Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2010 Feb 5;15(2):842-56.
doi: 10.3390/molecules15020842.

Seeking polymeric prodrugs of norfloxacin. Part 2. Synthesis and structural analysis of polyurethane conjugates

Marcin Sobczak  1 , Katarzyna Nurzyńska, Waclaw Kolodziejski
Affiliations

Seeking polymeric prodrugs of norfloxacin. Part 2. Synthesis and structural analysis of polyurethane conjugates

Marcin Sobczak et al. Molecules. .

Abstract

Oligo(epsilon-caprolactone) and oligolactide were synthesized via ring-opening polymerization of cyclic esters in the presence of creatinine as initiators. Thus obtained oligomers were successfully used in the synthesis of novel polyurethane conjugates of norfloxacin. The structures of the polymers and conjugates were elucidated by means of MALDI-TOF MS, NMR and IR studies.

PubMed Disclaimer

Figures

Scheme 1
Scheme 1
The synthesis scheme of oligoesters.
Figure 1
Figure 1
The MALDI TOF spectrum of the product of the CL polymerization in the presence of CE (Table 1, run no. 3).
Figure 2
Figure 2
The MALDI TOF spectrum of the product of L-LA polymerization in the presence of CE (Table 1, run no. 9).
Scheme 2
Scheme 2
The synthesis scheme of polyurethane conjugates (two-step process).
Figure 3
Figure 3
The 1H-NMR spectrum of the conjugate: NOR-PUR (PCL-HDI) (in DMSO-d6) (Table 2, Run no. 11).
Figure 4
Figure 4
The HPLC chromatogram and UV spectrum of norfloxacin released from polyurethane conjugates (Table 3, Run no. 3, degradation in phosphate buffer, after 21 days).
See this image and copyright information in PMC

References

    1. Jagur-Grodzinski J. Biomedical application of functional polymers. React. Funct. Polym. 1999;39:99–138. doi: 10.1016/S1381-5148(98)00054-6. - DOI
    1. Uhrich K.E., Cannizzaro S.M., Langer R.S., Shakesheff K.M. Polymeric systems for controlled drug release. Chem. Rev. 1999;99:3181–3198. doi: 10.1021/cr940351u. - DOI - PubMed
    1. Veronese F.M., Morpurgo M. Bioconjugation in pharmaceutical chemistry. Farmaco. 1999;54:497–516. doi: 10.1016/S0014-827X(99)00066-X. - DOI - PubMed
    1. Hoste K., De Winne K., Schacht. Polymeric prodrugs. Int. J. Pharm. 2004;277:119–131. doi: 10.1016/j.ijpharm.2003.07.016. - DOI - PubMed
    1. Ouchi T., Ohya Y. Macromolecular prodrugs. Prog. Polym. Sci. 1995;20:211–257. doi: 10.1016/0079-6700(94)00031-V. - DOI

Publication types

MeSH terms

LinkOut - more resources