Spectroscopic, semi-empirical and antimicrobial studies of a new amide of monensin A with 4-aminobenzo-15-crown-5 and its complexes with Na+ cation at 1:1 and 1:2 ratios

Tetrahedron

Volumn 67, Issue 7, 2011, Pages 1468-1478

  Łowicki, Daniel ^a   Huczyński, Adam ^a   Stefańska, Joanna ^b   Brzezinski, Bogumil ^a  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

^b MEDICAL UNIVERSITY OF WARSAW   (Poland)

Author keywords

Antimicrobial properties; Crown ether; Ionophores; Monensin A amide; Spectroscopy

Indexed keywords

MONENSIN DERIVATIVE;

ANTIBACTERIAL ACTIVITY; ARTICLE; COMPLEX FORMATION; DRUG STRUCTURE; DRUG SYNTHESIS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; HYDROGEN BOND; MASS SPECTROMETRY; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; STOICHIOMETRY; YEAST;

POSIBACTERIA;

EID: 78951488445     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.12.033     Document Type: Article

References (35)

1. A. Agtarap, J.W. Chamberlin, M. Pinkerton, and I. Steinrauf J. Am. Chem. Soc. 89 1967 5737 5739
2. M.E. Honey, and M.M. Hoehn Antimicrob. Agents Chemother. 7 1967 349 352
3. S.A. McEwen, and P.J. Fedorka-Cray Clin. Infect. Dis. 34 2002 S93 S106
4. R.F. Shumard, and M.E. Callender Antimicrob. Agents Chemother. 7 1967 369 377
5. P. Butaye, L.A. Devriese, and F. Haesebrouck Clin. Microbiol. Rev. 16 2003 175 188
6. M.K. Song, and S.H. Choi Asian-Australas. J. Anim. Sci. 14 2001 123 135
7. M.S.V. Salles, and C. De Sousa Lucci Rev. Bras. Zootec. 29 2000 573 581
8. D. Droumev Vet. Res. Commun. 7 1983 85 99
9. B.S. Prabhananda, and M.H. Kombrabail Biochim. Biophys. Acta, Biomembr. 1106 1992 171 177
10. K. Nakazato, and Y. Hatano Biochim. Biophys. Acta 1064 1991 103 110
11. H.H. Mollenhauer, D.J. Morre, and L.D. Rowe Biochim. Biophys. Acta 1031 1990 225 246
12. C.J. Pedersen J. Am. Chem. Soc. 89 1967 7017 7036
13. C.J. Pedersen Angew. Chem., Int. Ed. Engl. 27 1988 1021 1027
14. J.W. Steed Coord. Chem. Rev. 215 2001 171 221
15. D. Łowicki, A. Huczyński, J. Stefańska, and B. Brzezinski Eur. J. Med. Chem. 45 2010 4050 4057
16. D. Łowicki, A. Huczyński, J. Stefańska, and B. Brzezinski Tetrahedron 65 2009 7730 7740
17. D. Łowicki, A. Huczyński, M. Ratajczak-Sitarz, A. Katrusiak, J. Stefańska, B. Brzezinski, and F. Bartl J. Mol. Struct. 923 2009 53 59
18. B.G. Cox, and N. Van Truong J. Chem. Soc., Faraday Trans. 1 80 1984 3275 3284
19. A. Huczyński, M. Ratajczak-Sitarz, A. Katrusiak, and B. Brzezinski J. Mol. Struct. 832 2007 84 89
20. H.-J. Buschmann, R.-C. Mutihac, and E. Schollmeyer J. Solution Chem. 38 2009 209 217
21. E. Weber Ullmann's Encyclopaedia of Industrial Chemistry: Crown Ethers 2007 Wiley-VCH Weinheim
22. A. Huczyński, P. Przybylski, and B. Brzezinski Tetrahedron 63 2007 8831 8839
23. A. Huczyński, P. Przybylski, B. Brzezinski, and F. Bartl Biopolymers 81 2006 282 294
24. B.C. Pressmn Annu. Rev. Biochem. 45 1976 501 530
25. R. Sandeaux, J. Sandeaux, C. Gavach, and B. Brun Biochim. Biophys. Acta 684 1982 127 132
26. F.G. Riddell Chilarity 14 2002 121 125
27. N. Ben-Tal, D. Sitkoff, S. Bransburg-Zabary, E. Nachliel, and M. Gutman Biochim. Biophys. Acta, Biomembr. 1466 2000 221 233
28. M. Inabayashi, S. Miyauchi, N. Kamo, and T. Jin Biochemistry 34 1995 3455 3460
29. H. Tsukube, K. Takagi, T. Higashiyama, T. Iwachido, and N. Hayama J. Chem. Soc., Chem. Commun. 1986 448 449
30. G.B. Rocha, R.O. Freire, A.M. Simas, and J.J.P. Stewart J. Comput. Chem. 27 2006 1101 1111
31. J.J.P. Stewart Method J. Comput. Chem. 12 1991 320 341
32. J.J.P. Stewart J. Comput. -Aided Mater. Des. 4 1990 1 103
33. CAChe 5.04 UserGuide 2003 Fujitsu Beaverton, OR, USA
34. Clinical and Laboratory Standards Institute Performance Standards for Antimicrobial Disc Susceptibility Tests; Approved Standard M2-A9 2006 Clinical and Laboratory Standards Institute Wayne, Pa, USA
35. Clinical and Laboratory Standards Institute Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically; Approved Standard M7-A7 2006 Clinical and Laboratory Standards Institute Wayne, PA, USA