Functionalization of a porous copper() metal-organic framework and its capacity for loading and delivery of ibuprofen

A porous copper( ii ) metal-organic framework (MOF) of 4,4′,4′′-tri- tert -butyl-2,2′:6′,2′′-terpyridine(N 3 ttb) and 5-nitroisophthalic acid (npd) formulated as [Cu(npd)(N 3 ttb)]·(DMF)(H 2 O) 1 (DMF = dimethylformamide) was synthesized and characterized by elemental analyses, spectroscopic techniq...

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Veröffentlicht in:RSC advances 2024-08, Vol.14 (35), p.25759-2577
Hauptverfasser: Tella, Adedibu C, Olatunji, Sunday J, Ajibade, Peter A
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description A porous copper( ii ) metal-organic framework (MOF) of 4,4′,4′′-tri- tert -butyl-2,2′:6′,2′′-terpyridine(N 3 ttb) and 5-nitroisophthalic acid (npd) formulated as [Cu(npd)(N 3 ttb)]·(DMF)(H 2 O) 1 (DMF = dimethylformamide) was synthesized and characterized by elemental analyses, spectroscopic techniques, single crystal X-ray crystallography, and scanning electron microscopy. Single crystal X-ray crystallographic analysis of the copper( ii ) metal-organic framework reveals a monoclinic crystal system with space group P 2 1 / c . The copper( ii ) ion is in a five-coordinate geometry consisting of three meridional nitrogen atoms of 4,4′,4′′-tri- tert -butyl-2,2′:6′,2′′-terpyridine and two oxygen atoms of 5-nitroisophthalic acid to form a square pyramidal structure. The compound was functionalized with ethylenediamine (ED) to form [Cu(npd)(N 3 ttb)]-ED 2 that was characterized by FT-IR, PXRD, SEM-EDX and BET and the drug loading capacity was investigated and compared with that of as-synthesized MOFs. The amount of ibuprofen loaded was 916.44 mg g −1 (15.27%) & 1530.20 mg g −1 (25.50%) over 1 and 2 , respectively. The results indicate that the functionalized MOFs 2 have a higher loading capacity for ibuprofen than 1 by 613.76 mg g −1 (10.23%), which could be ascribed to the acid-base interactions in the functionalized molecules. The results show that [Cu(npd)(N 3 ttb)]-ED 2 is a better drug transporter than [Cu(npd)(N 3 ttb)]·(DMF)(H 2 O) 1 due to the presence of an amine functional group that interacts with the acid group on the ibuprofen through non-covalent bonds interactions. A porous Cu-MOF of 4,4′,4′′-tri- tert -butyl-2,2′:6′,2′′-terpyridine and 5-nitroisophthalic acid formulated as [Cu(npd)(N 3 ttb)]·(DMF)(H 2 O) was synthesized and characterized by single crystal X-ray crystallography for loading and delivery of ibuprofen.
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Single crystal X-ray crystallographic analysis of the copper( ii ) metal-organic framework reveals a monoclinic crystal system with space group P 2 1 / c . The copper( ii ) ion is in a five-coordinate geometry consisting of three meridional nitrogen atoms of 4,4′,4′′-tri- tert -butyl-2,2′:6′,2′′-terpyridine and two oxygen atoms of 5-nitroisophthalic acid to form a square pyramidal structure. The compound was functionalized with ethylenediamine (ED) to form [Cu(npd)(N 3 ttb)]-ED 2 that was characterized by FT-IR, PXRD, SEM-EDX and BET and the drug loading capacity was investigated and compared with that of as-synthesized MOFs. The amount of ibuprofen loaded was 916.44 mg g −1 (15.27%) &amp; 1530.20 mg g −1 (25.50%) over 1 and 2 , respectively. The results indicate that the functionalized MOFs 2 have a higher loading capacity for ibuprofen than 1 by 613.76 mg g −1 (10.23%), which could be ascribed to the acid-base interactions in the functionalized molecules. The results show that [Cu(npd)(N 3 ttb)]-ED 2 is a better drug transporter than [Cu(npd)(N 3 ttb)]·(DMF)(H 2 O) 1 due to the presence of an amine functional group that interacts with the acid group on the ibuprofen through non-covalent bonds interactions. 