absorbed in micro crystalline cellulose and extracts of fishes. Ethanol extracts of both mackerel and jack mackerel apparently showed inhibitory effect on the oxidation of methyl linoleate, while the extract of yellow corvenia, and baby-neck clam showed a slight catalyzed effect on contrary. The ethanol extract of shrimp, however, revealed no effect on the oxidation of methyl linoleate. When the ethanol extracts were dialyzed, the outer fractions of dark fleshed fish had a strong inhibitory effect on the oxidation of methyl linoleate, while the inner fractions did not. The outer fraction of yellow corvenia showed catalyzed effect, but the inner fraction inhibited the oxidation slightly. The outer fraction of shrimp had a strong inhibitory action, but the inner fraction showed no effect. The methanol-water fraction of chloroform-methanol extract of shrimp showed a quite strong inhibitory effect on the oxidation, whereas that of four other samples did the same levels of effect as ethanol extracts.

  • PDF

Antioxidative Effectiveness and Oxidized Products in Mixture of Methyl Linoleate and Phenolic Compounds (Methyl Linoleate에 대한 Phenol성 물질의 항산화성과 산화 생성물)

  • Kim, Jeong-Sook;Lee, Gee-Dong;Kwon, Joong-Ho;Yoon, Hyung-Sik
    • Korean Journal of Food Science and Technology
    • /
    • v.25 no.4
    • /
    • pp.379-385
    • /
    • 1993
  • Antioxidative effectiveness and oxidized products in mixture of methyl linoleate(ML) and phenolic compounds were investigated under oxygen blowing at $37^{\circ}C$ for 9 days. Caffeic acid (3,4-dihydroxy cinnamate ; CML) and phloroglucinol(1,3,5-trihydroxy benzene ; PML) showed higher antioxidative effectiveness for methyl linoleate than 0.05% ${\alpha}-tocopherol$ (TML). Oxidized products in ML group were methyl 8-(2-furyl)-octanoate, 9,13-trans, cis hydroperoxide isomer, 9,13-trans, trans hydroperoxide isomer, and 9-TMSO-12,13-epoxy-10-octadecenoate. In CML group the oxidized products were methyl-8-(2-furyl)-octanoate, 9-trans, cis hydroperoxide isomer and 9-trans, trans hydroperoxide isomer, but 13-hydroxy isomer was not identified. It was shown that CML were oxidized more slowly than ML group and at 6th day of oxidation, caffeic quinone was found to be major oxidized product of caffeic acid. Oxidixed Products in PML group were methyl-8-(2-furyl)-octanoate, 9-trans, cis hydroperoxide isomer, and 9-trans, trans hydroperoxide isomer but phloroglucinol was not oxidized even at the 9th day of reaction.

  • PDF

Separation in Oxdized Mixture of Lipids and Phenolics by Cartridge (Cartridge에 의한 지질과 폐놀물질 혼합산화물의 분리)

  • 김정숙
    • Journal of the East Asian Society of Dietary Life
    • /
    • v.5 no.1
    • /
    • pp.87-93
    • /
    • 1995
  • The oxidized mixture of lipid(methyl linoleate) and phenolics(phloroglucinol) at 37$^{\circ}C$, 82$m\ell$ O/min., for 9 days were separated each by C cartridge and silica cartridge making use of different eluting solvent. And the oxidation products were analyzed by HPLC. In conclusion, the oxidized mixture were separated into methyl linoleate and phloroglucinol by cartridge on HPLC. and also in this experiment, separated methyl linoleate and phloroglucinol could be analyzed in the common eluant, water and acetonitrile on HPLC. SEP-PAK cartridges were used almost sample purification until now, but under the various eluting solvents and conditions, cartridge will be expected to mini columns which can separate different polarity materials.

  • PDF

The Effect of Autoxidized Methyl Linoleate on the Enzyme Activity in the Mouse Liver (자동산화 Methyl Linoleate가 Mouse간장의 효소활성에 미치는 영향)

  • Paik, Tai Hong;Han, Hae Wook;Lee, Kyu Sik;Chung, Ho Sam
    • Journal of the Korean Society of Food Science and Nutrition
    • /
    • v.12 no.2
    • /
    • pp.84-92
    • /
    • 1983
  • In order to investigate the effect of autoxidized oil on the enzyme activity in the mouse liver, we administered the fixed dosage of autoxidized methyl linoleate (AOML) to mice once per day for 20 days by using stomach tube and investigated the enzyme activity with the histochemical staining method and biochemical analysis. The following results were obtained: The POV, COV and TBA value in the liver of AOML group were significantly increased than those of normal group. The phospholipid, triglyceride and total cholesterol in the liver of AOML group were slightly increased than those of normal group. The activities of acid phosphatase and alkaline phosphatase in the liver of AOML group were increased than those of normal group but ATPase activity was decreased in the AOML group. The decrease of RNA, accumulation of fat and damage of liver cells were observed as the morphological changes in the liver of AOML group. From the results obtained we conclude that the autoxidized methyl linoleate influenced upon the various enzyme activity and the morphological changes in the mouse liver.

  • PDF

Isolation and Identification of an Antioxidant Enzyme Catalase Stimulatory Compound from Garnoderma lucidum

  • Lee, Hyeon-Yong;Eum, Won-Sik;Kim, Dae-Won;Lee, Byung-Ryong;Yoon, Chang-Sik;Jang, Sang-Ho;Choi, Hee-Soon;Choi, Soo-Hyun;Baek, Nam-In;Kang, Jung-Hoon;Kang, Tae-Cheon;Won, Moo-Ho;Cho, Sung-Woo;Lee, Kil-Soo;Park, Jin-Seu;Choi, Soo-Young
    • BMB Reports
    • /
    • v.36 no.5
    • /
    • pp.450-455
    • /
    • 2003
  • Antioxidant enzymes are scavenger reactive-oxygen intermediates and are involved in many cellular defense systems. We previously reported that a crude extract of Garnoderma lucidum, a medicinally potent mushroom, profoundly increased the catalase gene expression and enzyme activities in mouse livers (Park et al., J. Biochem. Mol. Biol. 34. 144-149, 2001). In this study, we elucidated the detailed mechanism whereby G. lucidum stimulates the catalase activity and expression. The major active fraction was isolated from G. lucidum and methyl linoleate was considered the most major component of the fraction. In order to determine whether methyl linoleate increases mRNA and protein synthesis of catalase, Northern and Western blot analyses were performed in vivo with methyl linoleate-treated mouse liver homogenate after feeding methyl linoleate to the mice. Northern and Western blot analyses of the crude liver homogenates in the mice that were administered methyl linoleate revealed that the expression catalase was significantly increased when compared to the untreated controls. In addition, the catalase protein levels and enzymatic activities increased in the mouse liver homogenates. These results suggest that methyl linoleate that is produced by G. lucidum stimulates the catalase expression at the transcription level.