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Doctoral Thesis
DOI
https://doi.org/10.11606/T.75.2010.tde-26072010-084958
Document
Author
Full name
Amanda Luizetto dos Santos
E-mail
Institute/School/College
Knowledge Area
Date of Defense
Published
São Carlos, 2010
Supervisor
Committee
Chierice, Gilberto Orivaldo (President)
Cavalheiro, Eder Tadeu Gomes
Matos, Jivaldo do Rosario
Moreira, Raquel Regina Duarte
Riga, Alan Theodore
Title in Portuguese
Preparação e caracterização de uma mistura eutética baseada em um derivado de óleo essencial extraído do Syzygium aromaticum L.
Keywords in Portuguese
Syzygium aromaticum
Acetato de eugenila
Eutético
Óleo essencial
Abstract in Portuguese
A planta Syzygium aromaticum L. produz os botões secos do cravo da índia, do qual se extrai o óleo essencial. O componente majoritário deste óleo é o eugenol, cujas algumas de suas propriedades farmacológicas são atividades fungicida, bactericida, anestésico, entre outros.
No entanto, o eugenol (EUG) foi convertido a acetato de eugenila (AE) pela adição do íon acetato, na ligação do grupo hidroxila. Esta modificação foi realizada devido aos problemas relacionados à solubilidade, o que estabelece uma difícil relação com sua biodisponibilidade, e então, limitando sua utilização em preparações farmacêuticas.
Em seguida, uma mistura eutética foi preparada empregando o acetato de eugenila como princípio ativo, e o polietilenoglicol 3350 (PEG) como carreador hidrofílico. O diagrama de fases apontou a mistura eutética com composição de 80% de AE e 20% PEG. As características térmicas no ponto eutético foram de 21,33° C para temperatura de pico e 5,71Jg-1 a energia envolvida no processo de fusão.
Dessa maneira, a taxa de permeabilidade e a solubilidade do acetato de eugenila serão aprimoradas, contribuindo para o aumento de sua biodisponibilidade e assim, viabilizando sua utilização em formulações farmacêuticas.
Title in English
Preparation and characterization of a eutectic mixture based in an essential oil derivative extracted from Syzygium aromaticum L.
Keywords in English
Syzygium aromaticum L.
Essential oil
Eugenyl acetate
Eutectic
Abstract in English
The Syzygium aromaticum L. plant produces the cloves buds which are dried. From these dried buds the essential oil is extracted. The major compound is eugenol. Some of eugenol's pharmacological properties include fungicidal, bactericidal, anesthetic, and other activities.
However, eugenol (EUG) was modified to eugenyl acetate (EA) by adding the acetate group to the bound hydroxyl. The modification was performed in order to eliminate the solubility problems which cause a difficult relationship with bioavailability. The solubility problem restrains its use in pharmaceutical formulations.
A eutectic mixture was prepared using the eugenyl acetate as the principal active ingredient and a polyethyleneglycol 3350 (PEG) as the hydrophilic carrier. The phase diagram demonstrated that the eutectic mixture occurred with 80% EA and 20% PEG composition. The thermal characteristics at the eutectic point were 21.33°C for the peak temperature and 5.71Jg-1 for the energy of fusion.
Thus, the rate of permeability and solubility of eugenyl acetate will be enhanced. This will contribute to an increase in its bioavailability, thus promoting its use in pharmaceutical formulations.
 
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Publishing Date
2010-09-09
 
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