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Definitive evidence of the presence of 24-methylenecycloartanyl ferulate and 24-methylenecycloartanyl caffeate in barley
by
Eitsuka, Takahiro
, Rahmania, Halida
, Ogura, Yusuke
, Nakagawa, Kiyotaka
, Miyazawa, Teruo
, Hashimoto, Hiroyuki
, Kuwahara, Shigefumi
, Kohyama, Noriko
, Kwon, Eunsang
, Mohri, Tomoyo
, Sawada, Kazue
, Xinyi, Fan
, Ito, Junya
in
140/131
/ 692/308/153
/ 692/700/2814
/ Alcohols
/ Barley
/ Caffeic acid
/ Cereals
/ Coumaric Acids - analysis
/ Coumaric Acids - chemistry
/ Coumaric Acids - isolation & purification
/ Cultivars
/ Esters
/ Ferulic acid
/ High-performance liquid chromatography
/ Hordeum - chemistry
/ Humanities and Social Sciences
/ Liquid chromatography
/ multidisciplinary
/ NMR
/ Nuclear magnetic resonance
/ Oryza - chemistry
/ Purification
/ Rice
/ Science
/ Science (multidisciplinary)
/ Species Specificity
/ Sterols
2019
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Definitive evidence of the presence of 24-methylenecycloartanyl ferulate and 24-methylenecycloartanyl caffeate in barley
by
Eitsuka, Takahiro
, Rahmania, Halida
, Ogura, Yusuke
, Nakagawa, Kiyotaka
, Miyazawa, Teruo
, Hashimoto, Hiroyuki
, Kuwahara, Shigefumi
, Kohyama, Noriko
, Kwon, Eunsang
, Mohri, Tomoyo
, Sawada, Kazue
, Xinyi, Fan
, Ito, Junya
in
140/131
/ 692/308/153
/ 692/700/2814
/ Alcohols
/ Barley
/ Caffeic acid
/ Cereals
/ Coumaric Acids - analysis
/ Coumaric Acids - chemistry
/ Coumaric Acids - isolation & purification
/ Cultivars
/ Esters
/ Ferulic acid
/ High-performance liquid chromatography
/ Hordeum - chemistry
/ Humanities and Social Sciences
/ Liquid chromatography
/ multidisciplinary
/ NMR
/ Nuclear magnetic resonance
/ Oryza - chemistry
/ Purification
/ Rice
/ Science
/ Science (multidisciplinary)
/ Species Specificity
/ Sterols
2019
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Definitive evidence of the presence of 24-methylenecycloartanyl ferulate and 24-methylenecycloartanyl caffeate in barley
by
Eitsuka, Takahiro
, Rahmania, Halida
, Ogura, Yusuke
, Nakagawa, Kiyotaka
, Miyazawa, Teruo
, Hashimoto, Hiroyuki
, Kuwahara, Shigefumi
, Kohyama, Noriko
, Kwon, Eunsang
, Mohri, Tomoyo
, Sawada, Kazue
, Xinyi, Fan
, Ito, Junya
in
140/131
/ 692/308/153
/ 692/700/2814
/ Alcohols
/ Barley
/ Caffeic acid
/ Cereals
/ Coumaric Acids - analysis
/ Coumaric Acids - chemistry
/ Coumaric Acids - isolation & purification
/ Cultivars
/ Esters
/ Ferulic acid
/ High-performance liquid chromatography
/ Hordeum - chemistry
/ Humanities and Social Sciences
/ Liquid chromatography
/ multidisciplinary
/ NMR
/ Nuclear magnetic resonance
/ Oryza - chemistry
/ Purification
/ Rice
/ Science
/ Science (multidisciplinary)
/ Species Specificity
/ Sterols
2019
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Definitive evidence of the presence of 24-methylenecycloartanyl ferulate and 24-methylenecycloartanyl caffeate in barley
Journal Article
Definitive evidence of the presence of 24-methylenecycloartanyl ferulate and 24-methylenecycloartanyl caffeate in barley
2019
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Overview
γ-Oryzanol (OZ), which has a lot of beneficial effects, is a mixture of ferulic acid esters of triterpene alcohols (i.e., triterpene alcohol type of OZ (TTA-OZ)) and ferulic acid esters of plant sterols (i.e., plant sterol type of OZ (PS-OZ)). Although it has been reported that OZ is found in several kinds of cereal typified by rice, TTA-OZ (e.g., 24-methylenecycloartanyl ferulate (24MCA-FA)) has been believed to be characteristic to rice and has not been found in other cereals. In this study, we isolated a compound considered as a TTA-OZ (i.e., 24MCA-FA) from barley and determined the chemical structure using by HPLC-UV-MS, high-resolution MS, and NMR. Based on these results, we proved for the first time that barley certainly contains 24MCA-FA (i.e., TTA-OZ). During the isolation and purification of 24MCA-FA from barley, we found the prospect that a compound with similar properties to OZ (compound-X) might exist. To confirm this finding, the compound-X was also isolated, determined the chemical structure, and identified as a caffeic acid ester of 24-methylenecycloartanol (24MCA-CA), which has rarely been reported before. We also quantified these compounds in various species of barley cultivars and found for the first time the existence of 24MCA-FA and 24MCA-CA in various barley. Through these findings, it opens the possibility to use barley as a new source of 24MCA-FA and 24MCA-CA.
Publisher
Nature Publishing Group UK,Nature Publishing Group
Subject
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