Quantum-Chemical Investigations of 5-Bromo-2'-Deoxyuridine Derivatives with Antiviral Activity

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Title:Quantum-Chemical Investigations of 5-Bromo-2'-Deoxyuridine Derivatives with Antiviral Activity
Creators:
Velkov, Zhivko A.
Velkov, Yasen Zh.
Tadjer, Alia V.
Stankova, Ivanka G.
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 71, 5, pp. 691-697
Uncontrolled Keywords:Peptides, Lipophilicity, Prodrugs, Semiempirical calculations, Amino acids, Nucleosides, Antivirals, Quantum chemistry

Abstract

The article describes the results of semiempirical quantum-chemical calculations for a series of 3',5'-esters of 5-bromo-2'-deoxyuridine with amino acids or peptides. These compounds were synthesized and tested for antiviral activity as potential prodrugs of the parent 5-bromonucleoside. It was not clear why only some of the compounds were active. On the basis of structure investigation and the calculated molecular descriptors, it was found that the determining factor for obtaining appropriate prodrugs of 5-bromo-2'-deoxyuridine is the lipophilicity of the esters. <p>

Title:Quantum-Chemical Investigations of 5-Bromo-2'-Deoxyuridine Derivatives with Antiviral Activity
Creators:
Velkov, Zhivko A.
Velkov, Yasen Zh.
Tadjer, Alia V.
Stankova, Ivanka G.
Uncontrolled Keywords:Peptides, Lipophilicity, Prodrugs, Semiempirical calculations, Amino acids, Nucleosides, Antivirals, Quantum chemistry
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:71
Number:5
Page Range:pp. 691-697
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20060691UNSPECIFIED
ID Code:2500
Item Type:Article
Deposited On:06 Feb 2009 17:19
Last Modified:06 Feb 2009 16:19

Citation

Velkov, Zhivko A.; Velkov, Yasen Zh.; Tadjer, Alia V.; Stankova, Ivanka G. (2006) Quantum-Chemical Investigations of 5-Bromo-2'-Deoxyuridine Derivatives with Antiviral Activity. Collection of Czechoslovak Chemical Communications, 71 (5). pp. 691-697. ISSN 0010-0765

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