Organizing co mmittee

SYNTHESIS OF NEW PURINE NUCLEOSIDES – ANALOGUES 
OF ADENOSINE RECEPTOR AGONISTS 
 
Olga N. Zhavoronkova
1,2
, Maria Ya. Berzina
1
, Irina D. Konstantinova
1 
 
1
Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of 
Sciences, Miklukho-Maklaya st. 16/10, 117997, Moscow 
2
RTU MIREA, Institute of Fine Chemical Technologies named after M.V. 
Lomonosov, 86 Vernadsky Ave., 119571 Moscow 
Adenosine receptors (ARs) are activated during pathological conditions and stress. 
Adenosine can correct energy imbalances by increasing or decreasing basal activation 
of four AR subtypes (A
1
AR, A
2A
AR, A
2B
AR, A
3
AR). Slower heart rate and a decrease 
of intraocular pressure occur due to the activation of A
1
AR [1]; A
1
ARs are highly 
expressed in adipose tissue and their activation results in inhibition of lipolysis and 
modulation of insulin sensitivity [2]. Activation of A
2A
AR improves myocardial blood 
supply [3]. Endogenous adenosine is an agonist of all AR. Today, the problem of 
finding selective ARs agonists that activate on a certain type of receptor in various 
tissues of the body is very relevant. 
In previously published studies in isolated mouse atria, conjugates of 2-chloro-9-(
β
-
D
-ribofuranosyl)purine and amino acid amide residues at the C6 position were found to 
be A
1
AR agonists. These compounds have also been shown to reduce intraocular 
pressure [1]. We decided to expand the library of compounds by including amino 
alcohols (reduced amino acids analogs). These compounds may be ARs agonists. 
Currently, target compounds are being synthesized using chemical and chemical-
enzymatic methods. It is planned to study the agonistic activity of the obtained 
compounds in relation to A
1
AR and A
2A
AR.
1. Berzina, M.Y., et al., 
Synthesis of 2-chloropurine ribosides with chiral amino 
acid amides at C6 and their evaluation as A1 adenosine receptor agonists.
Bioorganic 
Chemistry, 2022: p. 105878. 
2. DeOliveira, C. and C. Paiva Caria, 
e., Ferreira Gotardo, EM, Ribeiro, ML, and 
Gambero, A.(2017). Role of A 1 and A 2A Adenosine Receptor Agonists in Adipose 
Tissue Inflammation Induced by Obesity in Mice.
Eur. J. Pharmacol. 
799
: p. 154-159. 
3. Jacobson, K.A., et al., 
Historical and current adenosine receptor agonists in 
preclinical and clinical development.
Frontiers in Cellular Neuroscience, 2019: p. 124. 

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Poster presentation 
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