The Experts below are selected from a list of 6474 Experts worldwide ranked by ideXlab platform

Laura Nyström - One of the best experts on this subject based on the ideXlab platform.

  • Hydrolysis of Nonpolar n-Alkyl Ferulates by Feruloyl Esterases.
    Journal of Agricultural and Food Chemistry, 2016
    Co-Authors: Aline Schär, Isabel Sprecher, Evangelos Topakas, Craig B. Faulds, Laura Nyström
    Abstract:

    Ferulic acid is one of the major phenolic acids in plants and can be found esterified to plant cell wall components, but also as long-chain n-alkyl and steryl esters. Microbial feruloyl esterases may play a role in the bioavailability of phenolic acids during human and animal digestion. It is therefore of interest if feruloyl esterases are capable of hydrolyzing nonpolar ferulic acid esters. A series of n-alkyl Ferulates with increasing lipophilicity were enzymatically synthesized, and the kinetic constants of their hydrolysis by four feruloyl esterases and a lipase as control were determined. A decrease in Km and kcat could be observed with decreased substrate polarity for all of the feruloyl esterases. Only one feruloyl esterase and the control lipase showed hydrolytic activity toward octadecyl Ferulate. These results led to the conclusion that lipophilic Ferulates are poor substrates for known feruloyl esterases and more specific esterases/lipases need to be identified.

  • Fourier transform infrared spectroscopy and Raman spectroscopy as tools for identification of steryl Ferulates.
    Journal of agricultural and food chemistry, 2013
    Co-Authors: E Mandak, Dan Zhu, Tamas A. Godany, Laura Nyström
    Abstract:

    Steryl Ferulates are a mixture of minor bioactive compounds, possessing well-established health benefits. However, individual steryl Ferulate species show structural differences, which seem to substantially influence their health-promoting potential. In this study, we tested Fourier transform infrared (FTIR) spectroscopy and Raman spectroscopy, as potential tools in the identification of steryl Ferulates. On the basis of our spectral data obtained from various individual steryl Ferulates and steryl Ferulate mixtures extracted from rice (γ-oryzanol), corn bran, and wheat bran, we provide comprehensive peak assignment tables for both FTIR and Raman. With the help of FTIR spectroscopy, structural differences between individual steryl Ferulates were possible to identify, such as the presence of the cyclopropane ring and additional differences in the side chain of the sterane skeleton. Data obtained with Raman spectroscopy provided us with a control for FTIR peak assignment and also with some additional information on the samples. However, detecting structural differences between steryl Ferulates was not possible with this method. We consider that FTIR spectroscopy alone or combined with Raman provides detailed data on the structures of steryl Ferulates. Moreover, thorough peak assignment tables presented in this study could prove to be helpful tools when identifying steryl Ferulates, especially as a group, in future studies.

  • Influence of baking and in vitro digestion on steryl Ferulates from wheat
    Journal of Cereal Science, 2013
    Co-Authors: E Mandak, Laura Nyström
    Abstract:

    Abstract So far, data on absorption and metabolism of steryl Ferulates from edible sources is scarce. Therefore, the impact of enzyme-aided baking and in vitro digestion was examined in this study. Wheat flours and wheat breads were subjected to a static in vitro digestion model and changes in the contents of steryl Ferulates and free sterols (possible hydrolysis products of steryl Ferulates) were monitored. Baking degraded steryl Ferulates at a similar rate in all types of breads (43–47%) compared to the corresponding flours, while baking induced changes in free sterols showed no clear pattern. In vitro digestion provoked five folds lower content of steryl Ferulates in flours than in breads and it also resulted in significant free sterol accumulation. Interestingly, bioaccessibility (0.01–0.25%) was not influenced by the cereal matrix. The four steryl Ferulate species, which were detected in wheat, showed similar hydrolysis rates during digestion. As baking had a significant impact on the steryl Ferulate content of wheat, we suggest that both raw and processed sources should be considered further in vitro , animal or human trials, when studying the metabolic fate of steryl Ferulates.

