Chūō-ku, Japan
Chūō-ku, Japan

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PubMed | Nagaoka Perfumery Co., Ritsumeikan University and Japan National Institute of Health Sciences
Type: Journal Article | Journal: Journal of separation science | Year: 2016

In Asian countries, sesame seed oil unsaponified matter is used as a natural food additive due to its associated antioxidant effects. We determined and purified the primary lignans sesamin and sesamolin in sesame seed oil unsaponified matter using reversed-phase liquid chromatography coupled with photodiode array and tandem mass spectrometry and high-speed countercurrent chromatography. Calibration curves showed good correlation coefficients (r


Mitoshi M.,Kobe Gakuin University | Kuriyama I.,Kobe Gakuin University | Nakayama H.,Nagaoka Perfumery Co. | Miyazato H.,Nagaoka Perfumery Co. | And 6 more authors.
Journal of Agricultural and Food Chemistry | Year: 2012

In this study, the biological activity of 20 essential oils (EOs) from herbal plants and citrus fruits were investigated in terms of mammalian DNA polymerase (pol) inhibitory activity, cancer cell (human colon carcinoma, HCT116) growth inhibitory activity, antiallergic activity, as anti-β-hexosaminidase release activity in rat basophilic leukemia RBL-2H3 cells treated with calcium ionophore A23187, and antioxidant activity by a lipophilic-oxygen radical absorbance capacity method. These EOs showed patterns of inhibition of pol α, a DNA replicative pol, similar to their cancer cell growth inhibitory activity, and their inhibitory activity on pol λ, a DNA repair/recombination pol, by the EOs showed correlation with anti-β-hexosaminidase release activity. Among these EOs, chamomile (Matricaria chamomilla L.) was the strongest inhibitor of pols α and λ and showed significant effects on both cancer cell growth and mast cell degranulation. On the basis of these results, chamomile EO can be recommended as a potentially useful, bioactive candidate for therapeutic applications. © 2012 American Chemical Society.


PubMed | Senri Kinran University and Nagaoka Perfumery Co.
Type: Journal Article | Journal: Bioscience, biotechnology, and biochemistry | Year: 2016

We investigated the effects of geranium essential oil (GEO) on anaphylaxis. GEO can exert antioxidant and anti-inflammatory effects, but its roles in allergic reactions are incompletely understood. Here, we used mouse cells to show that GEO inhibited the degranulation of cultured mast cells (CMCs). Citronellol is the major component of GEO and inhibited CMC degranulation. The l-enantiomer of citronellol more effectively suppressed CMC degranulation than did d-citronellol. We also examined whether citronellol could inhibit the immunoglobulin (Ig) E-induced production of tumor necrosis factor (TNF)-. Treatment with various concentrations of citronellol before CMC activation with IgE significantly inhibited the induction of TNF- in a dose-dependent manner. Mechanistically, citronellol suppressed the phosphorylation of mitogen-activated protein kinase (ERK), which is critical for ERK activation and the production of inflammatory cytokines in mast cells. These findings suggest that citronellol may represent a candidate compound for the effective treatment of allergic diseases.


Miyazato H.,Nagaoka Perfumery Co. | Nakamura M.,Nagaoka Perfumery Co. | Hashimoto S.,Nagaoka Perfumery Co. | Hayashi S.,Nagaoka Perfumery Co.
Food Chemistry | Year: 2013

We investigated odour-active trace compounds in roasted Brazilian Arabica coffee. Aroma dilution extract analysis (AEDA) applied to the volatile oil extracted from roasted coffee brew revealed 34 odour-active compounds. Among these, a pungent-smelling unknown odour-active compound was determined. The volatile oil was fractioned by silica gel column chromatography. Gas chromatography-olfactometry (GC-O) and multidimensional gas chromatography-mass spectrometry (MDGC-MS) of the fraction which contained a significant amount of the target unknown compound revealed the cyclic 1,4-diketone, cis-2,6-dimethyl-1,4-cyclohexanedione, which had a pungent odour, and was thus first identified in roasted coffee. Model experiments revealed that cis-2,6-dimethyl-1,4-cyclohexanedione was formed via thermal degradation of sugars, especially monosaccharides, under alkaline conditions. Further, we demonstrated that 2-hydroxy-3-pentanone and 1-hydroxy-2-propanone, thermal degradation products of monosaccharides, were closely related to the formation of cis-2,6-dimethyl-1,4-cyclohexanedione. © 2013 Published by Elsevier Ltd.


Takahashi Y.,Teikyo University | Sugimoto K.,Nagaoka Perfumery Co. | Sugimoto K.,Osaka Prefecture University | Inui H.,Osaka Prefecture University | Fukusato T.,Teikyo University
World Journal of Gastroenterology | Year: 2015

Nonalcoholic fatty liver disease (NAFLD)/nonalcoholic steatohepatitis (NASH) is considered to be a hepatic manifestation of metabolic syndrome, and its incidence is rapidly increasing worldwide. It is currently the most common chronic liver disease. NASH can progress to liver cirrhosis and hepatocellular carcinoma, and may result in liver-related death. Currently, the principal treatment for NAFLD/NASH is lifestyle modification by diet and exercise. However, pharmacological therapy is indispensable because obese patients with NAFLD often have difficulty maintaining improved lifestyles. The pathogenesis of NAFLD/NASH has not been completely elucidated. However, insulin resistance, inflammatory cytokines, and oxidative stress are thought to be important in the development and/or progression of the disease. Currently, insulin sensitizers (thiazolidinediones) and antioxidants (vitamin E) seem to be the most promising therapeutic agents for NAFLD/NASH, and lipid-lowering drugs, pentoxifylline, angiotensin receptor blockers, and n-3 polyunsaturated fatty acids also have promise. However, there is a lack of consensus regarding the most effective and appropriate pharmacotherapy for NAFLD/NASH. Animal experiments suggest that herbal medicines and natural products may be promising therapeutic agents for NAFLD/NASH, but their efficacy and safety are yet to be investigated in human studies. In this paper, we review the existing and potential pharmacological therapies for NAFLD/NASH. © 2015 Baishideng Publishing Group Inc. All rights reserved.


