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  1. Article ; Online: Ozonated Olive Oil Intake Attenuates Hepatic Steatosis in Obese db/db Mice.

    Kato, Yasunari / Sakoh, Masami / Nagai, Toshiharu / Yoshida, Akihiko / Ishida, Hideaki / Inoue, Nao / Yanagita, Teruyoshi / Nagao, Koji

    Journal of oleo science

    2024  Volume 73, Issue 2, Page(s) 231–237

    Abstract: Chronic inflammation and insulin resistance lead to metabolic syndrome and there is an urgent need to establish effective treatments and prevention methods. Our previous study reported that obese model Zucker (fa/fa) rats fed with ozonated olive oil ... ...

    Abstract Chronic inflammation and insulin resistance lead to metabolic syndrome and there is an urgent need to establish effective treatments and prevention methods. Our previous study reported that obese model Zucker (fa/fa) rats fed with ozonated olive oil alleviated fatty liver and liver damage by suppressing inflammatory factors. However, differences among animal species related to the safety and efficacy of ozonated olive oil administration remain unclear. Therefore, this study investigated the effects of oral intake of ozonated olive oil on lipid metabolism in normal mice and mice in the obesity model. C57BL/6J and db/db mice were fed the following AIN-76 diets for four weeks: the mice were either fed a 0.5% olive oil diet (Control diet) or 0.5% ozonated olive oil diet (Oz-Olive diet) in addition to 6.5% corn oil. The results indicated that four weeks of Oz-Olive intake did not adversely affect growth parameters, hepatic lipids or serum parameters in normal C57BL/6J mice. Subsequent treatment of db/db mice with Oz-Olive for four weeks reduced the levels of hepatic triglycerides, serum alkaline phosphatase, and serum insulin. These effects of Oz-Olive administration might be due to suppression of fatty acid synthesis activity and expression of lipogenic genes, as well as suppression of inflammatory gene expression. In conclusion, this study confirmed the safety of Oz-Olive administration in normal mice and its ability to alleviate hepatic steatosis by inhibiting fatty acid synthesis and inflammation in obese mice.
    MeSH term(s) Mice ; Rats ; Animals ; Olive Oil/pharmacology ; Olive Oil/therapeutic use ; Olive Oil/metabolism ; Mice, Inbred C57BL ; Rats, Zucker ; Fatty Liver/metabolism ; Liver/metabolism ; Mice, Inbred Strains ; Obesity/drug therapy ; Obesity/metabolism ; Fatty Acids/metabolism ; Inflammation/metabolism ; Mice, Obese
    Chemical Substances Olive Oil ; Fatty Acids
    Language English
    Publishing date 2024-02-04
    Publishing country Japan
    Document type Journal Article
    ZDB-ID 2218264-0
    ISSN 1347-3352 ; 1345-8957
    ISSN (online) 1347-3352
    ISSN 1345-8957
    DOI 10.5650/jos.ess23193
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Stable Isotope Tracer to Reveal the Interconversion between 3-Monochloro-1,2-propanediol Ester and Glycidyl Ester during the Deodorization Process.

    Yoshinaga, Kazuaki / Yamazaki, Kaori / Nagai, Toshiharu / Tanaka, Seiya / Gotoh, Naohiro

    Journal of agricultural and food chemistry

    2022  

    Abstract: In this study, the effects of the deodorization process on the interconversion between 3-monochloro-1,2-propanediol ester (3-MCPDE) and glycidyl ester (GE) using 3-MCPDE or GE standards containing deuterium-labeled palmitic acid (*P), oleic acid (*O), or ...

    Abstract In this study, the effects of the deodorization process on the interconversion between 3-monochloro-1,2-propanediol ester (3-MCPDE) and glycidyl ester (GE) using 3-MCPDE or GE standards containing deuterium-labeled palmitic acid (*P), oleic acid (*O), or linoleic acid (*L) were examined. Deuterium-labeled 3-MCPDE or GE was added to palm oil then deodorized at 250 °C for 20, 40, or 60 min. In the 3-MCPDE-spiked palm oil, the deuterium-labeled 3-MCPDE content decreased with deodorization time. Moreover, GE containing *P or *O was detected, but there was no GE containing *L in the 3-MCPDE-spiked palm oil. In the GE-spiked oil, GE containing *O or *L decreased with deodorization time, but the content of GE containing *P did not change over the time. Furthermore, deuterium-labeled 3-MCPDE was not detected in the GE-spiked oil. These results suggest that 3-MCPDE is converted into GE and that fatty acid species bound to 3-MCPDE or GE may affect their interconversion.
    Language English
    Publishing date 2022-12-08
    Publishing country United States
    Document type Journal Article
    ZDB-ID 241619-0
    ISSN 1520-5118 ; 0021-8561
    ISSN (online) 1520-5118
    ISSN 0021-8561
    DOI 10.1021/acs.jafc.2c06706
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article: Quantitative Analysis of Lactone Enantiomers in Butter and Margarine through the Combination of Solvent Extraction and Enantioselective Gas Chromatography–Mass Spectrometry

