Synthesis of core-shell magnetic molecularly imprinted polymers and detection of sildenafil and vardenafil in herbal dietary supplements

Journal of Hazardous Materials

Volumn 191, Issue 1-3, 2011, Pages 177-183

  Ding, Meijuan ^a   Wu, Xiaoli ^a   Yuan, Lihua ^a   Wang, Shu ^a   Li, Yun ^a   Wang, Ruoyu ^a   Wen, Tingting ^a   Du, Shuhu ^a   Zhou, Xuemin ^a  

^a NANJING MEDICAL UNIVERSITY   (China)

Author keywords

Herbal dietary supplements; HPLC UV; Magnetic molecularly imprinted polymers; PDE 5 inhibitors; Sildenafil

Indexed keywords

HERBAL DIETARY SUPPLEMENT; HPLC-UV; MOLECULARLY IMPRINTED POLYMER; PDE-5 INHIBITOR; SILDENAFIL;

ACRYLIC MONOMERS; CARBOXYLIC ACIDS; ETHYLENE; ETHYLENE GLYCOL; EXTRACTION; FOOD ADDITIVES; FOURIER TRANSFORM INFRARED SPECTROSCOPY; FOURIER TRANSFORMS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IRON ORES; NUTRITION; TRANSMISSION ELECTRON MICROSCOPY; VITAMINS; X RAY DIFFRACTION;

FUNCTIONAL POLYMERS;

2 (TRIFLUOROMETHYL)ACRYLIC ACID; ETHYLENE GLYCOL DIMETHACRYLATE; MAGNETIC MOLECULARLY IMPRINTED POLYMER; MAGNETITE; MONOMER; POLYMER; SILDENAFIL; UNCLASSIFIED DRUG; VARDENAFIL;

CLEANUP; DETECTION METHOD; DRUG; EXTRACTION METHOD; FOOD SUPPLEMENTATION; FTIR SPECTROSCOPY; HERB; HETEROGENEITY; INHIBITOR; ISOTHERM; LIQUID CHROMATOGRAPHY; MAGNETITE; MAGNETOMETER; POLYMER; REACTION KINETICS; TRANSMISSION ELECTRON MICROSCOPY; X-RAY DIFFRACTION;

ADSORPTION; ARTICLE; BINDING KINETICS; DESORPTION; DIET SUPPLEMENTATION; HERBAL MEDICINE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INFRARED SPECTROSCOPY; ISOTHERM; MOLECULAR IMPRINTING; SOLID PHASE EXTRACTION; TRANSMISSION ELECTRON MICROSCOPY; ULTRAVIOLET RADIATION; VALIDATION PROCESS; X RAY DIFFRACTION;

ADSORPTION; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DIETARY SUPPLEMENTS; HERBAL MEDICINE; IMIDAZOLES; KINETICS; MAGNETICS; PHOSPHODIESTERASE INHIBITORS; PIPERAZINES; POLYMERS; PURINES; SPECTROPHOTOMETRY, ULTRAVIOLET; SULFONES; TRIAZINES; X-RAY DIFFRACTION;

EID: 79957707173     PISSN: 03043894     EISSN: 18733336     Source Type: Journal    
DOI: 10.1016/j.jhazmat.2011.04.058     Document Type: Article

References (36)