  • The effect of in vitro digestion on steryl Ferulates from rice (Oryza sativa L.) and other grains
    Journal of Agricultural and Food Chemistry, 2012
    Co-Authors: E Mandak, Laura Nyström
    Abstract:

    Polished and cargo rice, wild rice, rice bran, corn bran, and wheat bran were subjected to a static in vitro digestion model, to monitor changes in their steryl Ferulate content and composition. Free sterols, possible hydrolysis products of steryl Ferulates, were also measured. Additionally, steryl Ferulate bioaccessibility was calculated as the percentage of steryl Ferulates liberated from the grain matrix into the digestive juice. Steryl Ferulate content ranged between 6.1 and 3900 mug/g and decreased by 1-63% due to digestion. A parallel increase in free sterols of more than 70% was observed in all samples. Additionally, bioaccessibility of steryl Ferulates was found to be almost negligible. These findings suggest that intestinal enzymes immediately hydrolyze steryl Ferulates, which are liberated from the grain matrix, and thus they are practically unavailable for absorption in the small intestine. This further indicates that the hydrolysis products of steryl Ferulates could be bioactive in the gut.

  • Distribution and composition of phytosterols and steryl Ferulates in wheat grain and bran fractions
    Journal of Cereal Science, 2012
    Co-Authors: Tanja Nurmi, Laura Nyström, Anna-maija Lampi, Youna Hemery, Xavier Rouau, Vieno Piironen
    Abstract:

    Phytosterols and steryl Ferulates are bioactive compounds accumulating in the bran and germ of wheat. However, little is known regarding their localisation and composition in the bran layers of the kernel. The aim of this study was to determine the distribution of phytosterols and steryl Ferulates in the wheat grain and in the different layers of bran. The wheat fractions, produced by conventional debranning, aleurone separation and a novel electrostatic process, were analysed for phytosterol contents using GC-FID and for steryl Ferulate contents using HPLC-UV. The compounds were identified by GC- and LC-MS. Phytosterols and steryl Ferulates were concentrated in the bran layers. The steryl Ferulates were accumulated in the intermediate layers, whereas the phytosterols were more evenly distributed in the intermediate layers and aleurone cell contents. The phytosterol composition varied within the wheat kernel, while the steryl Ferulate composition was similar in different fractions. Sitosterol and campestanyl Ferulate were the main compounds. The highest levels of phytosterols (up to 2117 mu g/g) and steryl Ferulates (up to 703 mu g) were found in the pearling, aleurone and certain bran fractions. The phytosterol-rich fractions could be utilised in cereal foods to enhance the intake of health-promoting compounds from natural sources. (c) 2012 Elsevier Ltd. All rights reserved.

Vieno Piironen - One of the best experts on this subject based on the ideXlab platform.

  • Distribution and composition of phytosterols and steryl Ferulates in wheat grain and bran fractions
    Journal of Cereal Science, 2012
    Co-Authors: Tanja Nurmi, Laura Nyström, Anna-maija Lampi, Youna Hemery, Xavier Rouau, Vieno Piironen
    Abstract:

    Phytosterols and steryl Ferulates are bioactive compounds accumulating in the bran and germ of wheat. However, little is known regarding their localisation and composition in the bran layers of the kernel. The aim of this study was to determine the distribution of phytosterols and steryl Ferulates in the wheat grain and in the different layers of bran. The wheat fractions, produced by conventional debranning, aleurone separation and a novel electrostatic process, were analysed for phytosterol contents using GC-FID and for steryl Ferulate contents using HPLC-UV. The compounds were identified by GC- and LC-MS. Phytosterols and steryl Ferulates were concentrated in the bran layers. The steryl Ferulates were accumulated in the intermediate layers, whereas the phytosterols were more evenly distributed in the intermediate layers and aleurone cell contents. The phytosterol composition varied within the wheat kernel, while the steryl Ferulate composition was similar in different fractions. Sitosterol and campestanyl Ferulate were the main compounds. The highest levels of phytosterols (up to 2117 mu g/g) and steryl Ferulates (up to 703 mu g) were found in the pearling, aleurone and certain bran fractions. The phytosterol-rich fractions could be utilised in cereal foods to enhance the intake of health-promoting compounds from natural sources. (c) 2012 Elsevier Ltd. All rights reserved.

