Tripodal amphiphiles tunable for self-assembly to polymersomes
Cyclotriphosphazenes grafted with equimolar amounts of a hydrophilic polyethylene glycol and a hydrophobic oligopeptide in cis-nongeminal way form a new class of tripodal amphiphiles allowing both intra- and intermolecular hydrophobic interactions that differ from linear block copolymer amphiphiles....
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| Veröffentlicht in: | Journal of controlled release 2010-02, Vol.142 (1), p.132-137 |
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| creator | YONG JOO JUN MIN KYOUNG PARK JADHAV, Vithal B JU HEE SONG SONG WHA CHAE HWA JEONG LEE KYUNG SU PARK JEONG, Byeongmoon JIN HO CHOY YOUN SOO SOHN |
| description | Cyclotriphosphazenes grafted with equimolar amounts of a hydrophilic polyethylene glycol and a hydrophobic oligopeptide in cis-nongeminal way form a new class of tripodal amphiphiles allowing both intra- and intermolecular hydrophobic interactions that differ from linear block copolymer amphiphiles. It has been found in this study that the tripodal amphiphiles can be tuned for self-assembly from micelles to bilayered polymersomes by controlling the hydrophobicity of the oligopeptide grafted. For instance, the tripodal amphiphiles with an intermediate hydrophobicity (0 |
| doi_str_mv | 10.1016/j.jconrel.2009.10.004 |
| format | Article |
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It has been found in this study that the tripodal amphiphiles can be tuned for self-assembly from micelles to bilayered polymersomes by controlling the hydrophobicity of the oligopeptide grafted. For instance, the tripodal amphiphiles with an intermediate hydrophobicity (0<log P<1) (P=[solute](n-octanol)/[solute](water)) reassemble from initially formed micelles into polymersomes, whereas the trimers bearing highly hydrophobic oligopeptides (log P>1) remain as stable micelles in aqueous solution. These biodegradable polymersomes exhibit outstanding physicochemical properties required for practical drug delivery and other biomedical applications. In particular, the cyclic phosphazene trimer platinated with a hydrophobic cis-bis(cyclohexylamine)Pt-moiety forms very stable polymersomes with excellent tumor selectivity by EPR effect and seems to be a promising candidate for preclinical studies.</description><identifier>ISSN: 0168-3659</identifier><identifier>EISSN: 1873-4995</identifier><identifier>DOI: 10.1016/j.jconrel.2009.10.004</identifier><identifier>PMID: 19822179</identifier><identifier>CODEN: JCREEC</identifier><language>eng</language><publisher>Kidlington: Elsevier</publisher><subject>Animals ; Biodegradability ; Biological and medical sciences ; Controlled release ; Copolymers ; Drug delivery ; Drug Delivery Systems ; General pharmacology ; Hydrophobic and Hydrophilic Interactions ; Hydrophobicity ; Male ; Medical sciences ; Mice ; Mice, Inbred C57BL ; Micelles ; Oligopeptides ; Oligopeptides - chemistry ; Oligopeptides - pharmacokinetics ; Organophosphorus Compounds - chemistry ; Organophosphorus Compounds - pharmacokinetics ; Pharmaceutical technology. Pharmaceutical industry ; Pharmacology. Drug treatments ; Physicochemical properties ; Polyethylene glycol ; Self-assembly ; Surface-Active Agents - chemistry ; Surface-Active Agents - pharmacokinetics ; Tumors</subject><ispartof>Journal of controlled release, 2010-02, Vol.142 (1), p.132-137</ispartof><rights>2015 INIST-CNRS</rights><rights>Copyright 2009 Elsevier B.V. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c371t-16a2a7656191b5c47fe32c8f0d5fdf34d2f1778775fb67320408335482b3b1873</citedby><cites>FETCH-LOGICAL-c371t-16a2a7656191b5c47fe32c8f0d5fdf34d2f1778775fb67320408335482b3b1873</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=22499549$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19822179$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>YONG JOO JUN</creatorcontrib><creatorcontrib>MIN KYOUNG PARK</creatorcontrib><creatorcontrib>JADHAV, Vithal B</creatorcontrib><creatorcontrib>JU HEE SONG</creatorcontrib><creatorcontrib>SONG WHA CHAE</creatorcontrib><creatorcontrib>HWA JEONG LEE</creatorcontrib><creatorcontrib>KYUNG SU