New 3′-deoxythymidines bearing a nucleophilic 3′-substituent

A. M. Belostotskii; H. Keren-Yeshuah; J. Lexner; A. Hassner

doi:10.1081/NCN-100001439

New 3′-deoxythymidines bearing a nucleophilic 3′-substituent

A. M. Belostotskii, H. Keren-Yeshuah, J. Lexner, A. Hassner

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

New potential cancer-driven as well as HIV-driven nucleoside heteroanalogs, such as 3′-thio- and 3′- as well as 5′-selenosubstituted thymidines, have been synthesized. We also report an effective method for the preparation of novel nucleoside derivatives, bis(deoxynucleoside) diselenides, in nearly quantitative yields. The North conformation is significantly populated in the conformational equilibrium for 3′-α-alkylthiothymidines.

Original language	English
Pages (from-to)	93-101
Number of pages	9
Journal	Nucleosides, Nucleotides and Nucleic Acids
Volume	20
Issue number	1-2
DOIs	https://doi.org/10.1081/NCN-100001439
State	Published - 2001

Bibliographical note

Funding Information:
We are grateful for support of this research by the Israel Ministry of Science and Technology (Grant 1471-1-99), the governmental KAMEA Program, and the Marcus Center for Pharmaceutical and Medicinal Chemistry. We thank Dr. J. G. Hengstler, University of Mainz, for bioassays on nucleoside 6b.

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abstract = "New potential cancer-driven as well as HIV-driven nucleoside heteroanalogs, such as 3′-thio- and 3′- as well as 5′-selenosubstituted thymidines, have been synthesized. We also report an effective method for the preparation of novel nucleoside derivatives, bis(deoxynucleoside) diselenides, in nearly quantitative yields. The North conformation is significantly populated in the conformational equilibrium for 3′-α-alkylthiothymidines.",

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AU - Keren-Yeshuah, H.

AU - Lexner, J.

AU - Hassner, A.

N1 - Funding Information: We are grateful for support of this research by the Israel Ministry of Science and Technology (Grant 1471-1-99), the governmental KAMEA Program, and the Marcus Center for Pharmaceutical and Medicinal Chemistry. We thank Dr. J. G. Hengstler, University of Mainz, for bioassays on nucleoside 6b.

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AB - New potential cancer-driven as well as HIV-driven nucleoside heteroanalogs, such as 3′-thio- and 3′- as well as 5′-selenosubstituted thymidines, have been synthesized. We also report an effective method for the preparation of novel nucleoside derivatives, bis(deoxynucleoside) diselenides, in nearly quantitative yields. The North conformation is significantly populated in the conformational equilibrium for 3′-α-alkylthiothymidines.

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New 3′-deoxythymidines bearing a nucleophilic 3′-substituent

Abstract

Bibliographical note

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