Theoretical and Experimental Studies of the Controlled Release of Tetracycline Incorporated into Bioactive Glasses
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Abstract
Several authors have studied the release profile of drugs incorporated in different devices. However, to the best of our knowledge, although many studies have been done on the release of tetracycline, in these release devices, no study has investigated if the released compound is actually the tetracycline, or, instead, a degraded product. This approach is exploited here. In this work, we analyse the influence of two drying methods on the tetracycline delivery behaviour of synthesised glasses using the sol-gel process. We compare the drying methods results using both theoretical models and practical essays, and analyse the chemical characteristic of the released product in order to verify if it remains tetracycline. Samples were freeze-dried or dried in an oven at 37°C and characterised by several methods such as Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), thermogravimetric analysis (TG), differential thermogravimetric analysis (DTG), differential thermal analyses (DTA) and gas adsorption analysis (BET). The released concentration of tetracycline hydrochloride was studied as a function of time, and it was measured by ultraviolet spectrophotometry in the tetracycline wavelength. The drug delivery profiles were reasonably consistent with a diffusion model analysis. In addition, we observed higher release rates for the freeze-dried compared to those dried in an oven at 37°C. This higher release can be attributed to larger pore size for the freeze-dried sample systems with tetracycline, which promoted more water penetration, improving the drug diffusion. The analysis of the solution obtained in the release tests using high-performance liquid chromatography- mass spectrometry (HPLC-MS) confirmed that tetracycline was being released.
KEY WORDS
release drug drying diffusion model glass tetracyclineNotes
Acknowledgements
This work was supported by CNPq and FAPEMIG (including grant # APQ-00651-11), Brazil.
References
- 1.Soundrapandian C, Sa B, Datta S. Organic–inorganic composites for bone drug delivery. AAPS PharmSciTech. 2009;10(4):1158–71. https://doi.org/10.1208/s12249-009-9308-0.CrossRefPubMedPubMedCentralGoogle Scholar
- 2.Andrade AL, Manzi D, Domingues RZ. Tetracycline and propolis incorporation and release by bioactive glassy compounds. J Non-Cryst Solids. 2006;352(32-35):3502–7. https://doi.org/10.1016/j.jnoncrysol.2006.03.083.CrossRefGoogle Scholar
- 3.Andrade AL, Souza DM, Vasconcellos WA, Ferreira RV, Domingues RZ. Tetracycline and/or hydrocortisone incorporation and release by bioactive glasses compounds. J Non-Cryst Solids. 2009;355(13):811–6. https://doi.org/10.1016/j.jnoncrysol.2009.01.015.CrossRefGoogle Scholar
- 4.Wong TW, Colombo G, Sonvico F. Pectin matrix as oral drug delivery vehicle for colon cancer treatment. AAPS PharmSciTech. 2011;12(1):201–14. https://doi.org/10.1208/s12249-010-9564-z.CrossRefPubMedGoogle Scholar
- 5.Carvalho JP, Santos AS, Sa AS, Teixeira CS, Nogueira MS. Estabilidade de medicamentos no âmbito farmacológico. Rev Farm Med. 2005;34:22–7.Google Scholar
- 6.Frenning G, Tunon A, Alderborn G. Modelling of drug release from coated granular pellets. J Control Release. 2003;92(1-2):113–23. https://doi.org/10.1016/S0168-3659(03)00300-6.CrossRefPubMedGoogle Scholar
- 7.Arifin DY, Lee LY, Wang CH. Mathematical modeling and simulation of drug release from microspheres: implications to drug delivery systems. Adv Drug Deliv Rev. 2006;58(12-13):1274–325. https://doi.org/10.1016/j.addr.2006.09.007.CrossRefPubMedGoogle Scholar
