Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

You’ve supercharged your research process with ACS and Mendeley!

STEP 1:
Click to create an ACS ID

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

MENDELEY PAIRING EXPIRED
Your Mendeley pairing has expired. Please reconnect
ACS Publications. Most Trusted. Most Cited. Most Read
My Activity
CONTENT TYPES

Figure 1Loading Img

Exploring the Molecular-Level Architecture of the Active Compounds in Liquisolid Drug Delivery Systems Based on Mesoporous Silica Particles: Old Tricks for New Challenges

View Author Information
Institute of Macromolecular Chemistry, Academy of Sciences of the Czech Republic, Heyrovsky sq. 2, 162 06 Prague 6, Czech Republic
Ratiopharm GmbH, Graf-Arco-Str. 3, 89079 Ulm, Germany
§ Teva Czech Industries s.r.o., Branisovska 31, 370 05 Ceske Budejovice, Czech Republic
Cite this: Mol. Pharmaceutics 2017, 14, 6, 2070–2078
Publication Date (Web):May 9, 2017
https://doi.org/10.1021/acs.molpharmaceut.7b00167
Copyright © 2017 American Chemical Society

    Article Views

    1274

    Altmetric

    -

    Citations

    LEARN ABOUT THESE METRICS
    Other access options
    Supporting Info (2)»

    Abstract

    Abstract Image

    A general, easy-to-implement strategy for mapping the structure of organic phases integrated in mesoporous silica drug delivery devices is presented. The approach based on a few straightforward solid-state NMR techniques has no limitations regarding concentrations of the active compounds and enables straightforward discrimination of various organic phases. This way, among a range of typical arrangements of the active compounds and solvent molecules, a unique, previously unknown organogel phase of the self-assembled tapentadol in glucofurol as a solvent was unveiled and clearly identified. Subsequently, with an aid of 2D 1H–1H MAS NMR and high-level quantum-chemical calculations this uncommon low-molecular-weight organogel phase, existing exclusively in the porous system of the silica carrier, was described in detail. The optimized model revealed the tendency of tapentadol molecules to form hydrophobic arrangements through −OH···π interactions combined with π–π stacking occurring in the core of API aggregates, thus precluding the formation of hydrogen bonds with the solvent. Overall, the proposed experimental approach allows for clear discrimination of a variety of local structures of active compounds loaded in mesoporous silica drug delivery devices in reasonably short time being applicable for advancement of novel drug delivery systems in pharmaceutical industry.

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. You can change your affiliated institution below.

    Supporting Information

    ARTICLE SECTIONS
    Jump To

    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.molpharmaceut.7b00167.

    • Methodology, experimental, and computational details; cross-polarization build-up dependences; full-size spectra (PDF)

    • Fully optimized model of trimer (PDB)

    Terms & Conditions

    Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

    Cited By

    This article is cited by 22 publications.

