Antibacterial activity of quinolone-macrocycle conjugates

Bioorganic and Medicinal Chemistry Letters

Volumn 13, Issue 10, 2003, Pages 1635-1638

  Jefferson, Elizabeth A ^a   Swayze, Eric E ^a   Osgood, Stephen A ^a   Miyaji, Alycia ^a   Risen, Lisa M ^a   Blyn, Lawrence B ^a  

^a ISIS PHARMACEUTICALS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CIPROFLOXACIN; MACROCYCLIC COMPOUND; OFLOXACIN; QUINOLONE DERIVATIVE;

ANTIBACTERIAL ACTIVITY; ARTICLE; BACTERIAL STRAIN; DRUG STRUCTURE; ESCHERICHIA COLI; NONHUMAN; STAPHYLOCOCCUS AUREUS; STRUCTURE ACTIVITY RELATION;

BACTERIA (MICROORGANISMS); ESCHERICHIA COLI; STAPHYLOCOCCUS AUREUS;

EID: 0038702262     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(03)00285-3     Document Type: Article

References (14)

1. Jefferson E.A., Swayze E.E. Tetrahedron Lett. 40:1999;7757.
2. Jefferson E.A., Arakawa S., Blyn L.B., Miyaji A., Osgood S.A., Ranken R., Risen L.M., Swayze E.E. J. Med. Chem. 45:2002;3430.
3. Wolfson J.S., Hooper D.C. Clin. Microbiol. News Lett. 14:1992;1.
4. Walker R.C., Wright A.J. Maj. Clin. Proc. 66:1991;1249.
5. Hooper D.C., Wolfson J.S. N. Engl. J. Med. 324:1991;384.
6. Zhang M.Q., Haemers A. Pharmazie. 46:1991;687.
7. Pesson M., Lajudie P.D., Antonie M.C.R. Acad. Sci. C272:1971;907.
8. Chu D.T.W. J. Heterocycl. Chem. 27:1990;839.
9. Cecchetti V., Fravolini A., Sabatini S., Tabarrini O., Xin T. Eur. J. Med. Chem. 33:1998;899.
10. Nicolaou K.C., Xiao X.Y., Parandossh Z., Senyei A., Nova M.P. Angew. Chem., Int. Ed. Engl. 34:1995;2289.
11. Waterworkth, P. M. In Laboratory Methods in Antimicrobial Chemotherapy; Garrod, L., Ed.; Churchill Livingston Press: Edinburgh, 1978; pp 31-40.
12. Lesley S.A., Brow M.A.D., Burgess R.R. J. Biol. Chem. 266:1991;2632.
13. Macrocycle 21 was prepared by the reductive amination of the macrocyclic arylamine with the carbaldehyde analogue of ciprofloxicin (Lesher, G. Y.; Gruett, M. D. U.S. Patent 3873554, 1975).
14. The synthesis of similar macrocycles with amino acid-based linkages is described in ref 2.