Synthesis, properties, and Anti-HIV activity of new lipophilic 3′-azido-3′-deoxythymidine conjugates containing functional phosphoric linkages

One of the approaches to enhance the bioavailability of nucleoside reverse transcriptase HIV inhibitors is the design of their prodrugs based on 1,3-diacylglycerols, which may simulate metabolic pathways of natural lipids, thus supporting the efficacy of drug delivery to the target cells. Glycerolip...

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Bibliographic Details
Published in:Russian journal of bioorganic chemistry 2013-03, Vol.39 (2), p.161-169
Main Authors: Shastina, N. S., Maltseva, T. Yu, D’yakova, L. N., Lobach, O. A., Chataeva, M. S., Nosik, D. N., Shvetz, V. I.
Format: Article
Language:English
Subjects:
Biochemistry
Biomedical and Life Sciences
Biomedicine
Bioorganic Chemistry
Human immunodeficiency virus
Life Sciences
Organic Chemistry
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Summary:One of the approaches to enhance the bioavailability of nucleoside reverse transcriptase HIV inhibitors is the design of their prodrugs based on 1,3-diacylglycerols, which may simulate metabolic pathways of natural lipids, thus supporting the efficacy of drug delivery to the target cells. Glycerolipid AZT conjugates with different functional phosphoric centers were synthesized by the H -phosphonate technique. Stability of the prepared prodrugs against chemical and enzymatic hydrolysis (in buffer solutions and in the presence of pancreatic lipase), as well as their anti-HIV activity against the HIV-1 899A strain in human Tlymphoid MT-4 cells, were studied.
ISSN:1068-1620
1608-330X
DOI:10.1134/S1068162013020118