    Saeki, Rina / Yoshinaga, Kazuaki / Tago, Arisa / Tanaka, Seiya / Yoshinaga-Kiriake, Aya / Nagai, Toshiharu / Yoshida, Akihiko / Gotoh, Naohiro

    Journal of agricultural and food chemistry. 2022 Apr. 28, v. 70, no. 18

    2022  

    Abstract: We quantified the enantiomeric distributions of δ- and γ-lactones in butter, fermented butter, and margarine through the combination of solvent extraction and enantioselective gas chromatography–mass spectrometry. The main lactones in butter and ... ...

    Abstract We quantified the enantiomeric distributions of δ- and γ-lactones in butter, fermented butter, and margarine through the combination of solvent extraction and enantioselective gas chromatography–mass spectrometry. The main lactones in butter and fermented butter comprised (R)-δ-decalactone, (R)-δ-dodecalactone, (R)-δ-tetradecalactone, (R)-δ-hexadecalactone, and (R)-γ-dodecalactone. In contrast, margarine samples consisted of only δ-decalactone and δ-dodecalactone in racemic forms, indicating that synthetic aroma chemicals were added to margarine. After heat treatment, 13 types of lactones were detected in butter and fermented butter. In heated butter and fermented butter, major δ-lactones in the (R)-form were abundant, but only δ-octalactone in the (S)-form was detected. In contrast, γ-dodecalactone (main γ-lactone in the heated samples) was abundant in the (R)-form, whereas other γ-lactones were detected in the racemic form. These results suggested that the major lactones in dairy products are in the (R)-form. Furthermore, the heat treatment affected the enantiomeric distribution of lactones in butter and fermented butter.
    Keywords butter ; enantiomers ; enantioselectivity ; fermentation ; food chemistry ; gas chromatography-mass spectrometry ; heat treatment ; margarine ; odors ; quantitative analysis ; solvents
    Language English
    Dates of publication 2022-0428
    Size p. 5756-5763.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 241619-0
    ISSN 1520-5118 ; 0021-8561
    ISSN (online) 1520-5118
    ISSN 0021-8561
    DOI 10.1021/acs.jafc.2c01480
    Database NAL-Catalogue (AGRICOLA)

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  4. Article ; Online: Preparation of Chiral Triacylglycerols, sn-POO and sn-OOP, via Lipase-mediated Acidolysis Reaction.

    Yamamoto, Yukihiro / Yoshida, Hiroki / Nagai, Toshiharu / Hara, Setsuko

    Journal of oleo science

    2018  Volume 67, Issue 2, Page(s) 207–214

    Abstract: It is well known that lipases are useful tools for preparing various structured triacylglycerols (TAGs). However, the lipase-mediated preparation of chiral TAGs has never been reported. This study aimed to prepare chiral TAGs (viz., 1-palmitoyl-2,3- ... ...

    Abstract It is well known that lipases are useful tools for preparing various structured triacylglycerols (TAGs). However, the lipase-mediated preparation of chiral TAGs has never been reported. This study aimed to prepare chiral TAGs (viz., 1-palmitoyl-2,3-dioleoyl-sn-glycerol (sn-POO) or 1,2-dioleoyl-3-palmitoyl-sn-glycerol (sn-OOP)) via lipase mediated acidolysis, using triolein (TO) and palmitic acid (P) as substrates. Three commercially available lipases (viz., Lipozyme RM-IM
    MeSH term(s) Lipase/chemistry ; Palmitic Acid/chemistry ; Solvents ; Stereoisomerism ; Time Factors ; Triglycerides/chemical synthesis ; Triglycerides/chemistry ; Triolein/chemistry
    Chemical Substances Solvents ; Triglycerides ; Triolein (122-32-7) ; Palmitic Acid (2V16EO95H1) ; Lipase (EC 3.1.1.3)
    Language English
    Publishing date 2018-02-01
    Publishing country Japan
    Document type Journal Article
    ISSN 1347-3352
    ISSN (online) 1347-3352
    DOI 10.5650/jos.ess17149
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Comparison of Lipoprotein Cholesterol Levels in Golden Syrian Hamster Administrated trans-Octadecenoic Acid Positional Isomers.