- 8.Siepmann J, Karrout Y, Gehrke M, Penz FK, Siepmann F. Predicting drug release from HPMC/lactose tablets. Int J Pharm. 2013;441(1-2):826–34. https://doi.org/10.1016/j.ijpharm.2012.12.009.CrossRefPubMedGoogle Scholar
- 9.Juncu G, Stoica-Guzun A, Stroescu M, Isopencu G, Jinga SI. Drug release kinetics from carboxymethylcellulose-bacterial cellulose composite films. Int J Pharm. 2016;510(2):485–92. https://doi.org/10.1016/j.ijpharm.2015.11.053.CrossRefPubMedGoogle Scholar
- 10.Narasimhan B, Langer R. Zero-order release of micro- and macromolecules from polymeric devices: the role of the burst effect. J Control Release. 1997;47(1):13–20. https://doi.org/10.1016/S0168-3659(96)01611-2.CrossRefGoogle Scholar
- 11.Burgos AE, Belchior JC, Sinisterra RD. Controlled release of rhodium (II) carboxylates and their association complexes with cyclodextrins from hydroxyapatite matrix. Biomaterials. 2002;23(12):2519–26. https://doi.org/10.1016/S0142-9612(01)00386-6.CrossRefPubMedGoogle Scholar
- 12.Reis MAA, Sinisterra RD, Belchior JC. An alternative approach based on artificial neural networks to study controlled drug release. J Pharm Sci. 2004;93(2):418–30. https://doi.org/10.1002/jps.10569.CrossRefPubMedGoogle Scholar
- 13.Kokubo T, Kushitani H, Sakka S, Kitsugi T, Yamamuro T. Solutions able to reproduce in vivo surface-structure changes in bioactive glass-ceramic A–W3. J Biomed Mater Res. 1990;24(6):721–34. https://doi.org/10.1002/jbm.820240607. CrossRefPubMedGoogle Scholar
- 14.Blanchflower WJ, McCracken RJ, Haggan AS, Kennedy DG. Confirmatory assay for the determination of tetracycline, oxytetracycline, chlortetracycline and its isomers in muscle and kidney using liquid chromatography mass spectrometry. J Chromatogr B. 1997;692(2):351–60. https://doi.org/10.1016/S0378-4347(96)00524-5.CrossRefGoogle Scholar
- 15.Vartanian VH, Goolsby B, Brodbelt JS. Identification of tetracycline antibiotics by electrospray ionization in a quadrupole ion trap. J Am Soc Mass Spectrom. 1998;9(10):1089–98. https://doi.org/10.1016/S1044-0305(98)00078-6.CrossRefGoogle Scholar
- 16.Lambs L, Decocklereverend B, Kozlowski H, Berthon G. Metal ion-tetracycline interactions in biological-fluids. 9. Circular-dichroism spectra of calcium and magnesium complexes with tetracycline, oxytetracycline, doxycycline, and chlortetracycline and discussion of their binding modes. Inorg Chem. 1988;27(17):3001–12. https://doi.org/10.1021/ic00290a022.CrossRefGoogle Scholar
- 17.Desiqueira JM, Carvalho S, Paniago EB, Tosi L, Beraldo H. Metal-complexes of anhydrotetracycline. 1. A spectrometric study of the Cu(II) and Ni(II) complexes. J Pharm Sci. 1994;83:291–5. https://doi.org/10.1002/jps.2600830306. CrossRefGoogle Scholar
- 18.Machado FC, Demicheli C, Garnier-Suillerot A, Beraldo H. Metal-complexes of anhydrotetracycline. 2. Absorption and circular-dichroism study of Mg(II), Al(III), and Fe(III) complexes Possible influence of the Mg(II) complex on the toxic side-effects of tetracycline. J Inorg Biochem. 1995;60(3):163–73. https://doi.org/10.1016/0162-0134(95)00017-I.CrossRefPubMedGoogle Scholar
- 19.Matos SVDM, Beraldo H. Metal-complexes of anhydrotetracycline. 3. An absorption and circular-dichroism study of the Ni(II), Cu(II) and Zn(II) complexes in aqueous-solution. J Braz Chem Soc. 1995;6(4):405–11. https://doi.org/10.5935/0103-5053.19950069. CrossRefGoogle Scholar
- 20.Mennucci B, Tomasi J, Cammi R, Cheeseman JR, Frisch MJ, Devlin FJ, et al. Polarizable continuum model (PCM) calculations of solvent effects on optical rotations of chiral molecules. J Phys Chem A. 2002;106(25):6102–13. https://doi.org/10.1021/jp020124t.CrossRefGoogle Scholar