1. Moreland R.B., Goldstein I., Kim N.N., Traish A. Sildenafil citrate, a selective phosphodiesterase type 5 inhibitor: research and clinical implications in erectile dysfunction. Trends Endocrinol. Metab. 1999, 10:97-104.
2. Kuan J, Brock G. Selective phosphodiesterase type 5 inhibition using tadalafil for the treatment of erectile dysfunction. Expert Opin. Invest. Drugs 2002, 11:1605-1613.
3. Liu C.Q., Leung F.P., Lee V.W.Y., Lau C.W., Yao X.Q., Lu L.M., Huang Y. Prevention of nitroglycerin tolerance in vitro by T0156, a selective phosphodiesterase type 5 inhibitor. Eur. J. Pharmacol. 2008, 590:250-254.
4. Al Ameri H., Kloner R.A. Erectile dysfunction and heart failure: the role of phosphodiesterase type 5 inhibitors. Int. J. Impot. Res. 2009, 21:149-157.
5. Singh S., Prasad B., Savaliya A.A., Shah R.P., Gohil V.M., Kaur A. Strategies for characterizing sildenafil, vardenafil, tadalafil and their analogues in herbal dietary supplements, and detecting counterfeit products containing these drugs. Trends Anal. Chem. 2009, 28:13-28.
6. Venhuis B.J., Zomer G., Kaste D.D. Structure elucidation of a novel synthetic thiono analogue of sildenafil detected in an alleged herbal aphrodisiac. J. Pharm. Biomed. Anal. 2008, 46:814-817.
7. Lee H.M., Kim C.S., Jang Y.M., Kwon S.W., Lee B.J. Separation and structural elucidation of a novel analogue of vardenafil included as an adulterant in a dietary supplement by liquid chromatography-electrospray ionization mass spectrometry, infrared spectroscopy and nuclear magnetic resonance spectroscopy. J. Pharm. Biomed. 2011, 54:491-496.
8. Savaliya A.A., Shah R.P., Prasad B., Singh S. Screening of Indian aphrodisiac ayurvedic/herbal healthcare products for adulteration with sildenafil, tadalafil and/or vardenafil using LC/PDA and extracted ion LC-MS/TOF. J. Pharm. Biomed. 2010, 52:406-409.
9. Zhong H., Liang S.M., Zeng W.J., Gao K.W. Determination of sildenafil citrate in health foods by high performance liquid chromatography with solid phase extraction. Mod. Food Sci. Technol. 2010, 26:206-208.
10. Nagaraju V., Sreenath D., Rao J.T., Rao R.N. Separation and determination of synthetic impurities of sildenafil (Viagra) by reversed-phase high-performance liquid chromatography. Anal. Sci. 2003, 19:1007-1011.
11. Cho J.Y., Lim H.S., Yu K.S., Shim H.J., Jang I.J., Shin S.G. Sensitive liquid chromatography assay with ultraviolet detection for a new phosphodiesterase V inhibitor, DA-8159, in human plasma and urine. J. Chromatogr. B 2003, 795:179-186.
12. Cooper J.D.H., Muirhead D.C., Taylor J.E., Baker P.R. Development of an assay for the simultaneous determination of sildenafil (Viagra) and its metabolite (UK-103, 320) using automated sequential trace enrichment of dialysates and high-performance liquid chromatography. J. Chromatogr. B 1997, 701:87-95.
13. Mikami E., Ohno T., Matsumoto H. Simultaneous identification/determination system for phentolamine and sildenafil as adulterants in soft drinks advertising roborant nutrition. Forensic Sci. Int. 2002, 130:140-146.
14. Sheu M.T., Wu A.B., Yeh G.C., Hsia A., Ho H.O. Development of a liquid chromatographic method for bioanalytical applications with sildenafil. J. Chromatogr. B 2003, 791:255-262.
15. Dinesh N.D., Vishukumar B.K., Nagaraja P., Gowda N.M.M., Rangappa K.S. Stability indicating RP-LC determination of sildenafil citrate (Viagra) in pure form and in pharmaceutical samples. J. Pharm. Biomed. Anal. 2002, 29:743-748.
16. Flores J.R., Nevado J.J.B., Peñalvo G.C., Diez N.M. Development of a micellar electrokinetic capillary chromatography method for the determination of three drugs employed in the erectile dysfunction therapy. J. Chromatogr. B 2004, 811:231-236.
17. Kesting J.R., Huang J.Q., Sørensen D. Identification of adulterants in a Chinese herbal medicine by LC-HRMS and LC-MS-SPE/NMR and comparative in vivo study with standards in a hypertensive rat model. J. Pharm. Biomed. 2010, 51:705-711.
18. Luo X.B., Zhan Y.C., Tu X.M., Huang Y.N., Luo S.L., Yan L.S. Novel molecularly imprinted polymer using 1-(α-methylacrylate)-3-methylimidazolium bromide as functional monomer for simultaneous extraction and determination of water-soluble acid dyes in wastewater and soft drink by solid phase extraction and high performance liquid chromatography. J. Chromatogr. A 2011, 1218:1115-1121.
