74476-81-6Relevant articles and documents
Synthesis of 5-ethylpyrimidine nucleoside analogs
Takenaka, Keiko,Muraoka, Masako,Tsuji, Tadakazu
, p. 669 - 673 (2007/10/03)
This paper describes the synthesis of acyclic, cyclic, and deoxy sugar nucleosides of 5-ethylpyrimidine, i.e., i) 1-(2-hydroxyethoxymethyl), 1-(2-methoxyethoxymethyl), and 1-ethoxyethyl derivatives of 5-ethyluracil and 5-ethylcytosine, ii) 5-ethyl-1-(tetrahydro-2H-pyran-2-yl)- and -1-(tetrahydrofuran-2-yl)uracils, and iii) 5-ethyl-2'-deoxyuridine.
Synthesis and Properties of N4-Hexadecyl-2'-deoxycytidylyl-(3'-5')-5-ethyl-2'-deoxyuridine and 2'-Deoxythymidylyl-(3'-5')-N4-hexadecyl-1-β-D-arabinofuranosylcytosine, Two Representatives of a New Kind of Prodrugs
Schott, Herbert,Haeussler, Markus P.,Schwendener, Reto A.
, p. 277 - 282 (2007/10/02)
The gram-scale condensation of N4-hexadecyl-2'-deoxycytidine with the antiviral 5-ethyl-2'-deoxyuridine and of 2'-deoxythymidine with the antineoplastic N4-hexadecyl-1-β-D-arabinofuranosylcytosine via a 3'-5'-phosphodiester linkage using the hydrogen phosphonate method is described.The purity and the structure of the synthetic products were determined chromatographically (TLC, HPLC) and spectroscopically (MS-MS, 2D-NMR).The resulting amphiphilic dinucleoside phosphates represent two examples of a new kind of prodrugs in which lipophilic or hydrophilic nucleoside residues are applied for the masking of 5'-phosphorylated nucleoside analogues which are known as chemotherapeutics.The prodrugs are soluble in water and can also be incorporated together with matrix lipids into stable liposome dispersions. - Key Words: Prodrugs / Cytidine derivatives / Cytosine derivatives / Thymidine derivatives / Amphiphilic dinucleoside phosphates / Hydrogen phosphonate method / Liposomes / Nucleosides / Nucleotides
