Transdermal and dermal delivery of adefovir: Effects of pH and permeation enhancers
The objective of this work was to investigate feasibility of transdermal and dermal delivery of adefovir (9-(2-phosphonomethoxyethyl)adenine), a broad-spectrum antiviral from the class of acyclic nucleoside phosphonates. Transport of 2% adefovir through and into porcine skin and effects of various s...
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| Veröffentlicht in: | European journal of pharmaceutics and biopharmaceutics 2008-06, Vol.69 (2), p.597-604 |
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| container_title | European journal of pharmaceutics and biopharmaceutics |
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| creator | VAVROVA, Katerina LORENCOVA, Katerina KLIMENTOVA, Jana NOVOTNY, Jakub HOLY, Antoinin HRABALEK, Alexandr |
| description | The objective of this work was to investigate feasibility of transdermal and dermal delivery of adefovir (9-(2-phosphonomethoxyethyl)adenine), a broad-spectrum antiviral from the class of acyclic nucleoside phosphonates. Transport of 2% adefovir through and into porcine skin and effects of various solvents, pH, and permeation enhancers were studied
in vitro using Franz diffusion cell. From aqueous donor samples, adefovir flux through the skin was 0.2–5.4
μg/cm
2/h with greatest permeation rate at pH 7.8. The corresponding adefovir skin concentrations reached values of 120—350
μg/g of tissue. Increased solvent lipophilicity resulted in higher skin concentration but had only minor effect on adefovir flux. A significant influence of counter ions on both transdermal and dermal transport of adefovir zwitterion was observed at pH 3.4. Permeation enhancer dodecanol was ineffective, 1-dodecylazepan-2-one (Azone) and dodecyl 2-(dimethylamino)propionate (DDAIP) showed moderate activity. The highest adefovir flux (11.3
±
3.6
μg/cm
2/h) and skin concentration (1549
±
416
μg/g) were achieved with 1% Transkarbam 12 (5-(dodecyloxycarbonyl)pentylammonium 5-(dodecyloxycarbonyl)pentylcarbamate) at pH 4. This study suggests that, despite its hydrophilic and ionizable nature, adefovir can be successfully delivered through the skin. |
| doi_str_mv | 10.1016/j.ejpb.2007.12.005 |
| format | Article |
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in vitro using Franz diffusion cell. From aqueous donor samples, adefovir flux through the skin was 0.2–5.4
μg/cm
2/h with greatest permeation rate at pH 7.8. The corresponding adefovir skin concentrations reached values of 120—350
μg/g of tissue. Increased solvent lipophilicity resulted in higher skin concentration but had only minor effect on adefovir flux. A significant influence of counter ions on both transdermal and dermal transport of adefovir zwitterion was observed at pH 3.4. Permeation enhancer dodecanol was ineffective, 1-dodecylazepan-2-one (Azone) and dodecyl 2-(dimethylamino)propionate (DDAIP) showed moderate activity. The highest adefovir flux (11.3
±
3.6
μg/cm
2/h) and skin concentration (1549
±
416
μg/g) were achieved with 1% Transkarbam 12 (5-(dodecyloxycarbonyl)pentylammonium 5-(dodecyloxycarbonyl)pentylcarbamate) at pH 4. This study suggests that, despite its hydrophilic and ionizable nature, adefovir can be successfully delivered through the skin.</description><identifier>ISSN: 0939-6411</identifier><identifier>EISSN: 1873-3441</identifier><identifier>DOI: 10.1016/j.ejpb.2007.12.005</identifier><identifier>PMID: 18248973</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Acyclic nucleoside phosphonates ; Adefovir ; Adenine - administration & dosage ; Adenine - analogs & derivatives ; Adenine - pharmacokinetics ; Administration, Cutaneous ; Antiviral Agents - administration & dosage ; Antiviral Agents - pharmacokinetics ; Biological and medical sciences ; Chromatography, High Pressure Liquid ; Drug Delivery Systems ; Excipients ; General pharmacology ; Humans ; Hydrogen-Ion Concentration ; In Vitro Techniques ; Medical sciences ; Organophosphonates - administration & dosage ; Organophosphonates - pharmacokinetics ; Permeability ; Permeation enhancer ; Pharmaceutical technology. Pharmaceutical industry ; Pharmacology. Drug treatments ; Skin absorption ; Skin Absorption - drug effects ; Solvents ; Transdermal drug delivery</subject><ispartof>European journal of pharmaceutics and biopharmaceutics, 2008-06, Vol.69 (2), p.597-604</ispartof><rights>2007 Elsevier B.V.