PARK</creatorcontrib><creatorcontrib>JEONG, Byeongmoon</creatorcontrib><creatorcontrib>JIN HO CHOY</creatorcontrib><creatorcontrib>YOUN SOO SOHN</creatorcontrib><title>Tripodal amphiphiles tunable for self-assembly to polymersomes</title><title>Journal of controlled release</title><addtitle>J Control Release</addtitle><description>Cyclotriphosphazenes grafted with equimolar amounts of a hydrophilic polyethylene glycol and a hydrophobic oligopeptide in cis-nongeminal way form a new class of tripodal amphiphiles allowing both intra- and intermolecular hydrophobic interactions that differ from linear block copolymer amphiphiles. It has been found in this study that the tripodal amphiphiles can be tuned for self-assembly from micelles to bilayered polymersomes by controlling the hydrophobicity of the oligopeptide grafted. For instance, the tripodal amphiphiles with an intermediate hydrophobicity (0<log P<1) (P=[solute](n-octanol)/[solute](water)) reassemble from initially formed micelles into polymersomes, whereas the trimers bearing highly hydrophobic oligopeptides (log P>1) remain as stable micelles in aqueous solution. These biodegradable polymersomes exhibit outstanding physicochemical properties required for practical drug delivery and other biomedical applications. In particular, the cyclic phosphazene trimer platinated with a hydrophobic cis-bis(cyclohexylamine)Pt-moiety forms very stable polymersomes with excellent tumor selectivity by EPR effect and seems to be a promising candidate for preclinical studies.</description><subject>Animals</subject><subject>Biodegradability</subject><subject>Biological and medical sciences</subject><subject>Controlled release</subject><subject>Copolymers</subject><subject>Drug delivery</subject><subject>Drug Delivery Systems</subject><subject>General pharmacology</subject><subject>Hydrophobic and Hydrophilic Interactions</subject><subject>Hydrophobicity</subject><subject>Male</subject><subject>Medical sciences</subject><subject>Mice</subject><subject>Mice, Inbred C57BL</subject><subject>Micelles</subject><subject>Oligopeptides</subject><subject>Oligopeptides - chemistry</subject><subject>Oligopeptides - pharmacokinetics</subject><subject>Organophosphorus Compounds - chemistry</subject><subject>Organophosphorus Compounds - pharmacokinetics</subject><subject>Pharmaceutical technology. Pharmaceutical industry</subject><subject>Pharmacology. Drug treatments</subject><subject>Physicochemical properties</subject><subject>Polyethylene glycol</subject><subject>Self-assembly</subject><subject>Surface-Active Agents - chemistry</subject><subject>Surface-Active Agents - pharmacokinetics</subject><subject>Tumors</subject><issn>0168-3659</issn><issn>1873-4995</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp90ctKxDAUBuAgijOOPoLSjeimNdem2QgyeIMBN-O6pGmCLWlTk3Yxb2_KFN0JgcDhOwnnPwBcI5ghiPKHNmuV6722GYZQxFoGIT0Ba1RwklIh2ClYR1ekJGdiBS5CaCGEjFB-DlZIFBgjLtbgce-bwdXSJrIbvpp4rA7JOPWysjoxzidBW5PKEHRX2UMyumRw9tBpH1ynwyU4M9IGfbXcG_D58rzfvqW7j9f37dMuVYSjMUW5xJLnLEcCVUxRbjTBqjCwZqY2hNbYIM4Lzpmpck4wpLAghNECV6SaJ9qAu-O7g3ffkw5j2TVBaWtlr90USk6IoCiOGuX9vzKGRxHkEMNI2ZEq70Lw2pSDbzrpDxHNLi_bcgm5nEOeyzHk2HezfDFVna7_upZUI7hdgAxKWuNlr5rw6zCe90MF-QGXgoYX</recordid><startdate>20100225</startdate><enddate>20100225</enddate><creator>YONG JOO JUN</creator><creator>MIN KYOUNG PARK</creator><creator>JADHAV, Vithal B</creator><creator>JU HEE SONG</creator><creator>SONG WHA CHAE</creator><creator>HWA JEONG LEE</creator><creator>KYUNG SU PARK</creator><creator>JEONG, Byeongmoon</creator><creator>JIN HO CHOY</creator><creator>YOUN SOO SOHN</creator><general>Elsevier</general><scope>IQODW</scope><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>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20100225</creationdate><title>Tripodal amphiphiles tunable for self-assembly to polymersomes</title><author>YONG JOO JUN ; MIN KYOUNG PARK ; JADHAV, Vithal B ; JU HEE SONG ; SONG WHA CHAE ; HWA JEONG LEE ; KYUNG SU PARK ; JEONG, Byeongmoon ; JIN HO CHOY ; YOUN SOO SOHN</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c371t-16a2a7656191b5c47fe32c8f0d5fdf34d2f1778775fb67320408335482b3b1873</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Animals</topic><topic>Biodegradability</topic><topic>Biological