Cytostatic quinones. 3. Synthesis of benzotriazolequinones by a new oxidation with m-chloroperbenzoic acid. Biochemical studies.
Oxidation of N-1 and N-2 alkylbenzotriazoles with m-chloroperbenzoic acid afforded 1-alkylbenzotriazole 3-oxides and 2-alkylbenzotriazole-4,4-diones, respectively. The quinonic compounds inhibited the "in vitro" growth of both HeLa and KB cells, the synthesis of macromolecules (DNA, RNA, and proteins), and the uptake of glucose by Ehrlich carcinoma ascites cells. A possible mode of action is suggested.
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002286:Carcinoma, Ehrlich Tumor / Q000378:metabolism; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D002723:Chlorobenzoates; D004247:DNA / Q000096:biosynthesis; D005947:Glucose / Q000378:metabolism; D051379:Mice; D010084:Oxidation-Reduction; D014176:Protein Biosynthesis; D011809:Quinones / Q000138:chemical synthesis* / Q000494:pharmacology; D012313:RNA / Q000096:biosynthesis; D014230:Triazoles / Q000138:chemical synthesis / Q000494:pharmacology
D000970:Antineoplastic Agents; D002723:Chlorobenzoates; D011809:Quinones; D014230:Triazoles; C017056:benzotriazolequinone; D012313:RNA; D004247:DNA; C000433:3-chloroperbenzoic acid; D005947:Glucose