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Galactosyl Pentadecene Reversibly Enhances Transdermal and Topical Drug Delivery
M. Kopečná, M. Macháček, E. Prchalová, P. Štěpánek, P. Drašar, M. Kotora, K. Vávrová,
Language English Country United States
Document type Journal Article
NLK
ProQuest Central
from 1997-01-01 to 1 year ago
Medline Complete (EBSCOhost)
from 2010-01-01 to 1 year ago
Nursing & Allied Health Database (ProQuest)
from 1997-01-01 to 1 year ago
Health & Medicine (ProQuest)
from 1997-01-01 to 1 year ago
- MeSH
- Alkenes administration & dosage chemistry MeSH
- Administration, Cutaneous MeSH
- Cytosine administration & dosage analogs & derivatives chemistry MeSH
- Epidermis metabolism MeSH
- Fibroblasts drug effects metabolism MeSH
- Galactose analogs & derivatives chemistry MeSH
- Galactosides administration & dosage chemistry MeSH
- Hydrocortisone administration & dosage chemistry MeSH
- Keratinocytes drug effects metabolism MeSH
- Skin Absorption drug effects MeSH
- Skin metabolism MeSH
- Humans MeSH
- Lipids chemistry MeSH
- Organophosphonates administration & dosage chemistry MeSH
- Permeability MeSH
- Theophylline administration & dosage chemistry MeSH
- Drug Liberation MeSH
- Water MeSH
- Structure-Activity Relationship MeSH
- Check Tag
- Humans MeSH
- Publication type
- Journal Article MeSH
PURPOSE: To study new skin penetration/permeation enhancers based on amphiphilic galactose derivatives. METHODS: Two series of alkyl and alkenyl galactosides were synthesized and evaluated for their enhancing effect on transdermal/topical delivery of theophylline (TH), hydrocortisone (HC) and cidofovir (CDV), reversibility of their effects on transepidermal water loss (TEWL) and skin impedance, interaction with the stratum corneum using infrared spectroscopy, and cytotoxicity on keratinocytes and fibroblasts. RESULTS: Initial evaluation identified 1-(α-D-galactopyranosyl)-(2E)-pentadec-2-ene A15 as a highly potent enhancer - it increased TH and HC flux through human skin 8.5 and 5 times, respectively. Compound A15 increased the epidermal concentration of a potent antiviral CDV 7 times over that reached by control and Span 20 (an established sugar-based enhancer). Infrared spectroscopy of human stratum corneum indicated interaction of A15 with skin barrier lipids but not proteins. These effects of A15 on the skin barrier were reversible (both TEWL and skin impedance returned to baseline values within 24 h after A15 had been removed from skin). In vitro toxicity of A15 on HaCaT keratinocytes and 3T3 fibroblasts was acceptable, with IC50 values over 60 μM. CONCLUSIONS: Galactosyl pentadecene A15 is a potent enhancer with low toxicity and reversible action.
References provided by Crossref.org
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- $a Kopečná, Monika $u Skin Barrier Research Group,, Charles University, Faculty of Pharmacy in Hradec Králové,, Akademika Heyrovského 1203,, 50005, Hradec Králové, Czech Republic.
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- $a Galactosyl Pentadecene Reversibly Enhances Transdermal and Topical Drug Delivery / $c M. Kopečná, M. Macháček, E. Prchalová, P. Štěpánek, P. Drašar, M. Kotora, K. Vávrová,
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- $a PURPOSE: To study new skin penetration/permeation enhancers based on amphiphilic galactose derivatives. METHODS: Two series of alkyl and alkenyl galactosides were synthesized and evaluated for their enhancing effect on transdermal/topical delivery of theophylline (TH), hydrocortisone (HC) and cidofovir (CDV), reversibility of their effects on transepidermal water loss (TEWL) and skin impedance, interaction with the stratum corneum using infrared spectroscopy, and cytotoxicity on keratinocytes and fibroblasts. RESULTS: Initial evaluation identified 1-(α-D-galactopyranosyl)-(2E)-pentadec-2-ene A15 as a highly potent enhancer - it increased TH and HC flux through human skin 8.5 and 5 times, respectively. Compound A15 increased the epidermal concentration of a potent antiviral CDV 7 times over that reached by control and Span 20 (an established sugar-based enhancer). Infrared spectroscopy of human stratum corneum indicated interaction of A15 with skin barrier lipids but not proteins. These effects of A15 on the skin barrier were reversible (both TEWL and skin impedance returned to baseline values within 24 h after A15 had been removed from skin). In vitro toxicity of A15 on HaCaT keratinocytes and 3T3 fibroblasts was acceptable, with IC50 values over 60 μM. CONCLUSIONS: Galactosyl pentadecene A15 is a potent enhancer with low toxicity and reversible action.
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- $a Macháček, Miloslav $u Department of Biochemical Sciences,, Charles University Faculty of Pharmacy in Hradec Králové,, Akademika Heyrovského 1203,, 50005, Hradec Králové, Czech Republic.
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- $a Prchalová, Eva $u Institute of Organic Chemistry and Biochemistry AS CR, Flemingovo náměstí 2,, 166 10, Praha 6, Czech Republic.
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- $a Štěpánek, Petr $u Department of Chemistry of Natural Compounds,, University of Chemical Technology, Technická 5, 166 28, 6 - Dejvice, Praha, Czech Republic.
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- $a Drašar, Pavel $u Department of Chemistry of Natural Compounds,, University of Chemical Technology, Technická 5, 166 28, 6 - Dejvice, Praha, Czech Republic.
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- $a Kotora, Martin $u Institute of Organic Chemistry and Biochemistry AS CR, Flemingovo náměstí 2,, 166 10, Praha 6, Czech Republic. Department of Organic Chemistry, Faculty of Science, Charles University, Albertov 6,, 128 43, Praha 2, Czech Republic.
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- $a Vávrová, Kateřina $u Skin Barrier Research Group,, Charles University, Faculty of Pharmacy in Hradec Králové,, Akademika Heyrovského 1203,, 50005, Hradec Králové, Czech Republic. katerina.vavrova@faf.cuni.cz.
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