and medical sciences</topic><topic>Controlled release</topic><topic>Copolymers</topic><topic>Drug delivery</topic><topic>Drug Delivery Systems</topic><topic>General pharmacology</topic><topic>Hydrophobic and Hydrophilic Interactions</topic><topic>Hydrophobicity</topic><topic>Male</topic><topic>Medical sciences</topic><topic>Mice</topic><topic>Mice, Inbred C57BL</topic><topic>Micelles</topic><topic>Oligopeptides</topic><topic>Oligopeptides - chemistry</topic><topic>Oligopeptides - pharmacokinetics</topic><topic>Organophosphorus Compounds - chemistry</topic><topic>Organophosphorus Compounds - pharmacokinetics</topic><topic>Pharmaceutical technology. Pharmaceutical industry</topic><topic>Pharmacology. Drug treatments</topic><topic>Physicochemical properties</topic><topic>Polyethylene glycol</topic><topic>Self-assembly</topic><topic>Surface-Active Agents - chemistry</topic><topic>Surface-Active Agents - pharmacokinetics</topic><topic>Tumors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>YONG JOO JUN</creatorcontrib><creatorcontrib>MIN KYOUNG PARK</creatorcontrib><creatorcontrib>JADHAV, Vithal B</creatorcontrib><creatorcontrib>JU HEE SONG</creatorcontrib><creatorcontrib>SONG WHA CHAE</creatorcontrib><creatorcontrib>HWA JEONG LEE</creatorcontrib><creatorcontrib>KYUNG SU PARK</creatorcontrib><creatorcontrib>JEONG, Byeongmoon</creatorcontrib><creatorcontrib>JIN HO CHOY</creatorcontrib><creatorcontrib>YOUN SOO SOHN</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of controlled release</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>YONG JOO JUN</au><au>MIN KYOUNG PARK</au><au>JADHAV, Vithal B</au><au>JU HEE SONG</au><au>SONG WHA CHAE</au><au>HWA JEONG LEE</au><au>KYUNG SU PARK</au><au>JEONG, Byeongmoon</au><au>JIN HO CHOY</au><au>YOUN SOO SOHN</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Tripodal amphiphiles tunable for self-assembly to polymersomes</atitle><jtitle>Journal of controlled release</jtitle><addtitle>J Control Release</addtitle><date>2010-02-25</date><risdate>2010</risdate><volume>142</volume><issue>1</issue><spage>132</spage><epage>137</epage><pages>132-137</pages><issn>0168-3659</issn><eissn>1873-4995</eissn><coden>JCREEC</coden><abstract>Cyclotriphosphazenes grafted with equimolar amounts of a hydrophilic polyethylene glycol and a hydrophobic oligopeptide in cis-nongeminal way form a new class of tripodal amphiphiles allowing both intra- and intermolecular hydrophobic interactions that differ from linear block copolymer amphiphiles. It has been found in this study that the tripodal amphiphiles can be tuned for self-assembly from micelles to bilayered polymersomes by controlling the hydrophobicity of the oligopeptide grafted. For instance, the tripodal amphiphiles with an intermediate hydrophobicity (0<log P<1) (P=[solute](n-octanol)/[solute](water)) reassemble from initially formed micelles into polymersomes, whereas the trimers bearing highly hydrophobic oligopeptides (log P>1) remain as stable micelles in aqueous solution. These biodegradable polymersomes exhibit outstanding physicochemical properties required for practical drug delivery and other biomedical applications. 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| ispartof | Journal of controlled release, 2010-02, Vol.142 (1), p.132-137 |
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| subjects | Animals Biodegradability Biological and medical sciences Controlled release Copolymers Drug delivery Drug Delivery Systems General pharmacology Hydrophobic and Hydrophilic Interactions Hydrophobicity Male Medical sciences Mice Mice, Inbred C57BL Micelles Oligopeptides Oligopeptides - chemistry Oligopeptides - pharmacokinetics Organophosphorus Compounds - chemistry Organophosphorus Compounds - pharmacokinetics Pharmaceutical technology. Pharmaceutical industry Pharmacology. Drug treatments Physicochemical properties Polyethylene glycol Self-assembly Surface-Active Agents - chemistry Surface-Active Agents - pharmacokinetics Tumors |
| title | Tripodal amphiphiles tunable for self-assembly to polymersomes |
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