Organizing co mmittee

 
 

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Poster presentation 
116 
STRUCTURE AND BIOLOGICAL ACTIVITY OF 
ARABINOGALACTAN OF Ferula tenuisecta 
 
D.Z. Azizov
1
, A.S. Dmitrenok
2
, R.K. Rakhmanberdiyeva
1
1
) S.Yu. Yunusov Institute of the Chemistry of Plant Substances Academy of 
sciences of the Republic of Uzbekistan st. Mirzo-Ulugbek, 77, 100170 
Tashkent 
2) Institute of Organic Chemistry. N.D. Zelinsky RAS, Moscow, Russia 
From the aerial part of 
Ferula tenuisecta
, arabinogalactan AG-Ften with a molecular 
weight of 38 kDa was isolated, consisting of galactose, glucose, arabinose in a ratio of 
25:3.3:10.6. Using methylation, GC, GC-MS and 
13
C NMR spectroscopy, it was found 
that AG-Ften consists of D-Galp residues linked by β-1,6-glycosidic bonds as the main 
chain, and the side chain is represented by α-L-Araf, β-D-Galp and 4-O-MeGlcAp. To 
determine the type of glycosidic bonds between monosaccharide residues, AG-Ften was 
methylated according to method of J. Ciucanu, and F. Kerek, The completeness of 
methylation was controlled by IR spectroscopy by the absence of an absorption band at 
3400–3200 cm
–1
(OH groups). Permethylate was subjected to methanolysis, the product 
of methanolysis was acetylated to give trimethylsilyl derivatives, which were analyzed 
by GC-MS. Analysis of GC/MS data showed that AG-Ften contains T-Araf (14.94%), 
1,5-Araf (4.46%), galactose residues consist of terminal T-Galp (5.64%), 1,6-linked 
Galp (38.58%), 1,3-linked Galp (6.44%), and 3,6-linked Galp (14.2%). The detection of 
2,3,6-tri-O-Me-Glcp (2.71%) is probably associated with the presence of β-GlcpA-4-
OMe-(1→6)-β-Galp-(1→disaccharide fragment in AG-Ften. 
13
C NMR of arabinogalactan was taken in the region from 60 to 180 ppm. The 
COZY, TOCSY, and ROESY spectra showed the presence of β-galactopyranose (β-
Galp), α-arbinofuranose (α-Araf), and uronic acid β-glucopyranoside (β-GlcpA) 
residues as the sugar component of the polysaccharide. Analysis of the HSQC spectrum 
revealed a substitution in β-Galp residues at position C-6 (residues A and E) and 
positions 3,6 (residues B and C), as well as a part of unsubstituted β-Galp residues 
(terminal, I). Two types of α-Araf residues were observed in the polymer: terminal (G 
and G') and 5-substituted (H). The β-GlcpA (F) residues turned out to be substituted at 
position 4. All conclusions about the substitution in the residues were made on the basis 
of a comparison of the 
13
C NMR subspectra of the residues with the spectra of the 
starting sugars, taking into account the positive α-effect of substitution. The following is 
the structure of the main 
F. tenuisecta
arabinogalactan fragment: 
Pharmacological studies have shown that arabinogalactan has bifidogenic activity 
and can be used as part of functional foods. 

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Poster presentation 
117