    Nagao, Koji / Ueno, Junya / Yoshinaga, Kazuaki / Nagai, Toshiharu / Mizobe, Hoyo / Yoshida, Akihiko / Beppu, Fumiaki / Tanaka, Seiya / Gotoh, Naohiro

    Journal of oleo science

    2022  Volume 71, Issue 4, Page(s) 609–618

    Abstract: We previously conducted a study using HepG2 cells to compare the effect on the secreted apolipoprotein B-100 and apolipoprotein A-1 ratio (B-100/A-1) corresponding to the ratio of low-density to high-density lipoprotein cholesterol (LDL/HDL) among 13 ... ...

    Abstract We previously conducted a study using HepG2 cells to compare the effect on the secreted apolipoprotein B-100 and apolipoprotein A-1 ratio (B-100/A-1) corresponding to the ratio of low-density to high-density lipoprotein cholesterol (LDL/HDL) among 13 types of trans-octadecenoic acid (t-18:1) positional isomers. The results revealed that trans-5-18:1 (t5) significantly increased B-100/A-1. In this study, 1% of t5 in the diet, corresponding to 2.08 energy%, was administrated golden Syrian hamsters for 4 weeks to reveal the effects on lipid profiles, including LDL/HDL, by comparing cis-9-octadecenoic acid (OA, oleic acid), trans-9-octadecenoic acid (EA), trans-11-octadecenoic acid (VA), and trans-9,trans-12- octadecadienoic acid (TT). LDL/HDL was not significantly different among the groups. However, the cholesterol concentration of medium very low-density lipoprotein (VLDL) was significantly lower in the TT diet than in the OA and t5 diets. The cholesterol concentration of small VLDL was significantly lower in the TT diet than in the OA, t5, and EA diets. The cholesterol concentration of large LDL was significantly lower in the TT diet than in the t5 and EA diets. However, no significant difference was detected between the TT and OA diets. In contrast, the cholesterol concentration of very small HDL was significantly higher in the TT diet than in the t5 diet. These results would support that lipid metabolism is affected by the structure of TFA in animals. However, t5-18:1 did not significantly change any lipid profile compared to OA existing in nature, and the previous result from the cell experiment showing that t5 increased B-100/A-1 (LDL/HDL) was not confirmed in this animal experiment.
    MeSH term(s) Animals ; Cholesterol/metabolism ; Cholesterol, HDL ; Cricetinae ; Dietary Fats/pharmacology ; Lipoproteins/metabolism ; Mesocricetus ; Stearic Acids ; Triglycerides
    Chemical Substances 5-octadecenoic acid ; Cholesterol, HDL ; Dietary Fats ; Lipoproteins ; Stearic Acids ; Triglycerides ; lipoprotein cholesterol ; Cholesterol (97C5T2UQ7J)
    Language English
    Publishing date 2022-03-14
    Publishing country Japan
    Document type Journal Article
    ZDB-ID 2218264-0
    ISSN 1347-3352 ; 1345-8957
    ISSN (online) 1347-3352
    ISSN 1345-8957
    DOI 10.5650/jos.ess21348
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: Ozonated Olive Oil Alleviates Hepatic Steatosis in Obese Zucker (fa/fa) Rats.

    Kato, Yasunari / Sakoh, Masami / Nagai, Toshiharu / Yoshida, Akihiko / Ishida, Hideaki / Inoue, Nao / Yanagita, Teruyoshi / Nagao, Koji

    Journal of oleo science

    2022  Volume 71, Issue 4, Page(s) 599–607

    Abstract: Excessive lipid accumulation in organs and adipocytes results in chronic inflammation. This causes irreversible organ dysfunction and the development of metabolic syndrome, atherosclerosis, and cancer. Ozonated olive oil shows anti-inflammatory effects ... ...

