Synthesis of a New Water-Soluble Conjugated Polymers Containing Thiazoline Moiety for Antibacterial Activity Bioassay

Abstract:

The water-soluble cationic polyfluorene derivatives PFP-N(Me)3+I- and PFP-T containing the thiazoline cycle on side chain was designed and synthesized. The preliminary bioassay was carried out for the thiazolines and polymers at different concentrations. The antibacterial activity of the polymers and thiazolines were determined with E.coli by growth inhibition assays. The results demonstrate that the polymer containing thiazoline cycle (PFP-T) has a higher inhibition ratio against E.coli than the thiazoline compound itself and the corresponding thiazoline quaternary ammonium.

• Periodical: Advanced Materials Research (Volumes 690-693)
• Pages: 1594-1598
• DOI: https://doi.org/10.4028/www.scientific.net/AMR.690-693.1594
• Online since: May 2013
• Authors: Ji Ping Liu, Yan Hua Wu, Lei Liu, Yu Mei Xiao, Xiao Dong Ma, Bin Fu
• Keywords: Antibacterial Activity, Polyfluorene, Thiazoline

References

[1] K. Pool, J. Pharm. Pharmacol. 2001, 53, 283.

[2] H.Zhang, D.Wang, R. Butler, N. Campbel, J. Long, B. Tan, D. J. Duncalf, A.J. Foster, A.Hopkinson, D.Taylor, D.Angus, A. I. Cooper, S. P. Rannard, Nat. Nanotechnol. 2008, 3, 506.

DOI: 10.1038/nnano.2008.188

[3] A. Panáček, L. Kvitek, R. Prucek, M. Kolář , M. Večeřová, N. Pizűrová, V.K. Sharma, T. Nevěčná, R. Zbořiİ, J. Phys. Chem. B 2006, 110, 16248.

DOI: 10.1021/jp063826h

[4] N. Narband, M. Mubarak, D. Ready, I. P. Parkin, S.P. Nair, M.A. Green, A. Beeby, M.Wilson, Nanotechnology 2008, 19, 445102.

DOI: 10.1088/0957-4484/19/44/445102

[5] S. Kang, M. Pinault, L. D. Pfefferle, M. Elimelech, Langmuir 2007, 23, 8670.

[6] C. Parsons, C. P. McCoy, S. P. Gorman, D. S. Jones, S. E. J. Bell, C. Brady, S. M. Mc Glinchey, Biomaterials 2009, 30, 597.

[7] T. Thorsteinsson, M. Masson, K.G. Kristinsson, M. A. Hjàlmarsdóttir, H. Hilmarsson, T. Loftsson, J. Med. Chem. 2003, 46, 4173.

[8] J. Huang; H. Murata; R.R. Koepsel; A. J.Russell; K. Matyjaszewski, Biomacromolecules 2007, 8, 1396.

[9] G. J.Gabriel, J.G. Pool; A. Som, J.M. Dabkowski, E.B. Coughlin; M. Muthukumar; G.N. Tew, Langmuir 2008, 24,12489.

DOI: 10.1021/la802232p

[10] (a) R.Jansen, B. Kunze, H. Reichenbach, E. Jurkiewicz, G. Hunsmann, G. Höfle, Liebigs Ann. Chem. 1992, 357; (b) R. Jansen, D. Schomburg, G. Höfle, Liebigs Ann. Chem. 1993; 701.

DOI: 10.1002/jlac.199219920163

[11] (a) J. D. White, T.S. Kim, M. Nambu, J. Am. Chem. Soc. 1995; 117: 5612; (b) P. Wipf, J.T. Reeves, R. Balachandran, B. W..Day, J. Med. Chem. 2002; 45: 1901.

[12] G. Pattenden, J. P. Michael, Angew. Chem. Int. Ed. Engl. 1993; 32: 1.

[13] (a) R.Caujolle, J. D.Favrot, P. R.Loiseau, M. Payard, H. Amarouch, H. Lazrek, M. D. Linas, J. P. Seguela, P. M. Loiseau, Pharm. Acta. Helv.1991; 66: 237; (b) B. George, E.P. Papadopoulos, J. Org. Chem. 1977; 42: 441.

DOI: 10.1002/chin.199222157

[14] (a) G. MacLeod, J. Ames, J. Food Sci. 1987; 52: 42; (b) A. Adams, N. De Kimpe Chem. Rev. 2006; 106: 2299.

[15] X.H. Lu, Q.Q. Qi, Y. M. Xiao, N, Li, B. Fu, Heterocycles 2009; 78, 1031.

[16] M. Stork, B. S.Gaylord, A. J. Heeger, G. C. Bazan, Adv. Mater. 2002, 14, 361

[17] R. S. Loewe, K. Y. Tomizaki, W. J. Youngblood, J. S.Lindsey J Mater Chem.2002;12:3438.

[18] R. Molina, M.Ramos, F. Montilla, C. R. Mateo, R. Mallavia, Macromolecules, 2007, 40, 3042.