Dynamics of Clay-Intercalated Ibuprofen Studied by Solid State Nuclear Magnetic Resonance
In designing drug delivery systems with improved release properties and bioavailability, the dynamic features of the active pharmaceutical ingredient can be crucial for the final product properties. In this work, we aimed at obtaining the first characterization of the molecular dynamic properties of...
Gespeichert in:
Veröffentlicht in: | Molecular pharmaceutics 2019-06, Vol.16 (6), p.2569-2578 |
---|---|
Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 2578 |
---|---|
container_issue | 6 |
container_start_page | 2569 |
container_title | Molecular pharmaceutics |
container_volume | 16 |
creator | Carignani, Elisa Borsacchi, Silvia Blasi, Paolo Schoubben, Aurélie Geppi, Marco |
description | In designing drug delivery systems with improved release properties and bioavailability, the dynamic features of the active pharmaceutical ingredient can be crucial for the final product properties. In this work, we aimed at obtaining the first characterization of the molecular dynamic properties of one of the most common nonsteroidal anti-inflammatory drug, ibuprofen, intercalated in hydrotalcite, an interesting inorganic carrier. By exploiting a variety of solid state NMR techniques, including 1H and 13C MAS spectra and T1 relaxation measurements, performed at variable temperature and carrying out a synergic analysis of all results, it has been possible to ascertain that the mobility of ibuprofen within the carrier is remarkably increased. In particular, strong indications have been obtained that ibuprofen molecules, in addition to internal interconformational dynamics, experience an overall molecular motion. Also considering that ibuprofen is “anchored” to the charged surface of the hydrotalcite layers through its carboxylate moiety, such motion could be a wobbling-in-a-cone. Activation energies and correlation times of all the motions of intercalated ibuprofen have been determined. |
doi_str_mv | 10.1021/acs.molpharmaceut.9b00160 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2216297213</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2216297213</sourcerecordid><originalsourceid>FETCH-LOGICAL-a480t-fa3bd9ca74a1d1692af6abf45a30a807c01a7ac06c1d8ff59f49a0d27de385c23</originalsourceid><addsrcrecordid>eNqNkLlOAzEQhi0EIuF4BWQ6mg0-9ixRuCIFkAgUVKtZH7CRdx3sdZG3x1FCJDqqsUbf_OP5ELqkZEIJo9cg_KSzZvUFrgOhwjCpGkJoTg7QmGYpT0pescP9u0xH6MT7JSEszRg_RiO-iclTPkYft-seulZ4bDWeGlgns35QToCBQUk8a8LKWa16vBiCbGOnWeOFNa2MjUjg5yCMAoef4LNXQyvwq_K2h16oM3SkwXh1vqun6P3-7m36mMxfHmbTm3kCaUmGRANvZCWgSIFKmlcMdA6NTjPgBEpSCEKhAEFyQWWpdVbptAIiWSEVLzPB-Cm62ubGj34H5Ye6a71QxkCvbPA1i5eyqmCUR7TaosJZ753S9cq1Hbh1TUm9UVJHs_Ufs_XObJy92K0JTafkfvJXZQSyLbDJWNrg-nj1P4J_ALa8jdM</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2216297213</pqid></control><display><type>article</type><title>Dynamics of Clay-Intercalated Ibuprofen Studied by Solid State Nuclear Magnetic Resonance</title><source>MEDLINE</source><source>American Chemical Society Web Editions</source><creator>Carignani, Elisa ; Borsacchi, Silvia ; Blasi, Paolo ; Schoubben, Aurélie ; Geppi, Marco</creator><creatorcontrib>Carignani, Elisa ; Borsacchi, Silvia ; Blasi, Paolo ; Schoubben, Aurélie ; Geppi, Marco</creatorcontrib><description>In designing drug delivery systems with improved release properties and bioavailability, the dynamic features of the active pharmaceutical ingredient can be crucial for the final product properties. In this work, we aimed at obtaining the first characterization of the molecular dynamic properties of one of the most common nonsteroidal anti-inflammatory drug, ibuprofen, intercalated in hydrotalcite, an interesting inorganic carrier. By exploiting a variety of solid state NMR techniques, including 1H and 13C MAS spectra and T1 relaxation measurements, performed at variable temperature and carrying out a synergic analysis of all results, it has been possible to ascertain that the mobility of ibuprofen within the carrier is remarkably increased. In particular, strong indications have been obtained that ibuprofen molecules, in addition to internal interconformational dynamics, experience an overall molecular motion. Also considering that ibuprofen is “anchored” to the charged surface of the hydrotalcite layers through its carboxylate moiety, such motion could be a wobbling-in-a-cone. Activation energies and correlation times of all the motions of intercalated ibuprofen have been determined.