A fluorescent calixarene-based dimeric capsule constructed via a MII–terpyridine interaction: cage structure, inclusion properties and drug release
Two analogues of capsule-like fluorescent cages have been constructed by dimerization of terpyridine-containing calixarene derivatives utilizing a MII–terpyridine (M = Zn and Cd) interaction. 1H NMR spectral studies show that the self-assembled molecular capsules Zn4L12 and Cd4L12 have a highly symm...
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| Veröffentlicht in: | RSC advances 2018-06, Vol.8 (40), p.22530-22535 |
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| container_title | RSC advances |
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| creator | Jun-Fang, Wang Li-Yuan, Huang Jian-Hua Bu Shao-Yong, Li Su, Qin Yao-Wei, Xu Jun-Min, Liu Cheng-Yong, Su |
| description | Two analogues of capsule-like fluorescent cages have been constructed by dimerization of terpyridine-containing calixarene derivatives utilizing a MII–terpyridine (M = Zn and Cd) interaction. 1H NMR spectral studies show that the self-assembled molecular capsules Zn4L12 and Cd4L12 have a highly symmetrical D4h-structure. The encapsulation of the anticancer drug mercaptopurine in their cavities has been documented by NMR, ESI-TOF-MS, fluorescence switching, and molecular simulation, indicating that strong S–π and π–π interactions between drug and cage are of importance for the host–guest binding. The nanoscale cages exhibit excellent behaviors to control the release of mercaptopurine in phosphate buffered saline solution (pH = 7.4). These results further highlight the potential of self-assembled Zn4L12 cages for drug-carrier applications. |
| doi_str_mv | 10.1039/c8ra02146e |
| format | Article |
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The encapsulation of the anticancer drug mercaptopurine in their cavities has been documented by NMR, ESI-TOF-MS, fluorescence switching, and molecular simulation, indicating that strong S–π and π–π interactions between drug and cage are of importance for the host–guest binding. The nanoscale cages exhibit excellent behaviors to control the release of mercaptopurine in phosphate buffered saline solution (pH = 7.4). 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The encapsulation of the anticancer drug mercaptopurine in their cavities has been documented by NMR, ESI-TOF-MS, fluorescence switching, and molecular simulation, indicating that strong S–π and π–π interactions between drug and cage are of importance for the host–guest binding. The nanoscale cages exhibit excellent behaviors to control the release of mercaptopurine in phosphate buffered saline solution (pH = 7.4). These results further highlight the potential of self-assembled Zn4L12 cages for drug-carrier applications.</description><subject>Cadmium</subject><subject>Cages</subject><subject>Calixarenes</subject><subject>Chemistry</subject><subject>Construction</subject><subject>Dimerization</subject><subject>Drug delivery systems</subject><subject>Fluorescence</subject><subject>Molecular chains</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Saline solutions</subject><subject>Self-assembly</subject><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpdkM1u1TAQhS0kRKvSDU9giQ0LAo5_YxZIVcXPlYq6gXXkOJOLK187jOOK7voOiBfsk-Cq3ZTZjEbfnHM0Q8irnr3rmbDv_YCO8V5qeEaOOZO640zbI3JayhVrpVXPdf-CHAmlhDU9OyZ_z-gSa0YoHtJGvYvht0NI0E2uwEzncAAMvoG11AjU51Q2rH5r7Do46ui33e7u9s8GuN5gmEMCGlKbnN9CTh-acA_0QVIR3jboYy0N0RXzCrgFKNSlloR1TxEitNyX5PniYoHTx35Cfnz-9P38a3dx-WV3fnbRrb3i0MFkhOaDn8BaKWAahJkZiGWBYQJmuPJezMMitVVmdnZixqrBTWxetPHLwMUJ-fjgu9bpAPP9C9DFccVwcHgzZhfGpySFn-M-X4-WDb2Ushm8eTTA_KtC2cZDaJ-M0SXItYxca66kVOY-6_V_q1e5YmrnjZwpY4yS3Ip_EPmSSw</recordid><startdate>20180620</startdate><enddate>20180620</enddate><creator>Jun-Fang, Wang</creator><creator>Li-Yuan, Huang</creator><creator>Jian-Hua