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Hoyoku Nishino - One of the best experts on this subject based on the ideXlab platform.
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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, 2003Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku NishinoAbstract: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 ...
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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, 2003Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku NishinoAbstract: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.
Toshihiro Akihisa - One of the best experts on this subject based on the ideXlab platform.
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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, 2003Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku NishinoAbstract: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 ...
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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, 2003Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku NishinoAbstract: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.
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Triterpene alcohol and sterol ferulates from rice bran and their anti-inflammatory effects.
Journal of agricultural and food chemistry, 2000Co-Authors: Toshihiro Akihisa, Yumiko Kimura, Miho Yamaura, Motohiko Ukiya, Naoto Shimizu, Ken Yasukawa, Koichi AraiAbstract: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.
Yumiko Kimura - One of the best experts on this subject based on the ideXlab platform.
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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, 2003Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku NishinoAbstract: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 ...
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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, 2003Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku NishinoAbstract: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.
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Triterpene alcohol and sterol ferulates from rice bran and their anti-inflammatory effects.
Journal of agricultural and food chemistry, 2000Co-Authors: Toshihiro Akihisa, Yumiko Kimura, Miho Yamaura, Motohiko Ukiya, Naoto Shimizu, Ken Yasukawa, Koichi AraiAbstract: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.
Motohiko Ukiya - One of the best experts on this subject based on the ideXlab platform.
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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, 2003Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku NishinoAbstract: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 ...
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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, 2003Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku NishinoAbstract: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.
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Triterpene alcohol and sterol ferulates from rice bran and their anti-inflammatory effects.
Journal of agricultural and food chemistry, 2000Co-Authors: Toshihiro Akihisa, Yumiko Kimura, Miho Yamaura, Motohiko Ukiya, Naoto Shimizu, Ken Yasukawa, Koichi AraiAbstract: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.
Kenji Iwatsuki - One of the best experts on this subject based on the ideXlab platform.
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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, 2003Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku NishinoAbstract: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 ...
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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, 2003Co-Authors: Kenji Iwatsuki, Hiroshi Higashihara, Masao Iizuka, Yumiko Kimura, Motohiko Ukiya, Teruo Mukainaka, Yoshiharu Hayashi, Toshihiro Akihisa, Harukuni Tokuda, Hoyoku NishinoAbstract: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.