ScienceDirect - Bioorganic & Medicinal Chemistry Letters : Syntheses and studies of quinolone-cephalosporins as potential anti-tuberculosis agents

Bioorganic & Medicinal Chemistry Letters
Volume 16, Issue 21, 1 November 2006, Pages 5534-5537

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doi:10.1016/j.bmcl.2006.08.045

Syntheses and studies of quinolone-cephalosporins as potential anti-tuberculosis agents

Gaiying Zhao^a, Marvin J. Miller^a^,^,, Scott Franzblau^b, Baojie Wan^b and Ute Möllmann^c

^aDepartment of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46556, USA ^bInstitute for Tuberculosis Research, College of Pharmacy, M/C 964, Rm 412, University of Illinois at Chicago, 833 S. Wood St., Chicago, IL 60612-7231, USA ^cLeibniz Institute for Natural Product Research and Infection Biology, Hans-Knöll-Institute, Beutenbergstrasse 11a, D-07745 Jena, Germany

Received 21 June 2006;

revised 6 August 2006;

accepted 8 August 2006.

Available online 30 August 2006.

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Abstract

The syntheses and anti-tuberculosis activity of quinolone-cephalosporin conjugates (1 and 2) are described. Both showed broad-spectrum antibacterial activity and significant anti-TB activity. The carbamate-linked quinolone-cephem 2 showed better antimycobacterial activity, including anti-TB activity, than the direct amine-linked quinolone-cephem 1, while quinolone-cephem 1 was slightly more effective against some Gram-negative bacterial strains.