Synthesis and antitumor activity of tropolone derivatives. 2.
Structural requirement for antitumor activity of tropolone derivatives 2-4 was explored. Isochroman derivatives (6-17, 20, and 23) and alpha, alpha-disubstituted compounds 26-30 were synthesized and their antitumor activities were tested. These nontroponoid derivatives were all inactive, implying that a tropolone ring is essential for the activity. Several compounds related to the monotropolone analogue 3 were synthesized. Among them, 31-33 showed significant activity, but their potencies were considerably weaker than those of binary tropolone analogues 4.
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D002455:Cell Division / Q000187:drug effects; D002460:Cell Line; D003508:Cycloheptanes / Q000494:pharmacology*; D006801:Humans; D007941:Leukemia P388 / Q000188:drug therapy; D051379:Mice; D013329:Structure-Activity Relationship; D014334:Tropolone / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*
D000970:Antineoplastic Agents; D003508:Cycloheptanes; D014334:Tropolone