Quinoline and pyridoquinoxaline derivatives useful as anticancer and/or antibacterial agents

摘要

Pyrido[2,3 -f]quinoxaline-2-carboxylic acid derivatives and isomeric pyrido[3,2-g]quinoxaline carboxylic acid derivatives of formula (A) or (B), or physiologically tolerated salts or esters thereof, wherein R1 is optionally substituted alkyl, alkenyl, cycloalkyl, alkoxy, amino, alkylamino, dialkylamino, aryl or aralkyl, R2 is halogen, hydroxyl or optionally substituted alkoxy, R4 and R5 are independently hydrogen or optionally substituted alkyl or together form an optionally substituted alkylene group and R6 is hydrogen or optionally substituted alkyl. In particular, R1 is cyclopropyl, R2 is fluoro, R4 is methyl and R5 is hydrogen or R4 and R5 together form a propylene or butylene group and R6 is hydrogen or methyl. Compounds of formula A and B may be useful as anticancer and antibacterial agents and may be prepared by reductive cyclisation of 7-amino-8-nitroquinoline or 7-amino-6-nitroquinoline derivatives of formula (XIII A) or (XIII B) which themselves may be formed from 7-chloro-8-nitroquinoline or 7-chloro-6-nitroquinoline derivatives for formula (VII) or (VII A). Compounds of formula (XIIIA) or (XIIIB), or physiologically tolerated salts or esters thereof, may be useful as antibacterial agents.