This Article Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Services Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Download to citation manager Reprints and Permissions Copyright Information Books from ASM Press MicrobeWorld Citing Articles Citing Articles via Google Scholar Google Scholar Articles by Heifetz, C. L. Articles by Sesnie, J. C. Search for Related Content PubMed PubMed Citation Articles by Heifetz, C. L. Articles by Sesnie, J. C.

 Previous Article  |  Next Article 

Antimicrob Agents Chemother. 1976 September; 10(3): 543-548
Copyright © 1976 American Society for Microbiology. All Rights Reserved.

5''-Amino-5''-Deoxybutirosin, a Semisynthetic Analogue of Butirosin A: Antibacterial Activity In Vitro and in Mice

Biological Research and Development Department, Research and Medical Affairs Division, Parke, Davis & Company, Detroit, Michigan 48232

ABSTRACT

Aminodeoxybutirosin (AD-BTN), the 5''-amino-5''-deoxy derivative of butirosin (BTN), was synthesized to improve on the antibacterial activity of BTN by preventing bacterial enzymatic phosphorylation at the 5'' position. AD-BTN possesses the spectrum characteristic of BTN and gentamicin (GTM) and was active at low levels in vitro against a wide variety of gram-negative species including Pseudomonas aeruginosa, indole-positive Proteus and Serratia marcescens; its action was bactericidal against both light and heavy inocula, and it was not antagonized by human serum. AD-BTN was as active as GTM against GTM-sensitive P. aeruginosa in vitro and in mice, and was markedly improved over BTN. AD-BTN retained the good activity of the parent compound against other gram-negative pathogens. Whereas GTM minimal inhibitory concentrations were elevated 35-fold against GTM-resistant P. aeruginosa in vitro, the minimal inhibitory concentration of AD-BTN was only doubled. At 6.3 µg/ml, AD-BTN inhibited 68% of 82 isolates insusceptible to that concentration of GTM. In murine toxicity tests AD-BTN was about one-third to one-half as toxic as GTM.