Work

Synthesis, Antimicrobial Activity and In vivo Fluorine NMR of a Hexafluorinated Derivative of Tilmicosin.

Year: 1995

Type: article

Abstract: A new fluorinated analog of tilmicosin was synthesized by the reductive amination of desmycosin with 3,5-bis(trifluoromethyl)piperidine. Despite an apparently small change in structure, the fluorinated analog had much less in vitro antimicrobial activity than tilmicosin and it failed to protect 3-day old chicks against a Pasteurella multocida challenge at 64 mg/kg sc. In a preliminary in vivo fluorine NMR experiment in a female Sprague-Dawley rat, a 19F NMR signal was detected in the liver one hour after ip administration of the fluorinated compound. Therefore, although this fluorinated derivative had less antimicrobial activity than tilmicosin, it may nevertheless provide a suitable model of tilmicosin for pharmacokinetic studies using in vivo fluorine NMR.

Source: The Journal of Antibiotics

DOI: 10.7164/antibiotics.48.671

Authors: LAWRENCE C. CREEMER, HERBERT A. KIRST, THOMAS R. SHRYOCK, JACK B. CAMPBELL, ANDREW G. WEBB

Institutions: Eli Lilly (United States), University of Illinois Urbana-Champaign

Language: English

Topic: Fluorine in Organic Chemistry

Subfield: Pharmaceutical Science

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

SDG: Good health and well-being

Open Access status: bronze

Funder: Eli Lilly and Company