Open AccessSynthesis and spectxoscopic properties of two classes of 5,6-dihydrothymidine derivatives. Action on the Ehrlich's ascites cells thymidine kinase
Author(s) -
R. Téoule,
Brigitte Fouqué,
Jean Cadet
Publication year - 1975
Publication title -
nucleic acids research
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 9.008
H-Index - 537
eISSN - 1362-4954
pISSN - 0305-1048
DOI - 10.1093/nar/2.4.487
Subject(s) - thymidine , alkoxy group , diastereomer , biology , thymidine kinase , ehrlich ascites , biochemistry , stereochemistry , kinase , ehrlich ascites carcinoma , microbiology and biotechnology , dna , tumor cells , in vitro , chemistry , organic chemistry , immunology , cancer research , alkyl , virus , herpes simplex virus
Trans (+) and (-) 6-alkoxy-5-bromo-5,6 dihydrothymidine and trans (+) and (-) 6-alkoyloxy-5-bromo-5,6-dihydrothymidine compounds have been prepared. The synthesis of these substances (alkoxy : methoxy, ethoxy, butyloxy and isoamyloxy and alkoyloxy : acetoxy and bensovloxy) is described. Diastereoisomers of all products have been isolated by thin layer chromatography and their spectroscopic properties (IR, UV, NMR, mass spectrometry) studied. These compounds have been shown to be competitive inhibitors of Ehrlich's ascites cells thymidine kinase with respect ot thymidine.