</rights><rights>2008 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c384t-b45ff48edcabda3c5452fb0eefded9236e3ca0b952f7b278739ea5ebfa024be63</citedby><cites>FETCH-LOGICAL-c384t-b45ff48edcabda3c5452fb0eefded9236e3ca0b952f7b278739ea5ebfa024be63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.ejpb.2007.12.005$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,27923,27924,45994</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20383991$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18248973$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>VAVROVA, Katerina</creatorcontrib><creatorcontrib>LORENCOVA, Katerina</creatorcontrib><creatorcontrib>KLIMENTOVA, Jana</creatorcontrib><creatorcontrib>NOVOTNY, Jakub</creatorcontrib><creatorcontrib>HOLY, Antoinin</creatorcontrib><creatorcontrib>HRABALEK, Alexandr</creatorcontrib><title>Transdermal and dermal delivery of adefovir: Effects of pH and permeation enhancers</title><title>European journal of pharmaceutics and biopharmaceutics</title><addtitle>Eur J Pharm Biopharm</addtitle><description>The objective of this work was to investigate feasibility of transdermal and dermal delivery of adefovir (9-(2-phosphonomethoxyethyl)adenine), a broad-spectrum antiviral from the class of acyclic nucleoside phosphonates. Transport of 2% adefovir through and into porcine skin and effects of various solvents, pH, and permeation enhancers were studied
in vitro using Franz diffusion cell. From aqueous donor samples, adefovir flux through the skin was 0.2–5.4
μg/cm
2/h with greatest permeation rate at pH 7.8. The corresponding adefovir skin concentrations reached values of 120—350
μg/g of tissue. Increased solvent lipophilicity resulted in higher skin concentration but had only minor effect on adefovir flux. A significant influence of counter ions on both transdermal and dermal transport of adefovir zwitterion was observed at pH 3.4. Permeation enhancer dodecanol was ineffective, 1-dodecylazepan-2-one (Azone) and dodecyl 2-(dimethylamino)propionate (DDAIP) showed moderate activity. The highest adefovir flux (11.3
±
3.6
μg/cm
2/h) and skin concentration (1549
±
416
μg/g) were achieved with 1% Transkarbam 12 (5-(dodecyloxycarbonyl)pentylammonium 5-(dodecyloxycarbonyl)pentylcarbamate) at pH 4. This study suggests that, despite its hydrophilic and ionizable nature, adefovir can be successfully delivered through the skin.</description><subject>Acyclic nucleoside phosphonates</subject><subject>Adefovir</subject><subject>Adenine - administration & dosage</subject><subject>Adenine - analogs & derivatives</subject><subject>Adenine - pharmacokinetics</subject><subject>Administration, Cutaneous</subject><subject>Antiviral Agents - administration & dosage</subject><subject>Antiviral Agents - pharmacokinetics</subject><subject>Biological and medical sciences</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Drug Delivery Systems</subject><subject>Excipients</subject><subject>General pharmacology</subject><subject>Humans</subject><subject>Hydrogen-Ion Concentration</subject><subject>In Vitro Techniques</subject><subject>Medical sciences</subject><subject>Organophosphonates - administration & dosage</subject><subject>Organophosphonates - pharmacokinetics</subject><subject>Permeability</subject><subject>Permeation enhancer</subject><subject>Pharmaceutical technology. Pharmaceutical industry</subject><subject>Pharmacology. Drug treatments</subject><subject>Skin absorption</subject><subject>Skin Absorption - drug effects</subject><subject>Solvents</subject><subject>Transdermal drug delivery</subject><issn>0939-6411</issn><issn>1873-3441</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kE1Lw0AQhhdRtFb_gAfJRW-J-5VsIl6kqBUKHtTzsh-zuCVN4m5b8N-7tUFvnmYYnneYeRC6ILggmFQ3ywKWgy4oxqIgtMC4PEATUguWM87JIZrghjV5xQk5QacxLjHGXJT1MTohNeV1I9gEvb4F1UULYaXaTHU2G1sLrd9C-Mp6lykLrt_6cJs9OAdmHXfDYf6DDwkHtfZ9l0H3oToDIZ6hI6faCOdjnaL3x4e32TxfvDw9z-4XuWE1X-eal87xGqxR2ipmSl5SpzGAs2AbyipgRmHdpKnQVKS_GlAlaKcw5RoqNkXX-71D6D83ENdy5aOBtlUd9JsoBRacVUwkkO5BE_oYAzg5BL9S4UsSLHcq5VLuVMqdSkmoTCpT6HLcvtErsH-R0V0CrkZARaNal0QaH385ilnNmoYk7m7PQXKx9RBkNB6SKetDsilt7_-74xt5p5Ng</recordid><startdate>20080601</startdate><enddate>20080601</enddate><creator>VAVROVA, Katerina</creator><creator>LORENCOVA, Katerina</creator><creator>KLIMENTOVA, Jana</creator><creator>NOVOTNY, Jakub</creator><creator>HOLY, Antoinin</creator><creator>HRABALEK, Alexandr</creator><general>Elsevier B.V</general><general>Elsevier Science</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>7X8</scope></search><sort><creationdate>20080601</creationdate><title>Transdermal and dermal delivery of adefovir: Effects of pH and permeation enhancers</title><author>VAVROVA, Katerina ; LORENCOVA, Katerina ; KLIMENTOVA, Jana ; NOVOTNY, Jakub ; HOLY, Antoinin ; HRABALEK, Alexandr</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c384t-b45ff48edcabda3c5452fb0eefded9236e3ca0b952f7b278739ea5ebfa024be63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Acyclic nucleoside phosphonates</topic><topic>Adefovir</topic><topic>Adenine - administration & dosage</topic><topic>Adenine - analogs & derivatives</topic><topic>Adenine - pharmacokinetics</topic><topic>Administration, Cutaneous</topic><topic>Antiviral Agents - administration & dosage</topic><topic>Antiviral Agents - pharmacokinetics</topic><topic>Biological and medical sciences</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Drug Delivery Systems</topic><topic>Excipients</topic><topic>General pharmacology</topic><topic>Humans</topic><topic>Hydrogen-Ion Concentration</topic><topic>In Vitro Techniques</topic><topic>Medical sciences</topic><topic>Organophosphonates - administration & dosage</topic><topic>Organophosphonates - pharmacokinetics</topic><topic>Permeability</topic><topic>Permeation enhancer</topic><topic>Pharmaceutical technology. Pharmaceutical industry</topic><topic>Pharmacology. Drug treatments</topic><topic>Skin absorption</topic><topic>Skin Absorption - drug effects</topic><topic>Solvents</topic><topic>Transdermal drug delivery</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>VAVROVA, Katerina</creatorcontrib><creatorcontrib>LORENCOVA, Katerina</creatorcontrib><creatorcontrib>KLIMENTOVA, Jana</creatorcontrib><creatorcontrib>NOVOTNY, Jakub</creatorcontrib><creatorcontrib>HOLY, Antoinin</creatorcontrib><creatorcontrib>HRABALEK, Alexandr</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>MEDLINE - Academic</collection><jtitle>European journal of pharmaceutics and biopharmaceutics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>VAVROVA, Katerina</au><au>LORENCOVA, Katerina</au><au>KLIMENTOVA, Jana</au><au>NOVOTNY, Jakub</au><au>HOLY, Antoinin</au><au>HRABALEK, Alexandr</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Transdermal and dermal delivery of adefovir: Effects of pH and permeation enhancers</atitle><jtitle>European journal of pharmaceutics and biopharmaceutics</jtitle><addtitle>Eur J Pharm Biopharm</addtitle><date>2008-06-01</date><risdate>2008</risdate><volume>69</volume><issue>2</issue><spage>597</spage><epage>604</epage><pages>597-604</pages><issn>0939-6411</issn><eissn>1873-3441</eissn><abstract>The objective of this work was to investigate feasibility of transdermal and dermal delivery of adefovir (9-(2-phosphonomethoxyethyl)adenine), a broad-spectrum antiviral from the class of acyclic nucleoside phosphonates. Transport of 2% adefovir through and into porcine skin and effects of various solvents, pH, and permeation enhancers were studied
in vitro using Franz diffusion cell. From aqueous donor samples, adefovir flux through the skin was 0.2–5.4
μg/cm
2/h with greatest permeation rate at pH 7.8. The corresponding adefovir skin concentrations reached values of 120—350
μg/g of tissue. Increased solvent lipophilicity resulted in higher skin concentration but had only minor effect on adefovir flux. A significant influence of counter ions on both transdermal and dermal transport of adefovir zwitterion was observed at pH 3.4. Permeation enhancer dodecanol was ineffective, 1-dodecylazepan-2-one (Azone) and dodecyl 2-(dimethylamino)propionate (DDAIP) showed moderate activity. The highest adefovir flux (11.3
±
3.6
μg/cm
2/h) and skin concentration (1549
±
416
μg/g) were achieved with 1% Transkarbam 12 (5-(dodecyloxycarbonyl)pentylammonium 5-(dodecyloxycarbonyl)pentylcarbamate) at pH 4. This study suggests that, despite its hydrophilic and ionizable nature, adefovir can be successfully delivered through the skin.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>18248973</pmid><doi>10.1016/j.ejpb.2007.12.005</doi><tpages>8</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0939-6411 |
| ispartof | European journal of pharmaceutics and biopharmaceutics, 2008-06, Vol.69 (2), p.597-604 |
| issn | 0939-6411 1873-3441 |
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| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | Acyclic nucleoside phosphonates Adefovir Adenine - administration & dosage Adenine - analogs & derivatives Adenine - pharmacokinetics Administration, Cutaneous Antiviral Agents - administration & dosage Antiviral Agents - pharmacokinetics Biological and medical sciences Chromatography, High Pressure Liquid Drug Delivery Systems Excipients General pharmacology Humans Hydrogen-Ion Concentration In Vitro Techniques Medical sciences Organophosphonates - administration & dosage Organophosphonates - pharmacokinetics Permeability Permeation enhancer Pharmaceutical technology. Pharmaceutical industry Pharmacology. Drug treatments Skin absorption Skin Absorption - drug effects Solvents Transdermal drug delivery |
| title | Transdermal and dermal delivery of adefovir: Effects of pH and permeation enhancers |
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