Bu</creator><creator>Shao-Yong, Li</creator><creator>Su, Qin</creator><creator>Yao-Wei, Xu</creator><creator>Jun-Min, Liu</creator><creator>Cheng-Yong, Su</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20180620</creationdate><title>A fluorescent calixarene-based dimeric capsule constructed via a MII–terpyridine interaction: cage structure, inclusion properties and drug release</title><author>Jun-Fang, Wang ; Li-Yuan, Huang ; Jian-Hua Bu ; Shao-Yong, Li ; Su, Qin ; Yao-Wei, Xu ; Jun-Min, Liu ; Cheng-Yong, Su</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p152e-eb73628cbe9943eb837d0e3ffe8be0725cc3d8f46957da9b07958ab0df67cf823</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Cadmium</topic><topic>Cages</topic><topic>Calixarenes</topic><topic>Chemistry</topic><topic>Construction</topic><topic>Dimerization</topic><topic>Drug delivery systems</topic><topic>Fluorescence</topic><topic>Molecular chains</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Saline solutions</topic><topic>Self-assembly</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jun-Fang, Wang</creatorcontrib><creatorcontrib>Li-Yuan, Huang</creatorcontrib><creatorcontrib>Jian-Hua Bu</creatorcontrib><creatorcontrib>Shao-Yong, Li</creatorcontrib><creatorcontrib>Su, Qin</creatorcontrib><creatorcontrib>Yao-Wei, Xu</creatorcontrib><creatorcontrib>Jun-Min, Liu</creatorcontrib><creatorcontrib>Cheng-Yong, Su</creatorcontrib><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>Jun-Fang, Wang</au><au>Li-Yuan, Huang</au><au>Jian-Hua Bu</au><au>Shao-Yong, Li</au><au>Su, Qin</au><au>Yao-Wei, Xu</au><au>Jun-Min, Liu</au><au>Cheng-Yong, Su</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A fluorescent calixarene-based dimeric capsule constructed via a MII–terpyridine interaction: cage structure, inclusion properties and drug release</atitle><jtitle>RSC advances</jtitle><date>2018-06-20</date><risdate>2018</risdate><volume>8</volume><issue>40</issue><spage>22530</spage><epage>22535</epage><pages>22530-22535</pages><eissn>2046-2069</eissn><abstract>Two analogues of capsule-like fluorescent cages have been constructed by dimerization of terpyridine-containing calixarene derivatives utilizing a MII–terpyridine (M = Zn and Cd) interaction. 1H NMR spectral studies show that the self-assembled molecular capsules Zn4L12 and Cd4L12 have a highly symmetrical D4h-structure. The encapsulation of the anticancer drug mercaptopurine in their cavities has been documented by NMR, ESI-TOF-MS, fluorescence switching, and molecular simulation, indicating that strong S–π and π–π interactions between drug and cage are of importance for the host–guest binding. The nanoscale cages exhibit excellent behaviors to control the release of mercaptopurine in phosphate buffered saline solution (pH = 7.4). These results further highlight the potential of self-assembled Zn4L12 cages for drug-carrier applications.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><pmid>35539710</pmid><doi>10.1039/c8ra02146e</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | RSC advances, 2018-06, Vol.8 (40), p.22530-22535 |
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| language | eng |
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| source | DOAJ Directory of Open Access Journals; PubMed Central Open Access; EZB-FREE-00999 freely available EZB journals; PubMed Central |
| subjects | Cadmium Cages Calixarenes Chemistry Construction Dimerization Drug delivery systems Fluorescence Molecular chains NMR Nuclear magnetic resonance Saline solutions Self-assembly |
| title | A fluorescent calixarene-based dimeric capsule constructed via a MII–terpyridine interaction: cage structure, inclusion properties and drug release |
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