Nucleoside analogues. 4. Molecular combinations of anti-tumour drugs: synthesis of 5-fluorouracil seco-nucleosides with N-(2-chloroethyl)-N-nitrosourea residues by using aryl N-nitrosocarbamates.
The biological study of molecular combination of anti-tumour drugs remains unexplored. Some drugs prepared earlier, seco-nucleosides with 5-fluorouracil as base and incorporating a N-(2-chloroethyl)-N-nitrosourea (CNU) residue in the linear 'sugar' moiety, have now been obtained much more readily by using aryl N-nitrosocarbamates. These include the more reactive S-oxide of the original combination, B 3839. The structure of a compound with the CNU in the 'alcohol' arm of the seco-nucleoside has been clarified. Isomeric combinations having hydroxyl groups in either the 'alcohol' or the 'aldehyde' arm, with different hydrolysis rates, have been synthesized. Results of anti-tumour testing are reported in the proceeding paper.
McCormick
J E
JE
Laboratories of the Medical Research Council of Ireland, Trinity College, Dublin.
McElhinney
R S
RS
D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D005038:Ethylnitrosourea / Q000031:analogs & derivatives*; D005472:Fluorouracil / Q000031:analogs & derivatives*; D009705:Nucleosides / Q000138:chemical synthesis*
D000970:Antineoplastic Agents; D009705:Nucleosides; C017139:1-(2-chloroethyl)-1-nitrosourea; D005038:Ethylnitrosourea; D005472:Fluorouracil