</description><identifier>ISSN: 1543-8384</identifier><identifier>EISSN: 1543-8392</identifier><identifier>DOI: 10.1021/acs.molpharmaceut.9b00160</identifier><identifier>PMID: 31021643</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Aluminum Hydroxide - chemistry ; Ibuprofen - chemistry ; Magnesium Hydroxide - chemistry ; Magnetic Resonance Spectroscopy - methods ; Molecular Dynamics Simulation</subject><ispartof>Molecular pharmaceutics, 2019-06, Vol.16 (6), p.2569-2578</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a480t-fa3bd9ca74a1d1692af6abf45a30a807c01a7ac06c1d8ff59f49a0d27de385c23</citedby><cites>FETCH-LOGICAL-a480t-fa3bd9ca74a1d1692af6abf45a30a807c01a7ac06c1d8ff59f49a0d27de385c23</cites><orcidid>0000-0001-5848-9660 ; 0000-0002-8543-4275 ; 0000-0002-2422-8400</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.molpharmaceut.9b00160$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.molpharmaceut.9b00160$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31021643$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Carignani, Elisa</creatorcontrib><creatorcontrib>Borsacchi, Silvia</creatorcontrib><creatorcontrib>Blasi, Paolo</creatorcontrib><creatorcontrib>Schoubben, Aurélie</creatorcontrib><creatorcontrib>Geppi, Marco</creatorcontrib><title>Dynamics of Clay-Intercalated Ibuprofen Studied by Solid State Nuclear Magnetic Resonance</title><title>Molecular pharmaceutics</title><addtitle>Mol. Pharmaceutics</addtitle><description>In designing drug delivery systems with improved release properties and bioavailability, the dynamic features of the active pharmaceutical ingredient can be crucial for the final product properties. In this work, we aimed at obtaining the first characterization of the molecular dynamic properties of one of the most common nonsteroidal anti-inflammatory drug, ibuprofen, intercalated in hydrotalcite, an interesting inorganic carrier. By exploiting a variety of solid state NMR techniques, including 1H and 13C MAS spectra and T1 relaxation measurements, performed at variable temperature and carrying out a synergic analysis of all results, it has been possible to ascertain that the mobility of ibuprofen within the carrier is remarkably increased. In particular, strong indications have been obtained that ibuprofen molecules, in addition to internal interconformational dynamics, experience an overall molecular motion. Also considering that ibuprofen is “anchored” to the charged surface of the hydrotalcite layers through its carboxylate moiety, such motion could be a wobbling-in-a-cone. Activation energies and correlation times of all the motions of intercalated ibuprofen have been determined.</description><subject>Aluminum Hydroxide - chemistry</subject><subject>Ibuprofen - chemistry</subject><subject>Magnesium Hydroxide - chemistry</subject><subject>Magnetic Resonance Spectroscopy - methods</subject><subject>Molecular Dynamics Simulation</subject><issn>1543-8384</issn><issn>1543-8392</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkLlOAzEQhi0EIuF4BWQ6mg0-9ixRuCIFkAgUVKtZH7CRdx3sdZG3x1FCJDqqsUbf_OP5ELqkZEIJo9cg_KSzZvUFrgOhwjCpGkJoTg7QmGYpT0pescP9u0xH6MT7JSEszRg_RiO-iclTPkYft-seulZ4bDWeGlgns35QToCBQUk8a8LKWa16vBiCbGOnWeOFNa2MjUjg5yCMAoef4LNXQyvwq_K2h16oM3SkwXh1vqun6P3-7m36mMxfHmbTm3kCaUmGRANvZCWgSIFKmlcMdA6NTjPgBEpSCEKhAEFyQWWpdVbptAIiWSEVLzPB-Cm62ubGj34H5Ye6a71QxkCvbPA1i5eyqmCUR7TaosJZ753S9cq1Hbh1TUm9UVJHs_Ufs_XObJy92K0JTafkfvJXZQSyLbDJWNrg-nj1P4J_ALa8jdM</recordid><startdate>20190603</startdate><enddate>20190603</enddate><creator>Carignani, Elisa</creator><creator>Borsacchi, Silvia</creator><creator>Blasi, Paolo</creator><creator>Schoubben, Aurélie</creator><creator>Geppi, Marco</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-5848-9660</orcidid><orcidid>https://orcid.org/0000-0002-8543-4275</orcidid><orcidid>https://orcid.org/0000-0002-2422-8400</orcidid></search><sort><creationdate>20190603</creationdate><title>Dynamics