Synthesis and Applications of Triazolylpurine Nucleosides
2015
Irina Novosjolova

Defending
14.05.2015. 14:00, Rīgas Tehniskās universitātes Materiālzinātnes un lietišķās ķīmijas fakultāte, Paula Valdena iela 3, 272. auditorija

Supervisor
Māris Turks, Ērika Bizdēna

Reviewers
Raimonds Valters, Mārtiņš Katkevičs, Sigitas Tumkevičius

Several synthetic methodologies towards differently substituted 1,2,3-triazolylpurine nucleosides have been developed during this thesis. The nucleophilic substitution reactions of 2,6-bis-triazolylpurine, 2,6-diazidopurine and 2,6-dichloropurine nucleosides with different nucleophiles have been studied and the reactivity of these key-intermediates has been compared. It is demonstrated that triazolyl ring at the C(6) position of purine is acting as a good leaving group in nucleophilic heteroaromatic substitution reactions. Substituted monotriazolylproducts possess interesting fluorescent properties. A number of novel triazolyl compounds have promising biological activities: agonist activity of adenosine A3 and purinergic P2Y12 receptors; antiviral activity against yellow fever virus, Chikungunya and enteroviruses. These compounds are also cytotoxic for cancer cell lines HT-1080 and MG-22A.


Keywords
purine nucleosides, bis-triazolyl derivatives, triazolyl purine nucleosides

Novosjolova, Irina. Synthesis and Applications of Triazolylpurine Nucleosides. PhD Thesis. Rīga: [RTU], 2015. 94 p.

Publication language
Latvian (lv)
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