  • Distribution and composition of phytosterols and steryl Ferulates in wheat grain and bran fractions
    Journal of Cereal Science, 2012
    Co-Authors: Tanja Nurmi, Laura Nyström, Anna-maija Lampi, Youna Hemery, Xavier Rouau, Vieno Piironen
    Abstract:

    Abstract Phytosterols and steryl Ferulates are bioactive compounds accumulating in the bran and germ of wheat. However, little is known regarding their localisation and composition in the bran layers of the kernel. The aim of this study was to determine the distribution of phytosterols and steryl Ferulates in the wheat grain and in the different layers of bran. The wheat fractions, produced by conventional debranning, aleurone separation and a novel electrostatic process, were analysed for phytosterol contents using GC–FID and for steryl Ferulate contents using HPLC–UV. The compounds were identified by GC– and LC–MS. Phytosterols and steryl Ferulates were concentrated in the bran layers. The steryl Ferulates were accumulated in the intermediate layers, whereas the phytosterols were more evenly distributed in the intermediate layers and aleurone cell contents. The phytosterol composition varied within the wheat kernel, while the steryl Ferulate composition was similar in different fractions. Sitosterol and campestanyl Ferulate were the main compounds. The highest levels of phytosterols (up to 2117 μg/g) and steryl Ferulates (up to 703 μg/g) were found in the pearling, aleurone and certain bran fractions. The phytosterol-rich fractions could be utilised in cereal foods to enhance the intake of health-promoting compounds from natural sources.

  • Enzymatic hydrolysis of steryl Ferulates and steryl glycosides
    European Food Research and Technology, 2007
    Co-Authors: Laura Nyström, Anna-maija Lampi, Robert A. Moreau, Kevin B. Hicks, Vieno Piironen
    Abstract:

    Steryl Ferulates (SF) and steryl glycosides (SG) are phytosterol conjugates found characteristically in cereals. Currently, little is known about their properties with respect to enzymatic hydrolysis. SF and SG were extracted and purified from rye and wheat bran. Their percentages of hydrolysis with different enzymes were studied using normal phase HPLC with UV detection for steryl Ferulates and evaporative light scattering detection for steryl glycosides. Steryl Ferulates were hydrolysed by mammalian digestive steryl esterases. It was further demonstrated that a mixture of steryl Ferulates from rye and wheat was hydrolysed much more effectively than a steryl Ferulate mixture from rice (commonly known as γ-oryzanol), suggesting greater bioavailability in non-rice steryl Ferulates. Steryl glycosides were hydrolysed by a commercial microbial β-glucosidase preparation (cellobiase), but were not effectively hydrolysed by two other highly purified β-glucosidases. These results demonstrate for the first time the potential use of enzymes as a replacement for acid hydrolysis in analytical procedures for SG and also provide insights about the potential bioavailability of these sterol derivatives in human digestive systems.

  • A comparison of the antioxidant properties of steryl Ferulates with tocopherol at high temperatures
    Food Chemistry, 2007
    Co-Authors: Laura Nyström, Anna-maija Lampi, Tanja Achrenius, Robert A. Moreau, Vieno Piironen
    Abstract:

    Abstract Steryl Ferulates (esters of phytosterols and ferulic acid) have long been studied for their health-promoting properties, partially owing to their capacity to inhibit oxidation. The good heat-stability of rice bran oil has been attributed to its high content of steryl Ferulates and tocopherols. It has been suggested that these compounds have a synergistic effect as antioxidants. In this model experiment, we determined the capacity of sitostanyl Ferulate and α-tocopherol (alone or as a mixture) to prevent polymerization of high oleic sunflower oil at 100 and 180 °C. The formation of polymers was significantly reduced at both temperatures and by both antioxidants, as well as their mixture, though no synergistic effect was seen. Further, we followed the decrease in antioxidant levels and found that sitostanyl Ferulate was degraded at a lower rate than α-tocopherol, indicating that sitostanyl Ferulate is a promising antioxidant for high temperature applications.

