Evaluating the Effects of Crystallinity on Drug Release Behaviour in Itraconazole- or Miconazole-Loaded PLGA Microparticles Prepared Using a Co-Grinding Method — Oak Academic Publishing
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Evaluating the Effects of Crystallinity on Drug Release Behaviour in Itraconazole- or Miconazole-Loaded PLGA Microparticles Prepared Using a Co-Grinding Method
Formulation Technology Research Laboratories, Daiichi Sankyo Co., Ltd., Hiratsuka, Japan
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Faculty of Pharmaceutical Science, Mukogawa Women’s University, Nishinomiya, Japan
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Faculty of Pharmaceutical Science, Mukogawa Women’s University, Nishinomiya, Japan
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Faculty of Pharmaceutical Science, Mukogawa Women’s University, Nishinomiya, Japan
1 Formulation Technology Research Laboratories, Daiichi Sankyo Co., Ltd., Hiratsuka, Japan
2 Faculty of Pharmaceutical Science, Mukogawa Women’s University, Nishinomiya, Japan
3 Faculty of Pharmaceutical Science, Mukogawa Women’s University, Nishinomiya, Japan
4 Faculty of Pharmaceutical Science, Mukogawa Women’s University, Nishinomiya, Japan
This study aimed to prepare and characterize itraconazole (ITCZ)- or miconazole (MCZ)-loaded poly (lactide- co -glycolide) (PLGA) microparticles (MP) using a co-grinding method with ball milling, which is a solvent-free and convenient procedure. PLGA MP was prepared by grinding for 60 min, and the fixed theoretical drug loading was set at 9.1% and 16.7% for both drugs. The obtained loading efficiency for both drugs was estimated to be approximately 100%. The average diameters of the drug-loaded PLGA MP were approximately 20 - 35 μm. Powder X-ray diffraction (PXRD) or differential scanning calorimetry (DSC) confirmed amorphization of ITCZ and MCZ in ITCZ- or MCZ-loaded PLGA MP in all formulations. The drug release percentage from 9.1%-loaded ITCZ-PLGA7505 MP at 24 h was almost 50%, which was higher than that of ITCZ powder. The drug release percentage from MCZ-loaded PLGA7505 MP at 4 h was over 80%, which was higher than that of MCZ powder. This enhancement of release rate is caused by the amorphization of ITCZ or MCZ in the PLGA matrix. MCZ-loaded PLGA7510 MP showed a sustained release profile up to 24 h, suggesting that MCZ exists in an amorphous form in the PLGA matrix; however, the release rate declined owing to the large molecular weight of PLGA. Therefore, the release enhancement of antifungal drugs loaded on PLGA MP could be achieved by their amorphization using a co-grinding method with ball milling.
Abd El-Gawad, A.E.H., Soliman, O.A., El-Dahan, M.S. and Al-Zuhairy, S.A.S. (2017) Improvement of the Ocular Bioavailability of Econazole Nitrate upon Complexation with Cyclodextrins. AAPS PharmSciTech, 18, 1795-1809. https://doi.org/10.1208/s12249-016-0609-9
Patel, V.P., Patel, A.P. and Shah, A. (2021) Optimization of Amorphous Solid Dispersion Techniques to Enhance Solubility of Febuxostat. Folia Medica, 63, 557-568. https://doi.org/10.3897/folmed.63.e55838
Garg, A.K., Maddiboyina, B., Alqarni, M.H.S., Alam, A., Aldawsari, H.M., Rawat, P., Singh, S. and Kesharwani, P. (2021) Solubility Enhancement, Formulation Development and Antifungal Activity of Luliconazole Niosomal Gel-Based System. Journal of Biomaterials Science, Polymer Edition, 32, 1009-1023. https://doi.org/10.1080/09205063.2021.1892471
Bazzo, G.C., Pezzini, B.R. and Stulzer, H.K. (2020) Eutectic Mixtures as an Approach to Enhance Solubility, Dissolution Rate and Oral Bioavailability of Poorly Water-Soluble Drugs. International Journal of Pharmaceutics, 588, Article ID: 119741. https://doi.org/10.1016/j.ijpharm.2020.119741
Al-Nimry, S.S. and Khanfar, M.S. (2022) Enhancement of the Solubility of Asenapine Maleate through the Preparation of Co-Crystals. Current Drug Delivery, 19, 788-800. https://doi.org/10.2174/1567201818666210805154345
Patel, N.R., Damann, K., Leonardi, C. and Sabliov, C.M. (2011) Size Dependency of PLGA-Nanoparticle Uptake and Antifungal Activity against Aspergillus flavus. Nanomedicine, 6, 1381-1395. https://doi.org/10.2217/nnm.11.35
Wilkosz, N., Lazarski, G., Kovacik, L., Gargas, P., Nowakowska, M., Jamróz, D. and Kepczynski, M. (2018) Molecular Insight into Drug-Loading Capacity of PEG—PLGA Nanoparticles for Itraconazole. The Journal of Physical Chemistry B, 122, 7080-7090. https://doi.org/10.1021/acs.jpcb.8b03742
Zhang, L. and Mao, S. (2017) Application of Quality by Design in the Current Drug Development. Asian Journal of Pharmaceutical Sciences, 12, 1-8. https://doi.org/10.1016/j.ajps.2016.07.006
