103426-87-5Relevant articles and documents
Synthesis of 4-Alkylcytosine Nucleosides and Evaluation of Cytostatic Activity in the L1210 Murine Leukemia
Schott, Herbert,Haeussler, Markus P.,Schwendener, Reto A.
, p. 465 - 470 (2007/10/02)
4-Alkylcytosine nucleosides 2 were prepared by nucleophilic substitution of the 4-(1,2,4-triazol-1-yl) residue of uracil nucleoside derivatives 1 using different amino compounds.The antitumor activity against L1210 murine leukemia of fifteen 4-alkylcytosine nucleosides dissolved in buffer or incorporated into liposomes was tested.Liposomal 1-(β-D-arabinofuranosyl)-4-octadecylamino-2(1H)-pyrimidinone (2d) having the highest activity gave an increase of life span (ILS) of 706percent and 6/6 survivors at 400 μmol/kg.The structurally related and well-known antitumor drug 1-(β-D-arabinofuranosyl)cytosine (araC) dissolved in buffer gave only 179percent ILS and 0/6 survivors under corresponding conditions.Derivatives 2a-c and 2e-f having shorter or longer alkyl chains were less active.All the other derivatives showed no antitumor effect.The activity of the 4-alkylcytosine nucleoside was also lost, when the arabinose residue was replaced by ribose or deoxyribose. - Key Words: Nucleosides / Murine leukemia / Liposomes / Leukemia / Cytosine / Antitumor agents / Carbohydrates