Synthesis and characterization of norfloxacin biomonomer

doi:10.1007/s11705-010-0537-2

Front Chem Sci Eng

2011, Vol. 5

Issue (1) : 55-59 https://doi.org/10.1007/s11705-010-0537-2

RESEARCH ARTICLE

Synthesis and characterization of norfloxacin biomonomer

Shengxiong DONG^1,2,3(

), Qiaoping CHEN¹, Hongfang XIE¹, Jianhua HUANG^1,2,3

1. Department of Chemistry and Environmental Science, Ningde normal University, Ningde 352100, China; 2. College of Chemistry and Chemical Engineering, Fuzhou University, Fuzhou 350108, China; 3. Fujian Provincial Key Laboratory of Polymer Materials, Fuzhou University, Fuzhou 350108, China

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Abstract

A novel drug agent named norfloxacin biomonomer was developed in order to solve the problem of low drug content, uneven drug distribution, low molecular weight, and wide molecular weight distribution of polymer drug, based on polyurethane, which was used as an antibacterial agent to control the bacterial infection associated with biofilm formation on polymeric materials used in biologic environments. In this research, norfloxacin biomonomer was synthesized by esterifying the compound of norfloxacin. High-performance liquid chromatography system was used to analyze the purity of the final product and intermediate products, and Fourier transform infrared spectrometer and mass spectrum were used to verify the final product and intermediate products. The results showed that the objective product was developed successfully. The final product of norfloxacin biomonomer could be incorporated into the polyurethane as chain extender.

Keywords norfloxacin biomonomer synthesis characterization

Corresponding Author(s): DONG Shengxiong,Email:sxdong2004@126.com

Issue Date: 05 March 2011

Cite this article:

Shengxiong DONG,Qiaoping CHEN,Hongfang XIE, et al. Synthesis and characterization of norfloxacin biomonomer[J]. Front Chem Sci Eng, 2011, 5(1): 55-59.

URL:

https://academic.hep.com.cn/fcse/EN/10.1007/s11705-010-0537-2
https://academic.hep.com.cn/fcse/EN/Y2011/V5/I1/55

Fig.1

Fig.2

Fig.3

Fig.4 HPLC result of NF

Fig.5 HPLC result of NF1

Fig.6 HPLC result of NF2

Fig.7 HPLC result of NFB

Fig.8 FTIR spectra of NF, NF1, NF2, NFB

Tab.1 The MS results of NF, NF1, NF2, and NFB

Fig.9 MS spectra of NFB

Fig.10

1	Jansen B, Peters G. Modern strategies in the prevention of polymer-associated infections. Journal of Hospital Infection , 1991, 19(2): 83-88 doi: 10.1016/0195-6701(91)90100-M
2	Shummugaperumal T, Narayanan V, Annick L. The potential of lipid-and polymer-based drug delivery carriers for eradicating biofilm consortia on device-related nosocomial infections. Journal of Controlled Release , 2008, 1: 2-22
3	Robert F P. Infection in ventricular assist devices: the role of biofilm. Cardiovascular Pathology , 2006, 5: 264-270
4	Lakshmi S N, Cato R L. Biodegradable polymers as biomaterials. Progress in Polymer Science , 2007, 8: 762-798
5	Yang M L, Santerre J P. Utilization of quinolone drugs as monomers: characterization of the synthesis reaction products for poly(norfloxacin diisocyanatododecane polycaprolactone). Biomacromolecules , 2001, 2(1): 134-141 doi: 10.1021/bm000087g
6	Connie S K, Wan C X, Sara H, James D B, Thomas A H, Buddy D R. Design of infection-resistant antibiotic-releasing polymers. I. Fabrication and formulation. Journal of Controlled Release , 1999, 3: 289-299
7	Woo G L Y, Mittelman M W, Santerre J P. Synthesis and characterization of a novel biodegradable antimicrobial polymer. Biomaterials , 2000, 21(12): 1235-1246 doi: 10.1016/S0142-9612(00)00003-X
8	Paul S J, Li M U S. Patent, 20050255079Al
9	Jiang X, Li J H, Ding M M, Tan H, Ling Q Y, Zhong Y P, Fu Q. Synthesis and degradation of nontoxic biodegradable waterborne polyurethanes elastomer with poly(?-caprolactone) and poly(ethylene glycol) as soft segment. European Polymer Journal , 2007, 43(5): 1838-1846 doi: 10.1016/j.eurpolymj.2007.02.029
10	Mehkam M, Nasser S S. Preparation of new biodegradable polyurethanes as a therapeutic agent. Polymer Degradation & Stability , 2003, 80(2): 199-202 doi: 10.1016/S0141-3910(02)00388-9

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