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Single crystal X-ray crystallographic analysis of the copper( ii ) metal-organic framework reveals a monoclinic crystal system with space group P 2 1 / c . The copper( ii ) ion is in a five-coordinate geometry consisting of three meridional nitrogen atoms of 4,4′,4′′-tri- tert -butyl-2,2′:6′,2′′-terpyridine and two oxygen atoms of 5-nitroisophthalic acid to form a square pyramidal structure. The compound was functionalized with ethylenediamine (ED) to form [Cu(npd)(N 3 ttb)]-ED 2 that was characterized by FT-IR, PXRD, SEM-EDX and BET and the drug loading capacity was investigated and compared with that of as-synthesized MOFs. The amount of ibuprofen loaded was 916.44 mg g −1 (15.27%) &amp; 1530.20 mg g −1 (25.50%) over 1 and 2 , respectively. The results indicate that the functionalized MOFs 2 have a higher loading capacity for ibuprofen than 1 by 613.76 mg g −1 (10.23%), which could be ascribed to the acid-base interactions in the functionalized molecules. The results show that [Cu(npd)(N 3 ttb)]-ED 2 is a better drug transporter than [Cu(npd)(N 3 ttb)]·(DMF)(H 2 O) 1 due to the presence of an amine functional group that interacts with the acid group on the ibuprofen through non-covalent bonds interactions. A porous Cu-MOF of 4,4′,4′′-tri- tert -butyl-2,2′:6′,2′′-terpyridine and 5-nitroisophthalic acid formulated as [Cu(npd)(N 3 ttb)]·(DMF)(H 2 O) was synthesized and characterized by single crystal X-ray crystallography for loading and delivery of ibuprofen.</description><subject>Acids</subject><subject>Atomic structure</subject><subject>Chemical bonds</subject><subject>Chemistry</subject><subject>Copper</subject><subject>Covalent bonds</subject><subject>Crystallography</subject><subject>Dimethylformamide</subject><subject>Ethylenediamine</subject><subject>Functional groups</subject><subject>Ibuprofen</subject><subject>Metal-organic frameworks</subject><subject>Nitrogen atoms</subject><subject>Nonsteroidal anti-inflammatory drugs</subject><subject>Oxygen atoms</subject><subject>Single crystals</subject><subject>Synthesis</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNpdkt1rFDEUxQdRbKl98V0J-FKF0XxNPp5KaV0VCoL0PdzJZNbUmWRMZirrX9_sbl2recmF--Pk3HtSVS8Jfk8w0x86ngAzIVX_pDqmmIuaYqGfPqqPqtOcb3E5oiFUkOfVEdOEK9mo42pZLcHOPgYY_G_YFij2CNAUU1wysnGaXDp7i0Y3w1DHtIbgLeoTjO5XTD8QhA75uYAwgfXzBvUxoSFC58N61-zc4O9c2mxlfbtMKfYuvKie9TBkd_pwn1Q3q483l5_r66-fvlxeXNeWETXXlLUOuO65ZtAJ6aig4GRLOW0YcaAIoVx0UnFJm7ZVGGwrtZKSlvE6qtlJdb6XnZZ2dJ11YU4wmCn5EdLGRPDm307w38063hlCWHmLkqJw9qCQ4s_F5dmMPls3DBBc2Y9hWLNGC62agr75D72NSyp73VFSMVasFerdnrIp5pxcf3BDsNkGaq74t4tdoKsCv37s_4D-ia8Ar_ZAyvbQ_fsj2D01p6Yw</recordid><startdate>20240812</startdate><enddate>20240812</enddate><creator>Tella, Adedibu C</creator><creator>Olatunji, Sunday J</creator><creator>Ajibade, Peter A</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0003-2090-4747</orcidid><orcidid>https://orcid.org/0000-0002-8581-2387</orcidid></search><sort><creationdate>20240812</creationdate><title>Functionalization of a porous copper() metal-organic framework and its capacity for loading and delivery of ibuprofen</title><author>Tella, Adedibu C ; Olatunji, Sunday J ; Ajibade, Peter A</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c318t-23bea49f493ad67e262ae7b242531ea811246d784725bb80acb798772914d293</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Acids</topic><topic>Atomic structure</topic><topic>Chemical bonds</topic><topic>Chemistry</topic><topic>Copper</topic><topic>Covalent