  • antioxidant activity of steryl Ferulate extracts from rye and wheat bran
    Journal of Agricultural and Food Chemistry, 2005
    Co-Authors: Laura Nyström, Marjukka Makinen, And Annamaija Lampi, Vieno Piironen
    Abstract:

    Antioxidant activity of steryl Ferulates from other sources than rice have not yet been studied much, despite the fact that rice steryl Ferulates (γ-oryzanol) have been shown to possess good antioxidant activity. In this study, steryl Ferulate extracts from wheat or rye bran were studied for their capability to inhibit hydroperoxide formation in bulk methyl linoleate and methyl linoleate emulsion. Further, their activity to scavenge DPPH radicals was analyzed. The activities were compared to synthetic steryl Ferulates, rice steryl Ferulates, ferulic acid, and α-tocopherol. Nonrice cereal extracts of steryl Ferulates exhibited good antioxidant activity, especially in the bulk lipid system. The radical scavenging activity was similar to that of nonesterified ferulic acid, indicating that the ferulic acid moiety is responsible for the antioxidant properties. This study illustrates a new aspect to the health-promoting properties of rye and wheat. Keywords: Steryl Ferulates; rye; wheat; Secale cereale L.; Trit...

Toshihiro Akihisa - One of the best experts on this subject based on the ideXlab platform.

  • sterol Ferulates sterols and 5 alk en ylresorcinols from wheat rye and corn bran oils and their inhibitory effects on epstein barr virus activation
    Journal of Agricultural and Food Chemistry, 2003
    Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku Nishino
    Abstract:

    Sterol Ferulate, free sterol, and 5-alk(en)ylresorcinol constituents of wheat, rye, and corn bran oils were studied. Among the sterol Ferulates, one novel compound, 24-methylenecholestanol Ferulate (7), along with six known compounds, namely, 24-methylcholestanol Ferulate (1), 24-methylcholesterol Ferulate (2), 2-methyllathosterol Ferulate (3), stigmastanol Ferulate (4), sitosterol Ferulate (5), and schottenol Ferulate (6), were isolated and characterized. Five known free sterols, namely, 24-methylcholesterol (8), stigmastanol (9), sitosterol (10), schottenol (11), and stigmasterol (12), were isolated and identified. 5-Alk(en)ylresorcinols were found in wheat and rye bran oils but not in corn bran oil. Of these, one new compound, 5-n-(2‘-oxo-14‘-Z-heneicosenyl) resorcinol (19), and seven known compounds, namely, 5-n-heptadecyl- (13), 5-n-nonadecyl- (14), 5-n-heneicosyl- (15), 5-n-tricosyl- (16), 5-n-pentacosyl- (17), 5-n-(14‘-Z-nonadecenyl)- (18), and 5-n-(2‘-oxoheneicosyl)resorcinols (20), were isolated ...

  • sterol Ferulates sterols and 5 alk en ylresorcinols from wheat rye and corn bran oils and their inhibitory effects on epstein barr virus activation
    Journal of Agricultural and Food Chemistry, 2003
    Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku Nishino
    Abstract:

    Sterol Ferulate, free sterol, and 5-alk(en)ylresorcinol constituents of wheat, rye, and corn bran oils were studied. Among the sterol Ferulates, one novel compound, 24-methylenecholestanol Ferulate (7), along with six known compounds, namely, 24-methylcholestanol Ferulate (1), 24-methylcholesterol Ferulate (2), 2-methyllathosterol Ferulate (3), stigmastanol Ferulate (4), sitosterol Ferulate (5), and schottenol Ferulate (6), were isolated and characterized. Five known free sterols, namely, 24-methylcholesterol (8), stigmastanol (9), sitosterol (10), schottenol (11), and stigmasterol (12), were isolated and identified. 5-Alk(en)ylresorcinols were found in wheat and rye bran oils but not in corn bran oil. Of these, one new compound, 5-n-(2'-oxo-14'-Z-heneicosenyl) resorcinol (19), and seven known compounds, namely, 5-n-heptadecyl- (13), 5-n-nonadecyl- (14), 5-n-heneicosyl- (15), 5-n-tricosyl- (16), 5-n-pentacosyl- (17), 5-n-(14'-Z-nonadecenyl)- (18), and 5-n-(2'-oxoheneicosyl)resorcinols (20), were isolated and characterized. These compounds were evaluated with respect to their inhibitory effects on the induction of Epstein-Barr virus early antigen (EBV-EA) by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells, which is known to be a primary screening test for antitumor promoters. Four compounds, 1, 2, 4, and 11, showed potent inhibitory effects on EBV-EA induction.

  • triterpene alcohol and sterol Ferulates from rice bran and their anti inflammatory effects
    Journal of Agricultural and Food Chemistry, 2000
    Co-Authors: Toshihiro Akihisa, Yumiko Kimura, Miho Yamaura, Motohiko Ukiya, Naoto Shimizu, Ken Yasukawa, Koichi Arai
    Abstract:

    Six novel feruloyl esters of triterpene alcohols and sterols, viz., two trans-Ferulates, cycloeucalenol and 24-methylenecholesterol trans-Ferulates, and four cis-Ferulates, cycloartenol, 24-methyelenecycloartanol, 24-methylcholesterol, and sitosterol cis-Ferulates, besides five known trans-Ferulates, cycloartenol (CAR), 24-methylenecycloartanol (24-MCA), 24-methylcholesterol, sitosterol, and stigmastanol trans-Ferulates, and one known cis-Ferulate, stigmastanol cis-Ferulate, were isolated from the methanol extract of edible rice bran. These and eight other synthetic trans- and cis-Ferulates of triterpene alcohols and sterols, along with the corresponding free alcohols, were evaluated with respect to their anti-inflammatory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation (1 μg per ear) in mice. All of the Ferulates showed marked inhibitory activity, and their 50% inhibitory dose (ID50) was 0.1−0.8 mg per ear. On the other hand, whereas two free triterpene alcohols, CAR and ...

  • Triterpene alcohol and sterol Ferulates from rice bran and their anti-inflammatory effects.
    Journal of agricultural and food chemistry, 2000
    Co-Authors: Toshihiro Akihisa, Yumiko Kimura, Miho Yamaura, Motohiko Ukiya, Naoto Shimizu, Ken Yasukawa, Koichi Arai
    Abstract:

    Six novel feruloyl esters of triterpene alcohols and sterols, viz., two trans-Ferulates, cycloeucalenol and 24-methylenecholesterol trans-Ferulates, and four cis-Ferulates, cycloartenol, 24-methyelenecycloartanol, 24-methylcholesterol, and sitosterol cis-Ferulates, besides five known trans-Ferulates, cycloartenol (CAR), 24-methylenecycloartanol (24-MCA), 24-methylcholesterol, sitosterol, and stigmastanol trans-Ferulates, and one known cis-Ferulate, stigmastanol cis-Ferulate, were isolated from the methanol extract of edible rice bran. These and eight other synthetic trans- and cis-Ferulates of triterpene alcohols and sterols, along with the corresponding free alcohols, were evaluated with respect to their anti-inflammatory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation (1 microg per ear) in mice. All of the Ferulates showed marked inhibitory activity, and their 50% inhibitory dose (ID(50)) was 0. 1-0.8 mg per ear. On the other hand, whereas two free triterpene alcohols, CAR and 24-MCA, showed strong inhibition (ID(50) 0.2-0.3 mg/ear), eight free sterols examined showed weaker activity (ID(50) 0.7-2.7 mg/ear) than their corresponding Ferulates.

