Cucurbitane-type triterpenoids from the fruit of Momordica charantia.
The structures of three new cucurbitane-type triterpenoids isolated from the methanol extract of the fruit of Japanese Momordica charantia were established as (19R,23E)-5beta,19-epoxy-19-methoxycucurbita-6,23,25-trien-3beta-ol (1), (23E)-3beta-hydroxy-7beta-methoxycucurbita-5,23,25-trien-19-al (2), and (23E)-3beta-hydroxy-7beta,25-dimethoxycucurbita-5,23-dien-19-al (3) on the basis of spectroscopic methods. These compounds were accompanied by the known (19R,23E)-5beta,19-epoxy-19,25-dimethoxycucurbita-6,23-dien-3beta-ol (4) and (19R,23E)-5beta,19-epoxy-19-methoxycucurbita-6,23-diene-3beta,25-diol (5). This is the first report of the isolation of tetracyclic triterpenoids possessing a delta23,25-conjugated diene system, viz., 1 and 2, from a natural source.
Kimura
Yumiko
Y
College of Science and Technology, Nihon University, 1-8 Kanda Surugadai, Chiyoda-ku, Tokyo 101-8308, Japan.
Akihisa
Toshihiro
T
Yuasa
Noriko
N
Ukiya
Motohiko
M
Suzuki
Takashi
T
Toriyama
Masaharu
M
Motohashi
Shigeyasu
S
Tokuda
Harukuni
H
D005638:Fruit / Q000737:chemistry; D007564:Japan; D015394:Molecular Structure; D029777:Momordica charantia / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification*
C501793:(19R,23E)-5beta,19-epoxy-19-methoxycucurbita-6,23,25-trien-3beta-ol; C501794:(23E)-3beta-hydroxy-7beta,25-dimethoxycucurbita-5,23-dien-19-al; C501795:(23E)-3beta-hydroxy-7beta-methoxycucurbita-5,23,25-trien-19-al; D014315:Triterpenes