TY - JOUR
T1 - Inositols and methylinositols in sea buckthorn (Hippophaë rhamnoides) berries
AU - Kallio, Heikki
AU - Lassila, Marika
AU - Järvenpää, Eila
AU - Haraldsson, Gudmundur G.
AU - Jonsdottir, Sigridur
AU - Yang, Baoru
PY - 2009/5/15
Y1 - 2009/5/15
N2 - Sea buckthorn (Hippophaë rhamnoides L.) berries, especially of ssp. sinensis, contain significant quantities of an unknown, water-soluble compound, evidently a cyclitol derivative. The compound was isolated by HPLC and analyzed by GC-MS [trimethylsilyl (TMS) derivative, selected ion monitoring (SIM) and total ion chromatogram (TIC) analyses], by 1H and 13C NMR and by optical activity measurements. The results together with analyses of reference compound verified the unambiguous structure (-)-2-O-methyl-l-chiro-inositol (l-quebrachitol). In addition, chiro-inositol and myo-inositol existing in trace amounts were identified based on reference compounds, chromatographic data and mass spectra of the TMS derivatives. Methyl-myo-inositol was tentatively identified based on chromatography and mass spectrometry. Inositols and methyl inositols are bioactive compounds essential for regulating physiological processes of plants and humans. To our knowledge, this is the first report on the presence of chiro-inositol and myo-inositol in sea buckthorn and l-quebrachitol in edible berries. The identification of the inositols and l-quebrachitol in sea buckthorn may bring new insights into the sensory properties and also mechanisms behind the health effects of the berry.
AB - Sea buckthorn (Hippophaë rhamnoides L.) berries, especially of ssp. sinensis, contain significant quantities of an unknown, water-soluble compound, evidently a cyclitol derivative. The compound was isolated by HPLC and analyzed by GC-MS [trimethylsilyl (TMS) derivative, selected ion monitoring (SIM) and total ion chromatogram (TIC) analyses], by 1H and 13C NMR and by optical activity measurements. The results together with analyses of reference compound verified the unambiguous structure (-)-2-O-methyl-l-chiro-inositol (l-quebrachitol). In addition, chiro-inositol and myo-inositol existing in trace amounts were identified based on reference compounds, chromatographic data and mass spectra of the TMS derivatives. Methyl-myo-inositol was tentatively identified based on chromatography and mass spectrometry. Inositols and methyl inositols are bioactive compounds essential for regulating physiological processes of plants and humans. To our knowledge, this is the first report on the presence of chiro-inositol and myo-inositol in sea buckthorn and l-quebrachitol in edible berries. The identification of the inositols and l-quebrachitol in sea buckthorn may bring new insights into the sensory properties and also mechanisms behind the health effects of the berry.
KW - GC-MS
KW - H and C NMR
KW - HPLC
KW - Methylinositol
KW - Optical activity measurement
KW - Sea buckthorn berry
UR - https://www.scopus.com/pages/publications/65249126790
U2 - 10.1016/j.jchromb.2009.03.027
DO - 10.1016/j.jchromb.2009.03.027
M3 - Article
C2 - 19345619
SN - 1570-0232
VL - 877
SP - 1426
EP - 1432
JO - Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences
JF - Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences
IS - 14-15
ER -