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Abstracts ICPS 2023

1

6
. Based on UV-, NMR-spectroscopy and mass-
spectrometric data, the structures of new compounds were found as feruloylated / 
p
-
coumaroylated isovitexins (
1

3
) and ethyl phenol glucosides (
4

6
). Acylated flavonoids 
showed strong inhibitory potential against pancreatic lipase and concluded as 
perspective anti-lipase agents. 
1
: R = OCH
3

2
: R = H 

 
 
 
4
: R
1
= R
2
= H
 
5
: R
1
= H; R
2
= CH
3
CO 
6
: R
1
= β-D-Glc
p
; R
2
= H
 
References 
4.
D.J. McNally, K.V. Wurms, C. Labbé, S. Quideau, R.R. Bélanger, 
J. Nat. 
Prod
., 
66
, 1280 (2003). 
5.
D.N. Olennikov, N.I. Kashchenko, 
Chem. Nat. Comp
., 
59
(2023). 
6.
M.M. Abou-Zaid, D.A. Lombardo, G.C. Kite, R.J. Grayer, N.C. Veitch, 
Phytochemistry

58
, 167 (2001). 
The study was funded by a grant of the Russian Science Foundation № 23-26-00063 
(https://rscf.ru/project/23-26-00063). 
 
O
O
OH
HO
OH
O
HO
HO
O
O
O
HO
HO
OH
HO
O
HO
R
O
O
OH
HO
OH
O
HO
HO
O
O
O
HO
HO
OH
O
O
HO
H
3
CO
O
HO
H
3
CO
O
O
HO
HO
OR
1
R
2
O
CH
3


Poster presentation 
51 
CATALYTIC OXIDATION OF 6-METHYLURACIL 
 
Y.Z. Khazimullina, A.R. Gimadieva, A.G. Mustafin 
 
Ufa Institute of Chemistry UFIC RAS, 71, Prospekt Oktyabrya, Ufa, 450054 Russia 
 
It is well known that pyrimidine bases are an integral part of DNA and RNA in 
organisms; therefore, derivatives of this class of compounds are used as the active 
ingredient of many drugs. For example, there are a number of drugs based on uracil due 
to its wide spectrum of pharmacological activity: fluorouracil (antitumor activity), 
zidovudine (antiviral activity), 6-methyluracil (immunomodulatory action), etc. [1]. One 
of the compounds with proven anti-inflammatory, immunotropic activity is 5-hydroxy-
6-methyluracil registered as a drug Immureg [2]. One of the methods of obtaining 
oxymethyluracil is the Elbs oxidation of 6-methyluracil: 
However, according to the classical reaction of persulfate oxidation, the yield of the 
target product does not exceed 15%, therefore, a modification of the Elbs reaction was 
carried out - catalysts (phthalocyanines of various metals) were used, which 
significantly changed the picture, increasing the yield of the intermediate product 
(further PP) 5-ammoniumsulfate-6-methyluracil to 85-88% [3], the second stage of acid 
hydrolysis proceeds quantitatively, forming 5-hydroxy-6-methyluracil (further OMU). 
Dependence of PP yield on the type and amount of catalyst (0.01% weight) 
(molar ratio 6-methyluracil:NaOH:ammonium persulfate = 1:4.1:1.5) 

Catalyst 
PP yield, % 
OMU yield, % 

Fc Co 
87 
83 

Fc Fe(II) 
89 
85 

Fc Fe(Ш) 
82 
79 

Fc Ni 
71 
67 

Fc Mn 
72 
67 

Fc Zn 
69 
61 
References: 
1.Gimadieva A.R., Chernyshenko Y.N., Abdrakhmanov I.B., Mustafin A. G. 
Synthesis, modifications and biological activity of uracils. Ufa: Gilem, 2013. 176 с. 
2. Permission of the Pharmacological State Committee for medical use from 
11.11.1993, reg. no. 96/302/2; 96/302/12. 
3.Gimadieva A.R., Khazimullina U.Z., Abdrakhmanov I.B., Mustafin A.G. Method 
for obtaining 5-hydroxy-6-methyluracil and 5-hydroxy-1,3,6-trimethyluracil - effective 
immunomodulators and antioxidants / Journal of Applied Chemistry, 2022. Т.95. Vol.3. 
382-388 с. 


Poster presentation 
52 

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