    Abstract Excessive lipid accumulation in organs and adipocytes results in chronic inflammation. This causes irreversible organ dysfunction and the development of metabolic syndrome, atherosclerosis, and cancer. Ozonated olive oil shows anti-inflammatory effects when applied directly to the skin; however, there are no reports on its effects on lipid metabolism through its oral administration in rats. Hence, this study investigates the effects of oral ingestion of ozonated olive oil on the pathologies of obese model rats. Obese model Zucker (fa/fa) rats were fed one of the following AIN-76 diets for four weeks: control diet: 6.5% corn oil + 0.5% olive oil, low ozonated oil diet: 6.5% corn oil + 0.45% olive oil + 0.05% ozonated olive oil, high ozonated oil diet: 6.5% corn oil + 0.5% ozonated olive oil. Control diet fed-Zucker lean rats were used as the reference. Growth parameters, hepatic lipids, hepatic enzyme activities, and serum parameters were determined. As the results, there was a dose-dependent improvement of hepatomegaly, fatty liver and elevated levels of hepatic injury markers in Zucker (fa/fa) rat upon ozonated olive oil consumption. Activities of hepatic enzymes related to lipid synthesis and lipid degradation were not affected by ozonated olive oil intake. On the other hand, there was a dose-dependent elimination of hepatic lipid secretion deficiency and suppression of inflammatory factors upon ozonated olive oil consumption. In conclusion, ozonated olive oil intake by Zucker (fa/fa) rats alleviates hepatic steatosis through the inhibition of triglyceride accumulation in the liver and suppression of inflammatory factors.
    MeSH term(s) Animals ; Fatty Liver/metabolism ; Liver/metabolism ; Obesity/complications ; Obesity/drug therapy ; Obesity/metabolism ; Olive Oil/metabolism ; Olive Oil/pharmacology ; Olive Oil/therapeutic use ; Rats ; Rats, Zucker
    Chemical Substances Olive Oil
    Language English
    Publishing date 2022-03-14
    Publishing country Japan
    Document type Journal Article
    ZDB-ID 2218264-0
    ISSN 1347-3352 ; 1345-8957
    ISSN (online) 1347-3352
    ISSN 1345-8957
    DOI 10.5650/jos.ess21377
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article ; Online: Correction to Quantitative Analysis of Lactone Enantiomers in Butter and Margarine through Combination of Solvent Extraction and Enantioselective Gas Chromatography-Mass Spectrometry.

    Saeki, Rina / Yoshinaga, Kazuaki / Tago, Arisa / Tanaka, Seiya / Yoshinaga-Kiriake, Aya / Nagai, Toshiharu / Yoshida, Akihiko / Gotoh, Naohiro

    Journal of agricultural and food chemistry

    2022  Volume 70, Issue 30, Page(s) 9596

    Language English
    Publishing date 2022-07-25
    Publishing country United States
    Document type Published Erratum
    ZDB-ID 241619-0
    ISSN 1520-5118 ; 0021-8561
    ISSN (online) 1520-5118
    ISSN 0021-8561
    DOI 10.1021/acs.jafc.2c03868
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article ; Online: Quantitative Analysis of Lactone Enantiomers in Butter and Margarine through the Combination of Solvent Extraction and Enantioselective Gas Chromatography-Mass Spectrometry.

    Saeki, Rina / Yoshinaga, Kazuaki / Tago, Arisa / Tanaka, Seiya / Yoshinaga-Kiriake, Aya / Nagai, Toshiharu / Yoshida, Akihiko / Gotoh, Naohiro

    Journal of agricultural and food chemistry

    2022  Volume 70, Issue 18, Page(s) 5756–5763

    Abstract: We quantified the enantiomeric distributions of δ- and γ-lactones in butter, fermented butter, and margarine through the combination of solvent extraction and enantioselective gas chromatography-mass spectrometry. The main lactones in butter and ... ...

    Abstract We quantified the enantiomeric distributions of δ- and γ-lactones in butter, fermented butter, and margarine through the combination of solvent extraction and enantioselective gas chromatography-mass spectrometry. The main lactones in butter and fermented butter comprised (
    MeSH term(s) Butter/analysis ; Gas Chromatography-Mass Spectrometry/methods ; Lactones/chemistry ; Margarine/analysis ; Solvents/analysis ; Stereoisomerism
    Chemical Substances Lactones ; Solvents ; Butter (8029-34-3) ; Margarine (8029-82-1)
    Language English
    Publishing date 2022-04-28
    Publishing country United States
    Document type Journal Article
    ZDB-ID 241619-0
    ISSN 1520-5118 ; 0021-8561
    ISSN (online) 1520-5118
    ISSN 0021-8561
    DOI 10.1021/acs.jafc.2c01480
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article ; Online: Simultaneous Treatment of Long-chain Monounsaturated Fatty Acid and n-3 Polyunsaturated Fatty Acid Decreases Lipid and Cholesterol Levels in HepG2 Cell.