    1. Anja Sadžak, Mihael Eraković, Suzana Šegota. Kinetics of Flavonoid Degradation and Controlled Release from Functionalized Magnetic Nanoparticles. Molecular Pharmaceutics 2023, 20 (10) , 5148-5159. https://doi.org/10.1021/acs.molpharmaceut.3c00478
    2. Lukas Hahn, Theresa Zorn, Josef Kehrein, Tobias Kielholz, Anna-Lena Ziegler, Stefan Forster, Benedikt Sochor, Ekaterina S. Lisitsyna, Nikita A. Durandin, Timo Laaksonen, Vladimir Aseyev, Christoph Sotriffer, Kay Saalwächter, Maike Windbergs, Ann-Christin Pöppler, Robert Luxenhofer. Unraveling an Alternative Mechanism in Polymer Self-Assemblies: An Order–Order Transition with Unusual Molecular Interactions between Hydrophilic and Hydrophobic Polymer Blocks. ACS Nano 2023, 17 (7) , 6932-6942. https://doi.org/10.1021/acsnano.3c00722
    3. Chuanyu Yan, Arpan Datta Sarma, Enzo Moretto, Jean-Sébastien Thomann, Pierre Verge, Daniel Schmidt, François Kayser, Reiner Dieden. Semiquantitative Solid-State NMR Study of the Adsorption of Soybean Oils on Silica and Its Significance for Rubber Processing. Langmuir 2021, 37 (34) , 10298-10307. https://doi.org/10.1021/acs.langmuir.1c01280
    4. Martina Urbanova, Miroslava Pavelkova, Jiri Czernek, Katerina Kubova, Jakub Vyslouzil, Alena Pechova, Dobromila Molinkova, Jan Vyslouzil, David Vetchy, Jiri Brus. Interaction Pathways and Structure–Chemical Transformations of Alginate Gels in Physiological Environments. Biomacromolecules 2019, 20 (11) , 4158-4170. https://doi.org/10.1021/acs.biomac.9b01052
    5. Jiri Brus, Jiri Czernek, Martin Hruby, Pavel Svec, Libor Kobera, Sabina Abbrent, Martina Urbanova. Efficient Strategy for Determining the Atomic-Resolution Structure of Micro- and Nanocrystalline Solids within Polymeric Microbeads: Domain-Edited NMR Crystallography. Macromolecules 2018, 51 (14) , 5364-5374. https://doi.org/10.1021/acs.macromol.8b00392
    6. Martina Urbanova, Jan Macku, Katerina Kubova, Jakub Vyslouzil, Jan Muselík, Miroslav Slouf, Ivana Sedenkova, Olga Kockova, Larisa Janisova, Josef Masek, Eliska Maskova, Adam Novobilsky, Martina Parenicova, Rafal Konefal, Jiri Czernek, David Vetchy, Miroslava Pavelkova, Jiri Brus. Structure, dynamics, and functional properties of hybrid alginate-pectin gels dually crosslinked by Ca2+ and Zn2+ ions designed as a delivery device for self-emulsifying systems for lipophilic phytotherapeutics. Food Hydrocolloids 2024, 150 , 109693. https://doi.org/10.1016/j.foodhyd.2023.109693
    7. Mehmet Çolak, Gülşen Kaya, Ali Adnan Hayaloğlu, Nadir Demirel, Halil Hoşgören. Lysine‐Based Two‐Component Organogelator: Naproxen Carrier Soft Material. ChemistrySelect 2023, 8 (46) https://doi.org/10.1002/slct.202302968
    8. Alexander Pérez de la Luz, Catalina Soriano-Correa, Misaela Francisco-Márquez, Carolina Barrientos-Salcedo, Alfonso Hernández-Laguna, C. Ignacio Sainz-Díaz. Intercalation of sulfonamides in montmorillonite by molecular dynamics and DFT calculations for bioavailability control. Journal of Molecular Structure 2023, 1291 , 136085. https://doi.org/10.1016/j.molstruc.2023.136085
    9. Bo Yu, Ruiping Shi, Xifeng Chen, Yibo Zhang, Jianglei Hu, Sara Khan. Gelatin-coated indomethacin drug-loaded SBA-16 silica-based composites: pH-responsive slow-release performance. Inorganic Chemistry Communications 2023, 150 , 110469. https://doi.org/10.1016/j.inoche.2023.110469
    10. Ľuboš Zauška, Eva Beňová, Martina Urbanová, Jiří Brus, Vladimír Zeleňák, Virginie Hornebecq, Miroslav Almáši. Adsorption and Release Properties of Drug Delivery System Naproxen-SBA-15: Effect of Surface Polarity, Sodium/Acid Drug Form and pH. Journal of Functional Biomaterials 2022, 13 (4) , 275. https://doi.org/10.3390/jfb13040275
