Synthesis and Microbiological Evaluation of Novel Tetracyclic Fluoroquinolones

Abstract

Conformationally constrained tetracyclic fluoroquinolones (FQs) were synthesized and profiled for their microbiological spectrum. The installation of a seven‐membered ring between the pyrrolidine substituents and the C8 position on the FQ core scaffold resulted in a remarkable enhancement of microbiological potency toward both Gram‐positive and Gram‐negative bacteria. Focused optimization of seven‐membered ring composition, stereochemistry, and amine placement led to the discovery of the two lead compounds that were selected for further progression.

Document Details

Document Type
Pub Defense Publication
Publication Date
Oct 02, 2017
Source ID
10.1002/cmdc.201700426

Entities

People

  • Adam A. Goldblum
  • Allan S. Wagman
  • Christina R. Harris
  • George Miller
  • Glenn Mcenroe
  • Heinz E Moser
  • James Aggen
  • Lloyd J. Simons
  • Marcela Gomez
  • Martin S. Linsell
  • Michael J. Melnick
  • Ricky D. Gaston
  • Ryan Cirz
  • Sara Lopez
  • Thomas R. Belliotti
  • Toni‐jo Poel

Organizations

  • Defense Threat Reduction Agency

Tags

Fields of Study

  • Chemistry

Readers

  • Microbial Pathology
  • Military Logistics and Supply Chain Management
  • Organic Chemistry