    Yoshinaga, Kazuaki / Mizuno, Yota / Senarath, Samanthika / Yoshinaga-Kiriake, Aya / Nagai, Toshiharu / Beppu, Fumiaki / Tanaka, Seiya / Gotoh, Naohiro

    Journal of oleo science

    2021  Volume 70, Issue 5, Page(s) 731–736

    Abstract: The n-3 type polyunsaturated fatty acids (n-3PUFAs), including eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA), from fish oil exhibit health benefits such as triacylglycerol- and cholesterol-lowering effects. Some pelagic fishes contain long- ... ...

    Abstract The n-3 type polyunsaturated fatty acids (n-3PUFAs), including eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA), from fish oil exhibit health benefits such as triacylglycerol- and cholesterol-lowering effects. Some pelagic fishes contain long-chain monounsaturated fatty acids (LC-MUFAs) such as eicosenoic acid (C20:1), which exert health-promoting effects. However, no study has evaluated beneficial effects of n-3PUFA and LC-MUFA combination. Here, we investigated effects of simultaneous treatment with n-3PUFA (EPA and DHA) and LC-MUFA (cis-5-C20:1 and cis-7-C20:1) and found that n-3PUFA and LC-MUFA combination significantly decreased lipid accumulation and reduced total cholesterol in HepG2 cells. Cholesterol level was significantly lower in DHA + cis-7-C20:1 group than in DHA + EPA group. These results suggest the importance of LC-MUFA as a functional molecule in fish oil.
    MeSH term(s) Cholesterol/metabolism ; Docosahexaenoic Acids/isolation & purification ; Docosahexaenoic Acids/pharmacology ; Drug Combinations ; Drug Synergism ; Eicosapentaenoic Acid/isolation & purification ; Eicosapentaenoic Acid/pharmacology ; Fatty Acids, Monounsaturated/isolation & purification ; Fatty Acids, Monounsaturated/pharmacology ; Fatty Acids, Omega-3/isolation & purification ; Fatty Acids, Omega-3/pharmacology ; Fish Oils/chemistry ; Hep G2 Cells ; Humans ; Lipid Metabolism/drug effects
    Chemical Substances Drug Combinations ; Fatty Acids, Monounsaturated ; Fatty Acids, Omega-3 ; Fish Oils ; Docosahexaenoic Acids (25167-62-8) ; Cholesterol (97C5T2UQ7J) ; Eicosapentaenoic Acid (AAN7QOV9EA)
    Language English
    Publishing date 2021-04-12
    Publishing country Japan
    Document type Journal Article
    ZDB-ID 2218264-0
    ISSN 1347-3352 ; 1345-8957
    ISSN (online) 1347-3352
    ISSN 1345-8957
    DOI 10.5650/jos.ess20341
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article ; Online: Effects of Heat Treatment on Lactone Content of Butter and Margarine.

    Yoshinaga, Kazuaki / Tago, Arisa / Yoshinaga-Kiriake, Aya / Nagai, Toshiharu / Yoshida, Akihiko / Gotoh, Naohiro

    Journal of oleo science

    2019  Volume 68, Issue 12, Page(s) 1295–1301

    Abstract: The lactone content of butter, fermented butter, and margarine was compared using gas chromatography-mass spectrometry. The main lactones in butters and fermented butters consisted of δ-decalactone, δ-dodecalactone, δ-tetradecalactone, δ-hexadecalactone, ...

    Abstract The lactone content of butter, fermented butter, and margarine was compared using gas chromatography-mass spectrometry. The main lactones in butters and fermented butters consisted of δ-decalactone, δ-dodecalactone, δ-tetradecalactone, δ-hexadecalactone, and γ-dodecalactone. In contrast, the main lactones in margarines were δ-decalactone and δ-dodecalactone. The total lactone content in butters and fermented butters increased by approximately two-fold upon heat treatment, whereas, heat treatment did not affect the lactone content in margarine. The changes in lactone content caused by heat treatment were greater in fermented butters than in butters. These findings suggested that the fermentation process could increase lactone or lactone precursor content in butter.
    MeSH term(s) Butter/analysis ; Fats/analysis ; Fats/chemistry ; Gas Chromatography-Mass Spectrometry ; Hot Temperature ; Lactones/analysis ; Lactones/chemistry ; Margarine/analysis
    Chemical Substances Fats ; Lactones ; Butter (8029-34-3) ; Margarine (8029-82-1)
    Language English
    Publishing date 2019-11-29
    Publishing country Japan
    Document type Journal Article
    ISSN 1347-3352
    ISSN (online) 1347-3352
    DOI 10.5650/jos.ess19234
    Database MEDical Literature Analysis and Retrieval System OnLINE

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