Poster presentation
105
STEROID GLYCOSIDE FROM Silene tomentella
S.S. Narzullaev, U.Yu. Yusupova,
D.A. Usmanov, N.Sh. Ramazonov
S.Yu. Yunusov Institute of the Chemistry of Plant Substances Academy of sciences of the
Republic of Uzbekistan st. Mirzo-Ulugbek, 77, 100170 Tashkent
Silene
is a large genus with more than 700 species growing in various temperate
regions of the world [1]. Several phytochemical studies have been carried out on
Silene
species, highlighting the occurrence of ecdysteroids, triterpene saponins, terpenoids
[2,3].
However, the same metabolites responsible for
increasing plant production
performance can also make them undesirable for human consumption. Steroid
glycosides are a class of wide-spread natural products having either terrestrial or marine
origins [4].
Thus, on the basis of the biological activities reported for
Silene
species, the
phytochemical investigation of
S. tomentella
was carried out. Herein,
we report the
isolation and structural characterization by NMR experiments of steroid glycoside,
which investigated for the first time from this plant.
The collected plant material was kept in the dark and air-dried for 10 days. The air-
dried plant material (1 kg) was chopped into thin pieces and extracted with 90%
aqueous MeOH (4 × 5L, each soaking was continued for 1 week). A methanol extract of
the roots of
S. tomentella
was suspended in H
2
O and partitioned with hexane and n-
BuOH. The BuOH-soluble extract (15.7 g) was subjected to CC (SiO
2
(780g);
AcOEt/MeOH gradient 100:0; 0:100) to yield 18 fractions (Frs. A – R). Fr. H (4.5 g;
AcOEt/MeOH 4:1) was subjected CC (SiO
2
(200 g); with MeOH/H
2
O 0:100, 10:90,
30:70, 50:50, 70:30, 100:0) to yield six fractions (Frs. H1 – H6). Fr. H6 (12.2 mg;
asetonitril/H
2
O 0:100-100:0), which was purified by Sephadex G-15
and yielded one
individual compound lineolon.
The structure of this compound was determined using chemical and spectroscopic
methods, such as 1D and 2D nuclear magnetic resonance (NMR) [heteronuclear single
quantum coherence (HSQC) and heteronuclear multiple bond correlation (HMBC)], as
well as high-resolution electrospray ionisation mass spectrometry (HR-ESI-MS)
experiments.
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