TY - JOUR
T1 - Studies on the constituents of Gentiana species. II. A new triterpenoid, and (S)-(+)- and (R)-(-)-gentiolactones from Gentiana lutea
AU - Kakuda, Rie
AU - Machida, Koichi
AU - Yaoita, Yasunori
AU - Kikuchi, Masafumi
AU - Kikuchi, Masao
PY - 2003/7
Y1 - 2003/7
N2 - A new triterpenoid, 12-ursene-3β, 11 α-diol 3-O-palmitate (1), has been isolated from the rhizomes and roots of Gentiana lutea, together with the artificial diene derivative, 9 (11), 12-ursadien-3β-ol 3-O-palmitate (1a) and five known compounds (3 - 7). Their structures were established on the basis of spectral analysis. In addition, (±)-gentiolactone [(±)-2], isolated from this plant, was successfully separated into its enantiomers [(+)-2, (-)-2] for the first time, and the absolute configurations at C-9 of (+)-2, (-)-2 were assigned as S and R, respectively, from the optical rotations and the circular dichroism (CD) spectral data.
AB - A new triterpenoid, 12-ursene-3β, 11 α-diol 3-O-palmitate (1), has been isolated from the rhizomes and roots of Gentiana lutea, together with the artificial diene derivative, 9 (11), 12-ursadien-3β-ol 3-O-palmitate (1a) and five known compounds (3 - 7). Their structures were established on the basis of spectral analysis. In addition, (±)-gentiolactone [(±)-2], isolated from this plant, was successfully separated into its enantiomers [(+)-2, (-)-2] for the first time, and the absolute configurations at C-9 of (+)-2, (-)-2 were assigned as S and R, respectively, from the optical rotations and the circular dichroism (CD) spectral data.
KW - (R)-(-)-gentiolactone
KW - (S)-(+)-gentiolactone
KW - Gentiana lutea
KW - Gentianaceae
KW - Triterpenoid
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U2 - 10.1248/cpb.51.885
DO - 10.1248/cpb.51.885
M3 - Article
C2 - 12843605
AN - SCOPUS:1542575710
VL - 51
SP - 885
EP - 887
JO - Chemical and Pharmaceutical Bulletin
JF - Chemical and Pharmaceutical Bulletin
SN - 0009-2363
IS - 7
ER -