Miyazato H.,Nagaoka Perfumery Co. | Hashimoto S.,Nagaoka Perfumery Co. | Hayashi S.,Nagaoka Perfumery Co.
Flavour and Fragrance Journal | Year: 2013

We have investigated the aroma of yuzu (Citrus junos Sieb. ex Tanaka). Application of the aroma extract dilution analysis technique allowed us to determine a sequence of the odour-active compounds in yuzu volatile oil. In this study, we confirmed the presence of an unknown odorant that possesses a sweaty odour and a relatively high flavour dilution factor. In order to identify the unknown compound, the concentrated volatile acid fraction of yuzu volatile oil was obtained, using an enrichment procedure consisting of the combination of the sub-extraction of an acidic component with a basic aqueous solution and subsequent affinity chromatography with an Oasis MAX cartridge. Gas chromatography-olfactometry and multi-dimensional gas chromatography-mass spectrometry analyses revealed that the unknown compound was (E)-4-methyl-3-hexenoic acid [(E)-4M3H]. (E)-4M3H was identified for the first time as an odour-active unsaturated aliphatic acid in yuzu. Additionally, both (Z)- and (E)-4M3H were stereoselectively synthesised over two steps comprised of the iron-catalysed carbometalations of homopropargylic alcohols with Grignard reagents, followed by oxidation. On the basis of sensory evaluation, the orthonasal odour detection threshold of the (E)-isomer was 10-fold to 100-fold lower than that of the (Z)-isomer. © 2012 John Wiley & Sons, Ltd.


Miyazato H.,Nagaoka Perfumery Co. | Hashimoto S.,Nagaoka Perfumery Co. | Hayashi S.,Nagaoka Perfumery Co.
European Food Research and Technology | Year: 2012

Yuzu (Citrus junos Sieb. ex Tanaka) is a variety of sour citrus fruit that is popular in Japan. In this study, we investigated its aroma, which many people, especially in Japan, find appealing. Aroma extract dilution analysis was used to screen the odour-active compounds in the yuzu volatile oil. An unknown odorant with an albedo-like odour and a high flavour-dilution factor was detected. To identify this odorant, it was separated via flash column chromatography on silica gel and then fractionated by preparative high-performance liquid chromatography on a reverse-phase column. The volatile fraction, which contained a significant amount of the target unknown compound, was analysed by gas chromatography-mass spectrometry and gas chromatography-olfactometry to determine its mass spectrum, retention index, and odour quality. By comparing the resultant data with that of a synthesised authentic reference compound, it was evident that the unknown odorant was trans-4,5-epoxy-(E,Z)-2,7-decadienal (3); this is the first time that it has been identified as an odour-active unsaturated aldehyde in yuzu volatile oil. From the results of a model formation experiment, we propose that trans-4,5-epoxy-(E,Z)-2,7-decadienal originates from α-linolenic acid via 13(S)-hydroperoxy-(Z,E,Z)-9,11,15-octadecatrienoic acid (13(S)-HPOT), which is a lipoxygenase-induced oxidation product of α-linolenic acid. © 2012 Springer-Verlag.


Patent
Nagaoka Perfumery Co. | Date: 2015-04-29

A fructose absorption inhibitor according to the present invention comprises a hydrolyzable tannin as an active ingredient. The hydrolyzable tannin preferably has a form composed of a gallic acid derivative and/or an ellagic acid derivative bound to a hydroxy group in glucose via an ester bond, and includes ellagitannin, gallotannin and so on.


PubMed | Teikyo University, Osaka Prefecture University and Nagaoka Perfumery Co.
Type: | Journal: BioMed research international | Year: 2015

Nonalcoholic steatohepatitis (NASH) is a liver disease associated with metabolic syndrome. The aim of this work was to examine whether eucalyptus (Eucalyptus globulus) leaf extract (ELE) and banaba (Lagerstroemia speciosa L.) leaf extract (BLE) inhibited NASH induced by excessive ingestion of fructose in rats. Wistar rats were divided into four groups according to four distinct diets: starch diet (ST), high-fructose/high-glucose diet (FG), FG diet supplemented with ELE, or FG diet supplemented with BLE. All rats were killed after 5 weeks of treatment. Serum alanine aminotransferase and total cholesterol levels were significantly lower in the BLE group than in the FG group. Liver histopathology, including steatosis, lipogranulomas, and perisinusoidal fibrosis, was significantly attenuated in the ELE and BLE groups compared with the FG group. Levels of 2-thiobarbituric acid reactive substances (TBARS), which reflect oxidative injury to the liver, were significantly suppressed by ELE and BLE. Western blotting analysis indicated that interleukin-6 expression levels were significantly lower in the ELE and BLE groups than in the FG group. These results suggest that ELE and BLE reduced lipogenesis, oxidative stress, and inflammatory cytokine expression and thus inhibited NASH induced by excessive ingestion of fructose in rats.


Patent
Nagaoka Perfumery Co. | Date: 2012-07-06

A fructose absorption inhibitor according to the present invention comprises a hydrolyzable tannin as an active ingredient. The hydrolyzable tannin preferably has a form composed of a gallic acid derivative and/or an ellagic acid derivative bound to a hydroxy group in glucose via an ester bond, and includes ellagitannin, gallotannin and so on.

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