of Clay-Intercalated Ibuprofen Studied by Solid State Nuclear Magnetic Resonance</title><author>Carignani, Elisa ; Borsacchi, Silvia ; Blasi, Paolo ; Schoubben, Aurélie ; Geppi, Marco</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a480t-fa3bd9ca74a1d1692af6abf45a30a807c01a7ac06c1d8ff59f49a0d27de385c23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Aluminum Hydroxide - chemistry</topic><topic>Ibuprofen - chemistry</topic><topic>Magnesium Hydroxide - chemistry</topic><topic>Magnetic Resonance Spectroscopy - methods</topic><topic>Molecular Dynamics Simulation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Carignani, Elisa</creatorcontrib><creatorcontrib>Borsacchi, Silvia</creatorcontrib><creatorcontrib>Blasi, Paolo</creatorcontrib><creatorcontrib>Schoubben, Aurélie</creatorcontrib><creatorcontrib>Geppi, Marco</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Molecular pharmaceutics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Carignani, Elisa</au><au>Borsacchi, Silvia</au><au>Blasi, Paolo</au><au>Schoubben, Aurélie</au><au>Geppi, Marco</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Dynamics of Clay-Intercalated Ibuprofen Studied by Solid State Nuclear Magnetic Resonance</atitle><jtitle>Molecular pharmaceutics</jtitle><addtitle>Mol. Pharmaceutics</addtitle><date>2019-06-03</date><risdate>2019</risdate><volume>16</volume><issue>6</issue><spage>2569</spage><epage>2578</epage><pages>2569-2578</pages><issn>1543-8384</issn><eissn>1543-8392</eissn><abstract>In designing drug delivery systems with improved release properties and bioavailability, the dynamic features of the active pharmaceutical ingredient can be crucial for the final product properties. In this work, we aimed at obtaining the first characterization of the molecular dynamic properties of one of the most common nonsteroidal anti-inflammatory drug, ibuprofen, intercalated in hydrotalcite, an interesting inorganic carrier. By exploiting a variety of solid state NMR techniques, including 1H and 13C MAS spectra and T1 relaxation measurements, performed at variable temperature and carrying out a synergic analysis of all results, it has been possible to ascertain that the mobility of ibuprofen within the carrier is remarkably increased. In particular, strong indications have been obtained that ibuprofen molecules, in addition to internal interconformational dynamics, experience an overall molecular motion. Also considering that ibuprofen is “anchored” to the charged surface of the hydrotalcite layers through its carboxylate moiety, such motion could be a wobbling-in-a-cone. Activation energies and correlation times of all the motions of intercalated ibuprofen have been determined.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>31021643</pmid><doi>10.1021/acs.molpharmaceut.9b00160</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-5848-9660</orcidid><orcidid>https://orcid.org/0000-0002-8543-4275</orcidid><orcidid>https://orcid.org/0000-0002-2422-8400</orcidid><oa>free_for_read</oa></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1543-8384 |
ispartof | Molecular pharmaceutics, 2019-06, Vol.16 (6), p.2569-2578 |
issn | 1543-8384 1543-8392 |
language | eng |
recordid | cdi_proquest_miscellaneous_2216297213 |
source | MEDLINE; American Chemical Society Web Editions |
subjects | Aluminum Hydroxide - chemistry Ibuprofen - chemistry Magnesium Hydroxide - chemistry Magnetic Resonance Spectroscopy - methods Molecular Dynamics Simulation |
title | Dynamics of Clay-Intercalated Ibuprofen Studied by Solid State Nuclear Magnetic Resonance |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-14T14%3A22%3A31IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Dynamics%20of%20Clay-Intercalated%20Ibuprofen%20Studied%20by%20Solid%20State%20Nuclear%20Magnetic%20Resonance&rft.jtitle=Molecular%20pharmaceutics&rft.au=Carignani,%20Elisa&rft.date=2019-06-03&rft.volume=16&rft.issue=6&rft.spage=2569&rft.epage=2578&rft.pages=2569-2578&rft.issn=1543-8384&rft.eissn=1543-8392&rft_id=info:doi/10.1021/acs.molpharmaceut.9b00160&rft_dat=%3Cproquest_cross%3E2216297213%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2216297213&rft_id=info:pmid/31021643&rfr_iscdi=true |