- 21.Becke AD. Density-functional exchange-energy approximation with correct asymptotic-behavior. Phys Rev A. 1988;38(6):3098–100. https://doi.org/10.1103/PhysRevA.38.3098.CrossRefGoogle Scholar
- 22.Becke AD. Density-functional thermochemistry. 3. The role of exact exchange. J Chem Phys. 1993;98(7):5648–52. https://doi.org/10.1063/1.464913.CrossRefGoogle Scholar
- 23.Lee C, Yang W, Parr RG. Development of the colle-salvetti correlation-energy formula into a functional of the electron-density. Phys Rev B. 1988;37(2):785–9. https://doi.org/10.1103/PhysRevB.37.785.CrossRefGoogle Scholar
- 24.Godbout N, Salahub DR, Andzelm J, Wimmer E. Optimization of gaussian-type basis-sets for local spin-density functional calculations. 1. Boron through neon, optimization technique and validation. Can J Chem. 1992;70(2):560–71. https://doi.org/10.1139/v92-079.CrossRefGoogle Scholar
- 25.Langer RS, Wise DL. Medical applications of controlled release, vol. I. Boca Raton: CRC-Press; 1984. p. 42–65.Google Scholar
- 26.Marquardt DW. An algorithm for least-squares estimation of nonlinear parameters. J Soc Ind Appl Math. 1963;11(2):431–41. https://doi.org/10.1137/0111030.CrossRefGoogle Scholar
- 27.Wlosnewski JC, Kumpugdee-Vollrath M, Sriamornsak P. Effect of drying technique and disintegrant on physical properties and drug release behavior of microcrystalline cellulose-based pellets prepared by extrusion/spheronisation. Chem Eng Res Des. 2010;88(1):100–8. https://doi.org/10.1016/j.cherd.2009.07.001.CrossRefGoogle Scholar
- 28.Gomez-Carracedo A, Souto C, Martinez-Pacheco R, Concheiro A, Gomez-Amoza JL. Microstructural and drug release properties of oven-dried and of slowly or fast frozen freeze-dried MCC-Carbopol® pellets. Eur J Pharm Biopharm. 2007;67(1):236–45. https://doi.org/10.1016/j.ejpb.2007.01.006. CrossRefPubMedGoogle Scholar
- 29.Song B, Rough SL, Wilson DI. Effects of drying technique on extrusion–spheronisation granules and tablet properties. Int J Pharm. 2007;332(1-2):38–44. https://doi.org/10.1016/j.ijpharm.2006.09.050.CrossRefPubMedGoogle Scholar
- 30.Jalvandi J, White M, Truong YB, Gao Y, Padhye R, Kyratzis IL. Release and antimicrobial activity of levofloxacin from composite mats of poly(ɛ-caprolactone) and mesoporous silica nanoparticles fabricated by core–shell electrospinning. J Mater Sci. 2015;50(24):7967–74. https://doi.org/10.1007/s10853-015-9361-x.CrossRefGoogle Scholar
- 31.Tan JM, Karthivashan G, Abd Gaani S, Fakurazi S, Hussein MZ. In vitro drug release characteristic and cytotoxic activity of silibinin-loaded single walled carbon nanotubes functionalized with biocompatible polymers. Chem Cent J. 2016;10(1):81. https://doi.org/10.1186/s13065-016-0228-2.CrossRefPubMedPubMedCentralGoogle Scholar
- 32.Bertoluzza A, Fagnano C, Morelli MA, Gottardi V, Guglielmi M. Raman and infrared-spectra on silica-gel evolving toward glass. J Non-Cryst Solids. 1982;48(1):117–28. https://doi.org/10.1016/0022-3093(82)90250-2.CrossRefGoogle Scholar
- 33.Matos MC, Ilharco LM, Almeida RM. The evolution of TEOS to silica-gel and glass by vibrational spectroscopy. J Non-Cryst Solids. 1992;147:232–7. https://doi.org/10.1016/S0022-3093(05)80622-2.CrossRefGoogle Scholar
- 34.Chu PY, Clark DE. Infrared-spectroscopy of silica sols—effects of water concentration, catalyst, and aging. Spectrosc Lett. 1992;25(2):201–20. https://doi.org/10.1080/00387019208020687.CrossRefGoogle Scholar
- 35.Yoshino H, Kamiya K, Nasu H. IR study on the structural evolution of sol-gel derived SiO2 gels in the early stage of conversion to glasses. J Non-Cryst Solids. 1990;126(1-2):68–78. https://doi.org/10.1016/0022-3093(90)91024-L.CrossRefGoogle Scholar