  • inhibitory effect of cycloartenol Ferulate a component of rice bran on tumor promotion in two stage carcinogenesis in mouse skin
    Biological & Pharmaceutical Bulletin, 1998
    Co-Authors: Ken Yasukawa, Yumiko Kimura, Toshitake Tamura, Toshihiro Akihisa, Michio Takido
    Abstract:

    Inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation in mice was observed in the methanol extract of rice bran and γ-oryzanol. The active components of rice bran, sitosterol Ferulate, 24-methylcholesterol Ferulate, cycloartenol Ferulate and 24-methylenecycloartanol Ferulate inhibited markedly the TPA-induced inflammation in mice. The 50% inhibitory does of these compounds for TPA-induced inflammation was 0.2-0.3 mg/ear. Furthermore, cycloartenol Ferulate markedly inhibited the tumor-promoting effect of TPA in 7, 12-dimethylbenz[a]anthracene-initiated mice.

Hoyoku Nishino - One of the best experts on this subject based on the ideXlab platform.

  • sterol Ferulates sterols and 5 alk en ylresorcinols from wheat rye and corn bran oils and their inhibitory effects on epstein barr virus activation
    Journal of Agricultural and Food Chemistry, 2003
    Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku Nishino
    Abstract:

    Sterol Ferulate, free sterol, and 5-alk(en)ylresorcinol constituents of wheat, rye, and corn bran oils were studied. Among the sterol Ferulates, one novel compound, 24-methylenecholestanol Ferulate (7), along with six known compounds, namely, 24-methylcholestanol Ferulate (1), 24-methylcholesterol Ferulate (2), 2-methyllathosterol Ferulate (3), stigmastanol Ferulate (4), sitosterol Ferulate (5), and schottenol Ferulate (6), were isolated and characterized. Five known free sterols, namely, 24-methylcholesterol (8), stigmastanol (9), sitosterol (10), schottenol (11), and stigmasterol (12), were isolated and identified. 5-Alk(en)ylresorcinols were found in wheat and rye bran oils but not in corn bran oil. Of these, one new compound, 5-n-(2‘-oxo-14‘-Z-heneicosenyl) resorcinol (19), and seven known compounds, namely, 5-n-heptadecyl- (13), 5-n-nonadecyl- (14), 5-n-heneicosyl- (15), 5-n-tricosyl- (16), 5-n-pentacosyl- (17), 5-n-(14‘-Z-nonadecenyl)- (18), and 5-n-(2‘-oxoheneicosyl)resorcinols (20), were isolated ...

  • sterol Ferulates sterols and 5 alk en ylresorcinols from wheat rye and corn bran oils and their inhibitory effects on epstein barr virus activation
    Journal of Agricultural and Food Chemistry, 2003
    Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku Nishino
    Abstract:

    Sterol Ferulate, free sterol, and 5-alk(en)ylresorcinol constituents of wheat, rye, and corn bran oils were studied. Among the sterol Ferulates, one novel compound, 24-methylenecholestanol Ferulate (7), along with six known compounds, namely, 24-methylcholestanol Ferulate (1), 24-methylcholesterol Ferulate (2), 2-methyllathosterol Ferulate (3), stigmastanol Ferulate (4), sitosterol Ferulate (5), and schottenol Ferulate (6), were isolated and characterized. Five known free sterols, namely, 24-methylcholesterol (8), stigmastanol (9), sitosterol (10), schottenol (11), and stigmasterol (12), were isolated and identified. 5-Alk(en)ylresorcinols were found in wheat and rye bran oils but not in corn bran oil. Of these, one new compound, 5-n-(2'-oxo-14'-Z-heneicosenyl) resorcinol (19), and seven known compounds, namely, 5-n-heptadecyl- (13), 5-n-nonadecyl- (14), 5-n-heneicosyl- (15), 5-n-tricosyl- (16), 5-n-pentacosyl- (17), 5-n-(14'-Z-nonadecenyl)- (18), and 5-n-(2'-oxoheneicosyl)resorcinols (20), were isolated and characterized. These compounds were evaluated with respect to their inhibitory effects on the induction of Epstein-Barr virus early antigen (EBV-EA) by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells, which is known to be a primary screening test for antitumor promoters. Four compounds, 1, 2, 4, and 11, showed potent inhibitory effects on EBV-EA induction.

