Antitumor agents. 25. Synthesis and antitumor activity of uracil and thymine alpha-methylene-gamma-lactones and related derivatives.
Uracil and thymine alpha-methylene-gamma-lactones and related derivatives have been synthesized as novel potential alkylating antitumor agents. The synthesis of these compounds involved the convenient Reformatsky-type reaction between ethyl-alpha-(bromomethyl)acrylate and the proper pyrimidinyl ketones. Preliminary in vivo tumor assay indicated that these compounds were active against the Walker 256 carcinosarcoma in rats and the P-388 lymphocytic leukemia as well as the B-16 melanotic melanoma in mice at 2.5-25 mg/kg.
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000627:therapeutic use; D002279:Carcinoma 256, Walker / Q000188:drug therapy; D007783:Lactones / Q000138:chemical synthesis / Q000627:therapeutic use; D007942:Leukemia, Experimental / Q000188:drug therapy; D008297:Male; D008545:Melanoma / Q000188:drug therapy; D051379:Mice; D009374:Neoplasms, Experimental / Q000188:drug therapy; D051381:Rats; D013941:Thymine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000627:therapeutic use; D014498:Uracil / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000627:therapeutic use
D000970:Antineoplastic Agents; D007783:Lactones; D014498:Uracil; D013941:Thymine