19. Wang S., Li Y., Wu X.L., Ding M.J., Yuan L.H., Wang R.Y., Wen T.T., Zhang J., Chen L.N., Zhou X.M., Li F. Construction of uniformly sized pseudo template imprinted polymers coupled with HPLC-UV for the selective extraction and determination of trace estrogens in chicken tissue samples. J. Hazard. Mater. 2011, 186:1513-1519.
20. Ma J., Yuan L.H., Ding M.J., Wang S., Ren F., Zhang J., Du S.H., Li F., Zhou X.M. The study of core-shell molecularly imprinted polymers of 17β-estradiol on the surface of silica nanoparticles. Biosens. Bioelectron. 2011, 26:2791-2795.
21. Matsunaga T., Takahashi M., Yoshino T., Kuhara M., Takeyama H. Magnetic separation of CD14+ cells using antibody binding with protein A expressed on bacterial magnetic particles for generating dendritic cells. Biochem. Biophys. Res. Commun. 2006, 350:1019-1025.
22. Kiralp S., Topcu A., Bayramoĝlu G., Ari{dotless}ca M.Y., Toppare L. Alcohol determination via covalent enzyme immobilization on magnetic beads. Sens. Actuators B-Chem. 2008, 128:521-528.
23. Becker J.S., Thomas O.R.T., Franzreb M. Protein separation with magnetic adsorbents in micellar aqueous two-phase systems. Sep. Purif. Technol. 2009, 65:46-53.
24. Arteaga K.A., Rodriguez J.A., Miranda J.M., Medina J., Barrado E. Determination of non-steroidal anti-inflammatory drugs in wastewaters by magnetic matrix solid phase dispersion-HPLC. Talanta 2010, 80:1152-1157.
25. Zhang Y., Liu R.J., Hu Y.L., Li G.K. Microwave heating in preparation of magnetic molecularly imprinted polymer beads for trace triazines analysis in complicated samples. Anal. Chem. 2009, 81:967-976.
26. Li L., He X.W., Chen L.X., Zhang Y.K. Preparation of core-shell magnetic molecularly imprinted polymer nanoparticles for recognition of bovine hemoglobin. Chem. Asian J. 2009, 4:286-293.
27. Morel A.L., Nikitenko S.I., Gionnet K., Wattiaux A., Him J.L.K., Labrugere C., Chevalier B., Deleris G., Petibois C., Brisson A., Simonoff M. Sonochemical approach to the synthesis of Fe3O4@SiO2 core-shell nanoparticles with tunable properties. ACS Nano 2008, 2:847-856.
28. Chen L.G., Zhang X.P., Xu Y., Du X.B., Sun X., Sun L., Wang H., Zhao Q. Determination of fluoroquinolone antibiotics in environmental water samples based on magnetic molecularly imprinted polymer extraction followed by liquid chromatography-tandem mass spectrometry. Anal. Chim. Acta 2010, 662:31-38.
29. Wang X., Wang L.Y., He X.W., Zhang Y.K., Chen L.X. A molecularly imprinted polymer-coated nanocomposite of magnetic nanoparticles for estrone recognition. Talanta 2009, 78:327-332.
30. Hu Y.L., Liu R.J., Zhang Y., Li G.K. Improvement of extraction capability of magnetic molecularly imprinted polymer beads in aqueous media via dual-phase solvent system. Talanta 2009, 79:576-582.
31. Chen L.G., Liu J., Zeng Q.L., Wang H., Yu A.M., Zhang H.Q., Ding L. Preparation of magnetic molecularly imprinted polymer for the separation of tetracycline antibiotics from egg and tissue samples. J. Chromatogr. A 2009, 1216:3710-3719.
32. Li Y., Li X., Chu J., Dong C.K., Qi J.Y., Yuan Y.X. Synthesis of core-shell magnetic molecular imprinted polymer by the surface RAFT polymerization for the fast and selective removal of endocrine disrupting chemicals from aqueous solutions. Environ. Pollut. 2010, 158:2317-2323.
33. Garcói{dotless}a-Calzóon J.A., Dói{dotless}az-Garcói{dotless}a M.E. Characterization of binding sites in molecularly imprinted polymers. Sens. Actuators B-Chem. 2007, 123:1180-1194.
34. Luo X.B., Zhan Y.C., Huang Y.N., Yang L.X., Tu X.M., Luo S.L. Removal of water-soluble acid dyes from water environment using a novel magnetic molecularly imprinted polymer. J. Hazard. Mater. 2011, 187:274-282.
35. Medina-Castillo A.L., Mistlberger G., Fernandez-Sanchez J.F., Segura-Carretero A., Klimant I., Fernandez-Gutierrez A. Novel strategy to design magnetic, molecular imprinted polymers with well-controlled structure for the application in optical sensors. Macromolecules 2010, 43:55-61.
36. Corton E, Garci{dotless}óa-Calzoón J.A., Di{dotless}óaz-Garci{dotless}ó M.E. Kinetics and binding properties of cloramphenicol imprinted polymers. J. Non-Cryst. Solids 2007, 353:974-980.