- 36.Huang X, Brazel CS. On the importance and mechanisms of burst release in matrix-controlled drug delivery systems. J Control Release. 2001;73(2-3):121–36. https://doi.org/10.1016/S0168-3659(01)00248-6.CrossRefPubMedGoogle Scholar
- 37.Batycky RP, Hanes J, Langer R, Edwards DA. A theoretical model of erosion and macromolecular drug release from biodegrading microspheres. J Pharm Sci. 1997;86(12):1464–77. https://doi.org/10.1021/js9604117.CrossRefPubMedGoogle Scholar
- 38.Brazel CS, Peppas NA. Recent studies and molecular analysis of drug release from swelling-controlled devices. STP Pharm Sci. 1999;9:473–85.Google Scholar
- 39.Brazel CS, Peppas NA. Mechanisms of solute and drug transport in relaxing, swellable, hydrophilic glassy polymers. Polymer. 1999;40(12):3383–98. https://doi.org/10.1016/S0032-3861(98)00546-1.CrossRefGoogle Scholar
- 40.Bataille B, Ligarski K, Jacob M, Thomas C, Duru C. Study of the influence of spheronisation and drying conditions on the physicomechanical properties of neutral spheroids containing Avicel PH-101 and lactose. Drug Dev Ind Pharm. 1993;19(6):653–71. https://doi.org/10.3109/03639049309062973.CrossRefGoogle Scholar
- 41.Cosijns A, Vervaet C, Luyten J, Mullens S, Siepmann F, Van Hoorebeke L, et al. Porous hydroxyapatite tablets as carriers for low-dosed drugs. Eur J Pharm Biopharm. 2007;67(2):498–506. https://doi.org/10.1016/j.ejpb.2007.02.018.CrossRefPubMedGoogle Scholar
- 42.Narasimhan B, Peppas NA. Molecular analysis of drug delivery systems controlled by dissolution of the polymer carrier. J Pharm Sci. 1997;86(3):297–304. https://doi.org/10.1021/js960372z.CrossRefPubMedGoogle Scholar
- 43.Patil P, Paradkar A. Porous polystyrene beads as carriers for self-emulsifying system containing loratadine. AAPS PharmSciTech. 2006;7(1):E199–205. https://doi.org/10.1208/pt070128.CrossRefPubMedPubMedCentralGoogle Scholar
- 44.Sing KSW, Everett DH, Haul RAW, Moscou L, Pierotti RA, Rouquerol J, et al. Reporting physisorption data for gas solid systems with special reference to the determination of surface-area and porosity (recommendations 1984). Pure Appl Chem. 1985;57:603–19. https://doi.org/10.1351/pac198254112201. CrossRefGoogle Scholar
- 45.Ma J, Chen CZ, Wang DG, Hu JH. Synthesis, Characterization and in vitro bioactivity of magnesium-doped sol-gel glass and glass-ceramics. Ceram Int. 2011;37(5):1637–44. https://doi.org/10.1002/ceat.200900495. CrossRefGoogle Scholar
- 46.Bryan PD, Hawkins KR, Stewart JT, Capomacchia AC. Analysis of chlortetracycline by high-performance liquid-chromatography with postcolumn alkaline-induced fluorescence detection. Biomed Chromatogr. 1992;6(6):305–10. https://doi.org/10.1002/bmc.1130060612.CrossRefPubMedGoogle Scholar
- 47.Naidong W, Roets E, Busson R, Hoogmartens J. Separation of keto—enol tautomers of chlortetracycline and 4-epichlortetracycline by liquid chromatography on poly(styrene—divinylbenzene)copolymer. J Pharm Biomed Anal. 1990;8(8-12):881–9. https://doi.org/10.1016/0731-7085(90)80137-E.CrossRefGoogle Scholar
- 48.Mohammed-Ali MAJ. Stability study of tetracycline drug in acidic and alkaline solutions by colorimetric method. J Chem Pharm Res. 2012;4:1319–26.Google Scholar
- 49.Lindsey ME, Meyer M, Thurman EM. Analysis of trace levels of sulfonamide and tetracycline antimicrobials in groundwater and surface water using solid-phase extraction and liquid chromatography/mass spectrometry. Anal Chem. 2001;73(19):4640–6. https://doi.org/10.1021/ac010514w.CrossRefPubMedGoogle Scholar
- 50.Weimann A, Bojesen G, Nielsen P. Analysis of tetracycline, oxytetracycline and chlortetracycline in plasma extracts by electrospray tandem mass-spectrometry and by liquid chromatography. Anal Lett. 1998;31(12):2053–66. https://doi.org/10.1080/00032719808005284.CrossRefGoogle Scholar