Synthesis and antibacterial activity of novel water-soluble nocathiacin analogs

Bioorganic and Medicinal Chemistry Letters

Volumn 23, Issue 1, 2013, Pages 366-369

  Xu, Libo ^a   Farthing, Amy K ^a   Dropinski, James F ^a   Meinke, Peter T ^a   McCallum, Christine ^a   Hickey, Emily ^a   Liu, Kun ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

Antibacterial; Nocathiacin; Semi synthetic; Water soluble

Indexed keywords

AMINE; ANTIINFECTIVE AGENT; NOCATHIACIN DERIVATIVE; UNCLASSIFIED DRUG; UREA; VANCOMYCIN; WATER;

ACYLATION; AMINATION; ANIMAL EXPERIMENT; ANTIBACTERIAL ACTIVITY; AQUEOUS SOLUTION; ARTICLE; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; IN VITRO STUDY; IN VIVO STUDY; MINIMUM INHIBITORY CONCENTRATION; MOUSE; NONHUMAN; REDUCTION KINETICS; SOLUBILITY;

ANTI-BACTERIAL AGENTS; ENTEROCOCCUS FAECALIS; MICROBIAL SENSITIVITY TESTS; PEPTIDES; PEPTIDES, CYCLIC; SOLUBILITY; STAPHYLOCOCCUS AUREUS; STREPTOCOCCUS PNEUMONIAE; STRUCTURE-ACTIVITY RELATIONSHIP; THIAZOLES; WATER;

EID: 84870977221     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2012.10.065     Document Type: Article

References (17)

1. W. Li, J.E. Leet, H.A. Ax, D.R. Gustavson, D.M. Brown, L. Turner, K. Brown, J. Clark, H. Yang, J. Fung-Tomc, and K.S. Lam J. Antibiot. 56 2003 226
2. J.E. Leet, W. Li, H.A. Ax, J.A. Matson, S. Huang, R. Huang, J.L. Cantone, D. Drexler, R. Dalterio, and K.S. Lam J. Antibiot. 56 2003 232
3. T. Sasaki, T. Otani, H. Matsumoto, M. Hamada, T. Takeuchi, and M. Hori J. Antibiot. 51 1998 715
4. M.J. Pucci, J.J. Bronson, J.F. Barrett, K.L. DenBleyker, L.F. Discotto, J. Fung-Tomc, and Y. Ueda Antimicrob. Agents Chemother. 48 2004 3697
5. Ueda, Y.; Barrett, J.; DenBleyker, K.; Fung-Tomc, J.; Discotto, L.; Stickle, T.; Kolek, B.; Pucci, M. Abstracts of Papers, 43rd Annual ICAAC Meeting, Chicago, IL, Sept 14-17; American Society for Microbiology: Washington, DC, 2003; F 1842.
6. A. Regueiro-Ren, B.N. Naidu, X. Zheng, T.W. Hudyma, T.P. Connolly, J.D. Matiskella, Y. Zhang, O.K. Kim, M.E. Sorenson, M. Pucci, J. Clark, J.J. Bronson, and Y. Ueda Bioorg. Med. Chem. Lett. 14 2004 171
7. B.N. Naidu, M.E. Sorenson, Y. Zhang, O.K. Kim, J.D. Matiskella, J.A. Wichtowski, T.P. Connolly, W. Li, K.S. Lam, J.J. Bronson, M.J. Pucci, J.M. Clark, and Y. Ueda Bioorg. Med. Chem. Lett. 14 2004 5573
8. B.N. Naidu, W. Li, M.E. Sorenson, T.P. Connolly, J.A. Wichtowski, Y. Zhang, O.K. Kim, J.D. Matiskella, K.S. Lam, J.J. Bronson, and Y. Ueda Tetrahedron Lett. 45 2004 1059
9. B.N. Naidu, M.E. Sorenson, J.D. Matiskella, J.A. Wichtowski, W. Li, J.B. Sauaker, Y. Zhang, T.P. Connolly, K.S. Lam, J.J. Bronson, M.J. Pucci, H. Yang, and Y. Ueda Bioorg. Med. Chem. Lett. 16 2006 3545
10. P. Hrnciar, Y. Ueda, S. Huang, J.E. Leet, and J.J. Bronson J. Org. Chem. 67 2002 8789
11. L. Xu, A.K. Farthing, Y.J. Shi, P.T. Meinke, and K. Liu J. Org. Chem. 72 2007 7447
12. L. Xu, A.K. Farthing, J.F. Dropinski, P.T. Meinke, C. McCallum, P.S. Leavitt, E.J. Hickey, L. Colwell, J. Barret, and K. Liu Bioorg. Med. Chem. Lett. 19 2009 3531
13. A. Regueiro-Ren, and Y. Ueda J. Org. Chem. 67 2002 8699
14. R.C. Larock Comprehensive Organic Transformations 1999 Wiley & Sons New York Chapter 9 and references cited therein
15. M. Freifelder J. Am. Chem. Soc. 82 1960 2386
16. F.A. Bouffard, R.A. Zambias, J.F. Dropinski, M.L. Baloves, G.K. Abruzzo, K.F. Bartizal, J.A. Marrinan, M.B. Kurtz, D.C. McFadden, K.H. Nollstadt, M.A. Powles, and D.M. Schmatz J. Med. Chem. 37 1994 222
17. S. Gowda, and D.C. Gowda Tetrahedron 58 2002 2211