Syntheses and antitumor activities of D- and L-2'-deoxy-4'-thio pyrimidine nucleosides

Article abstract of DOI:10.1080/15257779408012157

Both enantiomers of 2'-deoxy-4'-thiouridine (9) and 15, 4'-thiothymidine (10) and 16, and 2'-deoxy-4'-thiocytidine (14) and 17 and 1-(2-deoxy-4-thio- β-D-erythro-pentafuranosyl)-5-trifluoromethyluracil (11) were synthesized. The key coupling reactions were performed by the reaction of D- or L- enantiomers of ethyl 5-O-acetyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-4- thio-α,β-xylofuranoside (1) or 18 and 2,4-bis(trimethylsilyloxy)pyrimidine in the presence of SnCl₄ in acetonitrile. Cytotoxicities against L-1210 and KB-cells for the compounds 9, 10, 11, 14, 15, 16, and 17 were examined. The compounds 10 and 11 were potentially active.

Full text of DOI:10.1080/15257779408012157

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Syntheses and Antitumor Activities of
D-and L-2′-Deoxy-4′-thio Pyrimidine
Nucleosides
Jun'ichi Uenishi a , Keiji Takahashi a , Mitsuhiro Motoyama a , Haruo
Akashi b & Takuma Sasaki c
a Department of Chemistry , Okayama University of Science
Ridaicho , Okayama, 700, Japan
b Analytical Center, Okayama University of Science, Ridaicho ,
Okayama, 700, Japan
c Department of Experimental Therapeutics , Cancer Research
Institute, Kanazawa University , 13-1 Takaramachi, Kanazawa, 970,
Japan
Published online: 24 Sep 2006.
To cite this article: Jun'ichi Uenishi , Keiji Takahashi , Mitsuhiro Motoyama , Haruo Akashi & Takuma
Sasaki (1994) Syntheses and Antitumor Activities of D-and L-2′-Deoxy-4′-thio Pyrimidine Nucleosides,
Nucleosides and Nucleotides, 13:6-7, 1347-1361, DOI: 10.1080/15257779408012157
To link to this article: http://dx.doi.org/10.1080/15257779408012157
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