Yumiko Kimura - One of the best experts on this subject based on the ideXlab platform.

  • sterol Ferulates sterols and 5 alk en ylresorcinols from wheat rye and corn bran oils and their inhibitory effects on epstein barr virus activation
    Journal of Agricultural and Food Chemistry, 2003
    Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku Nishino
    Abstract:

    Sterol Ferulate, free sterol, and 5-alk(en)ylresorcinol constituents of wheat, rye, and corn bran oils were studied. Among the sterol Ferulates, one novel compound, 24-methylenecholestanol Ferulate (7), along with six known compounds, namely, 24-methylcholestanol Ferulate (1), 24-methylcholesterol Ferulate (2), 2-methyllathosterol Ferulate (3), stigmastanol Ferulate (4), sitosterol Ferulate (5), and schottenol Ferulate (6), were isolated and characterized. Five known free sterols, namely, 24-methylcholesterol (8), stigmastanol (9), sitosterol (10), schottenol (11), and stigmasterol (12), were isolated and identified. 5-Alk(en)ylresorcinols were found in wheat and rye bran oils but not in corn bran oil. Of these, one new compound, 5-n-(2‘-oxo-14‘-Z-heneicosenyl) resorcinol (19), and seven known compounds, namely, 5-n-heptadecyl- (13), 5-n-nonadecyl- (14), 5-n-heneicosyl- (15), 5-n-tricosyl- (16), 5-n-pentacosyl- (17), 5-n-(14‘-Z-nonadecenyl)- (18), and 5-n-(2‘-oxoheneicosyl)resorcinols (20), were isolated ...

  • sterol Ferulates sterols and 5 alk en ylresorcinols from wheat rye and corn bran oils and their inhibitory effects on epstein barr virus activation
    Journal of Agricultural and Food Chemistry, 2003
    Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku Nishino
    Abstract:

    Sterol Ferulate, free sterol, and 5-alk(en)ylresorcinol constituents of wheat, rye, and corn bran oils were studied. Among the sterol Ferulates, one novel compound, 24-methylenecholestanol Ferulate (7), along with six known compounds, namely, 24-methylcholestanol Ferulate (1), 24-methylcholesterol Ferulate (2), 2-methyllathosterol Ferulate (3), stigmastanol Ferulate (4), sitosterol Ferulate (5), and schottenol Ferulate (6), were isolated and characterized. Five known free sterols, namely, 24-methylcholesterol (8), stigmastanol (9), sitosterol (10), schottenol (11), and stigmasterol (12), were isolated and identified. 5-Alk(en)ylresorcinols were found in wheat and rye bran oils but not in corn bran oil. Of these, one new compound, 5-n-(2'-oxo-14'-Z-heneicosenyl) resorcinol (19), and seven known compounds, namely, 5-n-heptadecyl- (13), 5-n-nonadecyl- (14), 5-n-heneicosyl- (15), 5-n-tricosyl- (16), 5-n-pentacosyl- (17), 5-n-(14'-Z-nonadecenyl)- (18), and 5-n-(2'-oxoheneicosyl)resorcinols (20), were isolated and characterized. These compounds were evaluated with respect to their inhibitory effects on the induction of Epstein-Barr virus early antigen (EBV-EA) by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells, which is known to be a primary screening test for antitumor promoters. Four compounds, 1, 2, 4, and 11, showed potent inhibitory effects on EBV-EA induction.

