Chu D T, Fernandes P B, Claiborne A K, Pihuleac E, Nordeen C W, Maleczka R E, Pernet A G
J Med Chem. 1985 Nov;28(11):1558-64. doi: 10.1021/jm00149a003.
A series of novel arylfluoroquinolones has been prepared. These derivatives are characterized by having a fluorine atom at the 6-position, substituted amino groups at the 7-position, and substituted phenyl groups at the 1-position. Structure-activity relationship (SAR) studies indicate that the in vitro antibacterial potency is greatest when the 1-substituent is either p-fluorophenyl or p-hydroxyphenyl and the 7-substituent is either 1-piperazinyl, 4-methyl-1-piperazinyl, or 3-amino-1-pyrrolidinyl. The electronic and spatial properties of the 1-substituent, as well as the steric bulk, play important roles in the antimicrobial potency in this class of antibacterials. As a result of this study, compounds 45 and 41 were found to possess excellent in vitro potency and in vivo efficacy.
已经制备了一系列新型芳基氟喹诺酮类化合物。这些衍生物的特征在于在6位具有氟原子，在7位具有取代的氨基，在1位具有取代的苯基。构效关系（SAR）研究表明，当1-取代基为对氟苯基或对羟基苯基且7-取代基为1-哌嗪基、4-甲基-1-哌嗪基或3-氨基-1-吡咯烷基时，体外抗菌效力最大。1-取代基的电子和空间性质以及空间体积在这类抗菌剂的抗菌效力中起重要作用。作为该研究的结果，发现化合物45和41具有优异的体外效力和体内疗效。
