Reductive amination of 3-ketoanguidin and antitumor activity of the products.
Amine-containing trichothecanes were prepared by reductive aminations of 3-ketoanguidin. In in vivo tests against P388 leukemia, most of them showed an improved activity compared to anguidin though their potency was decreased. 3-Ketoanguidin also produced some unexpected structures: oxazoline 5, dioxalane 7, and alpha-amino nitrile 13.
D000588:Amines; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D007941:Leukemia P388 / Q000188:drug therapy*; D007942:Leukemia, Experimental / Q000188:drug therapy*; D012717:Sesquiterpenes / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship; D014255:Trichothecenes / Q000138:chemical synthesis* / Q000627:therapeutic use
D000588:Amines; D012717:Sesquiterpenes; D014255:Trichothecenes; C045897:3-ketoanguidin; C045898:2'-methyl-15-acetoxy-3-hydroxy-12,13-epoxytrichotheceno(3,4-d)oxazole; C045899:15-acetoxy-3-hydroxy-3,4-O,O-ethylidene-12,13-epoxytrichothec-9-ene; C001809:diacetoxyscirpenol