  • triterpene alcohol and sterol Ferulates from rice bran and their anti inflammatory effects
    Journal of Agricultural and Food Chemistry, 2000
    Co-Authors: Toshihiro Akihisa, Yumiko Kimura, Miho Yamaura, Motohiko Ukiya, Naoto Shimizu, Ken Yasukawa, Koichi Arai
    Abstract:

    Six novel feruloyl esters of triterpene alcohols and sterols, viz., two trans-Ferulates, cycloeucalenol and 24-methylenecholesterol trans-Ferulates, and four cis-Ferulates, cycloartenol, 24-methyelenecycloartanol, 24-methylcholesterol, and sitosterol cis-Ferulates, besides five known trans-Ferulates, cycloartenol (CAR), 24-methylenecycloartanol (24-MCA), 24-methylcholesterol, sitosterol, and stigmastanol trans-Ferulates, and one known cis-Ferulate, stigmastanol cis-Ferulate, were isolated from the methanol extract of edible rice bran. These and eight other synthetic trans- and cis-Ferulates of triterpene alcohols and sterols, along with the corresponding free alcohols, were evaluated with respect to their anti-inflammatory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation (1 μg per ear) in mice. All of the Ferulates showed marked inhibitory activity, and their 50% inhibitory dose (ID50) was 0.1−0.8 mg per ear. On the other hand, whereas two free triterpene alcohols, CAR and ...

  • Triterpene alcohol and sterol Ferulates from rice bran and their anti-inflammatory effects.
    Journal of agricultural and food chemistry, 2000
    Co-Authors: Toshihiro Akihisa, Yumiko Kimura, Miho Yamaura, Motohiko Ukiya, Naoto Shimizu, Ken Yasukawa, Koichi Arai
    Abstract:

    Six novel feruloyl esters of triterpene alcohols and sterols, viz., two trans-Ferulates, cycloeucalenol and 24-methylenecholesterol trans-Ferulates, and four cis-Ferulates, cycloartenol, 24-methyelenecycloartanol, 24-methylcholesterol, and sitosterol cis-Ferulates, besides five known trans-Ferulates, cycloartenol (CAR), 24-methylenecycloartanol (24-MCA), 24-methylcholesterol, sitosterol, and stigmastanol trans-Ferulates, and one known cis-Ferulate, stigmastanol cis-Ferulate, were isolated from the methanol extract of edible rice bran. These and eight other synthetic trans- and cis-Ferulates of triterpene alcohols and sterols, along with the corresponding free alcohols, were evaluated with respect to their anti-inflammatory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation (1 microg per ear) in mice. All of the Ferulates showed marked inhibitory activity, and their 50% inhibitory dose (ID(50)) was 0. 1-0.8 mg per ear. On the other hand, whereas two free triterpene alcohols, CAR and 24-MCA, showed strong inhibition (ID(50) 0.2-0.3 mg/ear), eight free sterols examined showed weaker activity (ID(50) 0.7-2.7 mg/ear) than their corresponding Ferulates.

  • inhibitory effect of cycloartenol Ferulate a component of rice bran on tumor promotion in two stage carcinogenesis in mouse skin
    Biological & Pharmaceutical Bulletin, 1998
    Co-Authors: Ken Yasukawa, Yumiko Kimura, Toshitake Tamura, Toshihiro Akihisa, Michio Takido
    Abstract:

    Inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation in mice was observed in the methanol extract of rice bran and γ-oryzanol. The active components of rice bran, sitosterol Ferulate, 24-methylcholesterol Ferulate, cycloartenol Ferulate and 24-methylenecycloartanol Ferulate inhibited markedly the TPA-induced inflammation in mice. The 50% inhibitory does of these compounds for TPA-induced inflammation was 0.2-0.3 mg/ear. Furthermore, cycloartenol Ferulate markedly inhibited the tumor-promoting effect of TPA in 7, 12-dimethylbenz[a]anthracene-initiated mice.