Simoes, M.F., Pinto, R.M.A. and Simoes, S. (2019) Hot-Melt Extrusion in the Pharmaceutical Industry: Toward Filing a New Drug Application. Drug Discovery Today, 24, 1749-1768. https://doi.org/10.1016/j.drudis.2019.05.013
Lang, B., McGinity, J.W. and Williams III, R.O. (2014) Dissolution Enhancement of Itraconazole by Hot-Melt Extrusion Alone and the Combination of Hot-Melt Extrusion and Rapid Freezing—Effect of Formulation and Processing Variables. Molecular Pharmaceutics, 11, 186-196. https://doi.org/10.1021/mp4003706
Saerens, L., Ghanam, D., Raemdonck, C., Francois, K., Manz, J., Krüger, R., Krüger, S., Vervaet, C., Remon, J.P. and De Beer, T. (2014) In-Line Solid State Prediction during Pharmaceutical Hot-Melt Extrusion in a 12mm Twin Screw Extruder Using Raman Spectroscopy. European Journal of Pharmaceutics and Biopharmaceutics, 87, 606-615. https://doi.org/10.1016/j.ejpb.2014.03.002
Reitz, E., Podhaisky, H., Ely, D. and Thommes, M. (2013) Residence Time Modeling of Hot Melt Extrusion Processes. European Journal of Pharmaceutics and Biopharmaceutics, 85, 1200-1205. https://doi.org/10.1016/j.ejpb.2013.07.019
Tran, P.H.L., Lee, B.J. and Tran, T.T.D. (2021) Recent Studies on the Processes and Formulation Impacts in the Development of Solid Dispersions by Hot-Melt Extrusion. European Journal of Pharmaceutics and Biopharmaceutics, 164, 13-19. https://doi.org/10.1016/j.ejpb.2021.04.009
Bhujbal, S.V., Mitra, B., Jain, U., Gong, Y., Agrawal, A., Karki, S., Taylor, L.S., Kumar, S. and Zhou, Q.T. (2021) Pharmaceutical Amorphous Solid Dispersion: A Review of Manufacturing Strategies. Acta Pharmaceutica Sinica B, 11, 2505-2536. https://doi.org/10.1016/j.apsb.2021.05.014
Hoffmann, L., Breitkreutz, J. and Quodbach, J. (2022) Hot-Melt Extrusion of the Thermo-Sensitive Peptidomimetic Drug Enalapril Maleate. Pharmaceutics, 14, Article 2091. https://doi.org/10.3390/pharmaceutics14102091
Alzahrani, A., Nyavanandi, D., Mandati, P., Youssef, A.A.A., Narala. S., Bandari, S. and Repka, M. (2022) A Systematic and Robust Assessment of Hot-Melt Extrusion-Based Amorphous Solid Dispersions: Theoretical Prediction to Practical Implementation. International Journal of Pharmaceutics, 624, Article ID: 121951. https://doi.org/10.1016/j.ijpharm.2022.121951
Matsumoto, A. and Murakami, M. (2021) Dry Fabrication of Poly(dl-lactide-co-glycolide) Microspheres Incorporating a Medium Molecular Drug by a Ball Mill Method. Drug Discoveries & Therapeutics, 15, 20-27. https://doi.org/10.5582/ddt.2021.01004
Cerdeira, A.M., Mazzotti, M. and Gander, B. (2013) Formulation and Drying of Miconazole and Itraconazole Nanosuspensions. International Journal of Pharmaceutics, 443, 209-220. https://doi.org/10.1016/j.ijpharm.2012.11.044
Piel, G., Evrard, B., Van Hees, T. and Delattre, L. (1999) Comparison of the IV Pharmacokinetics in Sheep of Miconazole–Cyclodextrin Solutions and a Micellar Solution. International Journal of Pharmaceutics, 180, 41-45. https://doi.org/10.1016/S0378-5173(98)00403-7
Tenjarla, S., Puranajoti, P., Kasina, R. and Mandal, T. (1998) Preparation Characterization Evaluation of Miconazole-Cyclodextrin Complexes for Improved Oral Topical Delivery. Journal of Pharmaceutical Sciences, 87, 425-429. https://doi.org/10.1021/js970361l
Tsutsumi, S., Iida, M., Tada, N., Kojima, T., Ikeda, Y., Moriwaki, T., Higashi, K., Moribe, K. and Yamamoto, K. (2011) Characterization and Evaluation of Miconazole Salts and Cocrystals for Improved Physicochemical Properties. International Journal of Pharmaceutics, 421, 230-236. https://doi.org/10.1016/j.ijpharm.2011.09.034
DiNunzio, J.C., Miller, D.A., Yang, W., McGinity, J.W. and Williams III, R.O. (2008) Amorphous Compositions Using Concentration Enhancing Polymers for Improved Bioavailability of Itraconazole. Molecular Pharmaceutics, 5, 968-980. https://doi.org/10.1021/mp800042d
Bhardwaj, S.P., Arora, K.K., Kwong, E., Templeton, A., Clas, S.D. and Suryanarayanan, R. (2014) Mechanism of Amorphous Itraconazole Stabilization in Polymer Solid Dispersions: Role of Molecular Mobility. Molecular Pharmaceutics, 11, 4228-4237. https://doi.org/10.1021/mp5004515
Jog, R. and Burgess, D.J. (2017) Pharmaceutical Amorphous Nanoparticles. Journal of Pharmaceutical Sciences, 106, 39-65. https://doi.org/10.1016/j.xphs.2016.09.014
Matsuura, K., Kojima, H., Haraguchi, T., Yoshida, M., Suzuki, S., Suzuki, T., Ando, S. and Uchida, T. (2019) Preparation and Characterization of Itraconazole- or Miconazole-Loaded PLGA Microspheres. Chemical and Pharmaceutical Bulletin, 67, 106-111. https://doi.org/10.1248/cpb.c18-00614
Varghese, S. and Ghoroi, C. (2017) Improving the Wetting and Dissolution of Ibuprofen Using Solventless Co-Milling. International Journal of Pharmaceutics, 533, 145-155. https://doi.org/10.1016/j.ijpharm.2017.09.062