Synthesis and Structure-Activity Relationships of 7-[3-(1-Aminoalkyl)pyrrolidinyl]-and 7-[3-1-aminocycloalkyl)pyrrolidinyl]-quinolone Antibacterials

Abstract

A series of 7-[3-(1-aminoalkyl and 1-aminocycloalkyl)-1-pyrrolidinyl]quinolones have been prepared and their biological properties evaluated. Among them, 1-(S)-aminoalkyl derivatives exhibited potent antibacterial activities against gram-positive and gram-negative organisms. They had moderate lipophilicity and high aqueous solubility compared to their aminomethyl counterparts; e.g., the 3-(1-aminoethyl)-1-pyrrolidinyl compound (83) showed superior pharmacokinetic properties to its aminomethyl counterpart (6).