bonds</topic><topic>Crystallography</topic><topic>Dimethylformamide</topic><topic>Ethylenediamine</topic><topic>Functional groups</topic><topic>Ibuprofen</topic><topic>Metal-organic frameworks</topic><topic>Nitrogen atoms</topic><topic>Nonsteroidal anti-inflammatory drugs</topic><topic>Oxygen atoms</topic><topic>Single crystals</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tella, Adedibu C</creatorcontrib><creatorcontrib>Olatunji, Sunday J</creatorcontrib><creatorcontrib>Ajibade, Peter A</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tella, Adedibu C</au><au>Olatunji, Sunday J</au><au>Ajibade, Peter A</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Functionalization of a porous copper() metal-organic framework and its capacity for loading and delivery of ibuprofen</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2024-08-12</date><risdate>2024</risdate><volume>14</volume><issue>35</issue><spage>25759</spage><epage>2577</epage><pages>25759-2577</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>A porous copper( ii ) metal-organic framework (MOF) of 4,4′,4′′-tri- tert -butyl-2,2′:6′,2′′-terpyridine(N 3 ttb) and 5-nitroisophthalic acid (npd) formulated as [Cu(npd)(N 3 ttb)]·(DMF)(H 2 O) 1 (DMF = dimethylformamide) was synthesized and characterized by elemental analyses, spectroscopic techniques, single crystal X-ray crystallography, and scanning electron microscopy. Single crystal X-ray crystallographic analysis of the copper( ii ) metal-organic framework reveals a monoclinic crystal system with space group P 2 1 / c . The copper( ii ) ion is in a five-coordinate geometry consisting of three meridional nitrogen atoms of 4,4′,4′′-tri- tert -butyl-2,2′:6′,2′′-terpyridine and two oxygen atoms of 5-nitroisophthalic acid to form a square pyramidal structure. The compound was functionalized with ethylenediamine (ED) to form [Cu(npd)(N 3 ttb)]-ED 2 that was characterized by FT-IR, PXRD, SEM-EDX and BET and the drug loading capacity was investigated and compared with that of as-synthesized MOFs. The amount of ibuprofen loaded was 916.44 mg g −1 (15.27%) &amp; 1530.20 mg g −1 (25.50%) over 1 and 2 , respectively. The results indicate that the functionalized MOFs 2 have a higher loading capacity for ibuprofen than 1 by 613.76 mg g −1 (10.23%), which could be ascribed to the acid-base interactions in the functionalized molecules. The results show that [Cu(npd)(N 3 ttb)]-ED 2 is a better drug transporter than [Cu(npd)(N 3 ttb)]·(DMF)(H 2 O) 1 due to the presence of an amine functional group that interacts with the acid group on the ibuprofen through non-covalent bonds interactions. A porous Cu-MOF of 4,4′,4′′-tri- tert -butyl-2,2′:6′,2′′-terpyridine and 5-nitroisophthalic acid formulated as [Cu(npd)(N 3 ttb)]·(DMF)(H 2 O) was synthesized and characterized by single crystal X-ray crystallography for loading and delivery of ibuprofen.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>39148758</pmid><doi>10.1039/d4ra03678f</doi><tpages>12</tpages><orcidid>https://orcid.org/0000-0003-2090-4747</orcidid><orcidid>https://orcid.org/0000-0002-8581-2387</orcidid><oa>free_for_read</oa></addata></record>
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subjects Acids
Atomic structure
Chemical bonds
Chemistry
Copper
Covalent bonds
Crystallography
Dimethylformamide
Ethylenediamine
Functional groups
Ibuprofen
Metal-organic frameworks
Nitrogen atoms
Nonsteroidal anti-inflammatory drugs
Oxygen atoms
Single crystals
Synthesis
title Functionalization of a porous copper() metal-organic framework and its capacity for loading and delivery of ibuprofen
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