Poster presentation
146
FLAVONOIDS FROM THE PLANT GERANIUM SANGUINEUM
N.Sh. Berdiev, J.F. Ziyavitdinov, Sh.I. Salikhov
Institute of Bioorganic Chemistry named after A.S. Sadykov Academy of Sciences of
Uzbekistan.
e-mail:
nodir2884@mail.ru
The plants of
Geraniaceae
family are widespread in the world, it includes from five
to eleven genera and a total of about 750 species. Currently, 18 different species of this
family were determined in the flora of Uzbekistan. In folk medicine, aqueous and
alcoholic
extract of
Geranium sanguineum
root has been used against cold and
infectious diseases since ancient times.
Geranium sanguineum
has
been used to treat
inflammation, anemia, diarrhea, respiratory infections, and other ailments.
Immunostimulatory and anti-inflammatory properties of flavonoids
obtained from the
root extract have been detected so far. Taking this into account, we aimed to analyze the
flavanoids of the above-ground part of the
Geranium sanguineum
plant
grown in the
Tashkent Botanical Garden. For analysis, a 10 g of the ground part of the dried
Geranium sanguineum
plant was taken and extracted in 100 ml of 40%
ethyl alcohol
solution for 2 hours. An aliquot of the extract was filtered
.
Chromatography-mass
spectrometry of polyphenols was performed on an Agilent Technologies LC/MS/MS Q-
TOF 6420B under the following conditions: samples were dissolved in 0.1% TFA and
injected into the mass spectrometer using an Agilent Technologies 1260 pump with a
flow rate of 15 μl/min and Agilent Technologies Micro WPS autosampler, 2-5 µl each.
Separation was performed using a Zorbax SB C18, 5 µm column (150 µm × 0.5 mm).
Mobile phase: A - 0.1%
formic acid, B - acetonitrile + 0.1% formic acid. The sorbed
polyphenols were desorbed from the column at a flow rate of 15 μl/min with the
following mobile phase gradient: concentration of solution B: 5% – 3 minutes, 80% –
25-30 minutes, 5% - 35 minutes. Ionization source – electrosprayer; dryer gas flow rate
(N2) – 7 l/min, temperature 300 °С; current strength in the skimmer cone 65 V, in the
fragmentator 175 V; mass detection range MS within 100 – 3000 m/z, under conditions
MS/MS MS 50 – 2400
m/z
. The ionization method is negative.
To identify the compounds, they were previously characterized using MS data, along
with the interpretation of the MS/MS spectra compared to those found in the literature.
The following public databases were searched during the identification process:
ChemSpider (http://www.chemspider.com), SciFinderScholar (https://scifinder.cas.org),
KeggLigand Database (http://www.genome.jp/kegg/ligand.html)
and Phenol-Explorer
(www.phenol-explorer.eu).
The resulting extract was found to contain the following individual substances:
pelargonidin 3-
O
-(6''-succinyl-glucoside) 533.316
m/z
, 5,6,7,4'-tetramethoxyflavone
343.164
m/z
, peonidin 3-
O
-(6''-p-coumaroyl-glucoside) 609.284
m/z
, cyanidin 3-
O
-
xylosyl-rutinoside 727.38
m/z
, 3,5-di-
O
-galloyl-4-
O
-digalloylquinic acid 799.27
m/z
,
quercetin-3-
O
-glucoside 448.15
m/z
, geraniin 951.08
m/z
, kaempferol 3-
O
-rhamnoside
431.37
m/z
, betagarin 328.316
m/z
, acanthocarpan 328.316
m/z
, 4'-hydroxy-5,6,7-
trimethoxyflavone 328.316
m/z
, 7-hydroxy-2',4',5'-trimethoxyisoflavone 328.316
m/z
,
kaempferol 286.236
m/z
, luteolin 286.236
m/z
, aureusidin 286.236
m/z
, syringetin
346.288
m/z
, axillarin 3,6-dimethyl ether 346.288
m/z
, 3-hydroxyphloretin 2’-
O
–
glucoside 452.25
m/z
, kaempferol 3-
O
-beta-
D
-xyloside 418.394
m/z
, corilagin 634.452
m/z
.