Synthesis and cytotoxic evaluation of certain tricyclic benzogquinolin-4-(1H)-One an benzogquinoline-4,9,10-trione derivatives

摘要

The present report describes the synthesis and evaluation of tricyclic benzog quinoline-4(1H)-one derivatives (CAB type) in which an additional aromatic ring is linearly fused on the antibacterial quinolone-3-carboxylic acid to mainatain a free carboxylic acid (increase water-solumor activity).1H-Benzog-quinoline-4,5,10-troione,1-methyl-1H-benzog quinoline-4,5,10-trione,and ehtyl 1-mehtylbenzog quinoline-4,5,10-trione-3-carboxylte exhibited significant cytotoxicity against all 60 cancercells with mean GI50 values of 5.92,7.75,and 2.52 muM respectively while1-mehtylbenzogquinoline-4,5,10-trione-3-carboxylic acid and 5-hydroxy-10-mehtoxy-1-methylbenzog quinoline-4(1H)-one-3-acrboxylic acid wereinactive,indicatedfree carboxylic acid at C-3 positon is unfavorable.the results have also implied the importance o fcarbonyl moieties at C-5 and C-10 due to the inactiveness of reducedproducts,ehtyl 5-hydroxyl-10-methoxy-1-mehtylbenzogquinolin-4(1H)-one-3-carboxylate and ethyl 10-benzyloxy-5-hydroxybenzogquinolin-4-(1H)-one 3-carboxylate.