Investigation of substituted 6-aminohexanoates as skin penetration enhancers

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22330%2F12%3A43892403" target="_blank" >RIV/60461373:22330/12:43892403 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/62157124:16370/12:43871111

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.bmc.2011.11.033" target="_blank" >http://dx.doi.org/10.1016/j.bmc.2011.11.033</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.bmc.2011.11.033" target="_blank" >10.1016/j.bmc.2011.11.033</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Investigation of substituted 6-aminohexanoates as skin penetration enhancers

Popis výsledku v původním jazyce

Skin penetration enhancers are compounds used to facilitate the transdermal delivery of drugs that are otherwise not sufficiently permeable. Through a synthetic route implementing two series of esters, we generated transdermal penetration enhancers by amulti-step reaction with substituted 6-aminohexanoic acid. We present the synthesis of all newly prepared compounds here with structural confirmation accomplished by 1H NMR, 13C NMR, IR and mass spectroscopy (MS). The lipophilicity (logk) of all compounds was determined via RP-HPLC and their hydrophobicity (logP/ClogP) was also calculated using two commercially available programs. Ab initio calculations of geometry and molecular dynamic simulations were employed to investigate the 3-dimensional structures of selected compounds. The transdermal penetration-enhancing activity of all the synthesized esters were examined in vitro and demonstrated higher enhancement ratios than oleic acid. Compounds 2e (C10 ester chain) and 2f (C11 ester cha

Název v anglickém jazyce

Investigation of substituted 6-aminohexanoates as skin penetration enhancers

Popis výsledku anglicky

Skin penetration enhancers are compounds used to facilitate the transdermal delivery of drugs that are otherwise not sufficiently permeable. Through a synthetic route implementing two series of esters, we generated transdermal penetration enhancers by amulti-step reaction with substituted 6-aminohexanoic acid. We present the synthesis of all newly prepared compounds here with structural confirmation accomplished by 1H NMR, 13C NMR, IR and mass spectroscopy (MS). The lipophilicity (logk) of all compounds was determined via RP-HPLC and their hydrophobicity (logP/ClogP) was also calculated using two commercially available programs. Ab initio calculations of geometry and molecular dynamic simulations were employed to investigate the 3-dimensional structures of selected compounds. The transdermal penetration-enhancing activity of all the synthesized esters were examined in vitro and demonstrated higher enhancement ratios than oleic acid. Compounds 2e (C10 ester chain) and 2f (C11 ester cha

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

—

Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2012

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

BIOORGANIC & MEDICINAL CHEMISTRY

ISSN

0968-0896

e-ISSN

—

Svazek periodika

20

Číslo periodika v rámci svazku

1

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

10

Strana od-do

86-95

Kód UT WoS článku

000298633300008

EID výsledku v databázi Scopus

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