    11. Amira Rashad, Dina Louis. An Overview on Liquisolid Technique: Its Development and Applications. Therapeutic Delivery 2022, 13 (12) , 577-589. https://doi.org/10.4155/tde-2022-0057
    12. Jan Macku, Katerina Kubova, Martina Urbanova, Jan Muselik, Ales Franc, Gabriela Koutna, Miroslava Pavelkova, David Vetchy, Josef Masek, Eliska Maskova, Jiri Brus. Rational Design of Self-Emulsifying Pellet Formulation of Thymol: Technology Development Guided by Molecular-Level Structure Characterization and Ex Vivo Testing. Pharmaceutics 2022, 14 (8) , 1545. https://doi.org/10.3390/pharmaceutics14081545
    13. Adrianna Dadej, Aneta Woźniak-Braszak, Paweł Bilski, Hanna Piotrowska-Kempisty, Małgorzata Józkowiak, Anna Pawełczyk, Daniela Dadej, Dominika Łażewska, Anna Jelińska. Improved solubility of lornoxicam by inclusion into SBA-15: Comparison of loading methods. European Journal of Pharmaceutical Sciences 2022, 171 , 106133. https://doi.org/10.1016/j.ejps.2022.106133
    14. Yang Zhao, Kefeng Liu, Jie Li, Juan Liao, Li Ma. Engineering of hybrid anticancer drug-loaded polymeric nanoparticles delivery system for the treatment and care of lung cancer therapy. Drug Delivery 2021, 28 (1) , 1539-1547. https://doi.org/10.1080/10717544.2021.1934187
    15. G. N. Manjunatha Reddy, Gretchen M. Peters, Ben P. Tatman, Teena S. Rajan, Si Min Kock, Jing Zhang, Bruno G. Frenguelli, Jeffery T. Davis, Andrew Marsh, Steven P. Brown. Magic-angle spinning NMR spectroscopy provides insight into the impact of small molecule uptake by G-quartet hydrogels. Materials Advances 2020, 1 (7) , 2236-2247. https://doi.org/10.1039/D0MA00475H
    16. Chuanyu Yan, François Kayser, Reiner Dieden. Sensitivity enhancement via multiple contacts in the { 1 H– 29 Si}– 1 H cross polarization experiment: a case study of modified silica nanoparticle surfaces. RSC Advances 2020, 10 (39) , 23016-23023. https://doi.org/10.1039/D0RA04995F
    17. M. Teresa Viciosa, Joaquim J. Moura Ramos, Hermínio P. Diogo. Thermal behavior and molecular mobility studies in the supercooled liquid and glassy states of carvedilol and loratadine. International Journal of Pharmaceutics 2020, 584 , 119410. https://doi.org/10.1016/j.ijpharm.2020.119410
    18. Miroslav Almáši, Eva Beňová, Vladimír Zeleňák, Branislav Madaj, Veronika Huntošová, Jiří Brus, Martina Urbanová, Jozef Bednarčík, Virginie Hornebecq. Cytotoxicity study and influence of SBA-15 surface polarity and pH on adsorption and release properties of anticancer agent pemetrexed. Materials Science and Engineering: C 2020, 109 , 110552. https://doi.org/10.1016/j.msec.2019.110552
    19. Mozhgan Parsaei, Kamran Akhbari. Rutin-Based Phytomedicines for Cancer Benefit. 2020, 71-126. https://doi.org/10.1007/978-981-15-1664-1_3
    20. Yashika Bhalla, Kunal Chadha, Renu Chadha, Maninder Karan. Daidzein cocrystals: An opportunity to improve its biopharmaceutical parameters. Heliyon 2019, 5 (11) , e02669. https://doi.org/10.1016/j.heliyon.2019.e02669
    21. Ketan Patel, Ravi Doddapaneni, Manali Patki, Vasanthkumar Sekar, Arvind Bagde, Mandip Singh. Erlotinib-Valproic Acid Liquisolid Formulation: Evaluating Oral Bioavailability and Cytotoxicity in Erlotinib-Resistant Non-small Cell Lung Cancer Cells. AAPS PharmSciTech 2019, 20 (3) https://doi.org/10.1208/s12249-019-1332-0
    22. Chandan Adhikari, Anurag Mishra, Debasis Nayak, Anjan Chakraborty. Metal organic frameworks modified mesoporous silica nanoparticles (MSN): A nano-composite system to inhibit uncontrolled chemotherapeutic drug delivery from Bare-MSN. Journal of Drug Delivery Science and Technology 2018, 47 , 1-11. https://doi.org/10.1016/j.jddst.2018.06.015