Beutin L, Preller E, Kowalski B
Antimicrob Agents Chemother. 1981 Sep;20(3):336-43. doi: 10.1128/AAC.20.3.336.
The quinoxaline-di-N-oxides carbadox, olaquindox, and quindoxin, which are potent antibacterial agents, were tested for mutagenicity in the Salmonella microsomal system. They all induced base pair substitutions and frameshift mutations in Salmonella, and occurred independently of the presence of a rat liver microsomal fraction in the test system. Mutagenicity was dependent on the presence of their N-oxide groups, since quinoxaline, a completely reduced derivative of quindoxin, was not mutagenic, whereas the partially reduced quinoxaline-N-oxide exhibited a lower mutagenic activity than quindoxin. recA and uvrB Salmonella were found to be more susceptible to mutagenic quinoxaline derivatives than wild-type strains. The mutagenicity of quinoxaline-di-N-oxides was enhanced under anaerobic incubation as was the antibacterial activity. These results suggest that both the antibacterial and mutagenic activity of quinoxaline-di-N-oxides depend upon the same bacterial activation mechanism.
喹喔啉二-N-氧化物卡巴多司、喹乙醇和喹烯酮是强效抗菌剂，它们在沙门氏菌微粒体系统中进行了致突变性测试。它们均在沙门氏菌中诱导碱基对替换和移码突变，且在测试系统中与大鼠肝微粒体组分的存在无关。致突变性取决于其N-氧化物基团的存在，因为喹喔啉是喹烯酮的完全还原衍生物，不具有致突变性，而部分还原的喹喔啉-N-氧化物的致突变活性低于喹烯酮。发现recA和uvrB沙门氏菌比野生型菌株对致突变性喹喔啉衍生物更敏感。喹喔啉二-N-氧化物在厌氧培养下的致突变性增强，抗菌活性也是如此。这些结果表明，喹喔啉二-N-氧化物的抗菌活性和致突变活性均取决于相同的细菌激活机制。
