Correlation between the Skin Permeation Profile of the Synthetic Sesquiterpene Compounds, Beta-Caryophyllene and Caryophyllene Oxide, and the Antiedematogenic Activity by Topical Application of Nanoemulgels

Sesquiterpene compounds are applied as permeation promoters in topical formulations. However, studies exploring their impact on nanostructured systems, changes in permeation profile, and consequently, its biological activity are restricted. This study aimed to investigate the correlation between the...

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Main Authors: Patrícia Weimer, Tainá Kreutz, Renata P. Limberger, Rochele C. Rossi, Ádley A. N. de Lima, Valdir F. Veiga, Bibiana Verlindo de Araújo, Letícia S. Koester
Format: Article
Language:English
Published: MDPI AG 2022-08-01
Series:Biomolecules
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Online Access:https://www.mdpi.com/2218-273X/12/8/1102
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author Patrícia Weimer
Tainá Kreutz
Renata P. Limberger
Rochele C. Rossi
Ádley A. N. de Lima
Valdir F. Veiga
Bibiana Verlindo de Araújo
Letícia S. Koester
author_facet Patrícia Weimer
Tainá Kreutz
Renata P. Limberger
Rochele C. Rossi
Ádley A. N. de Lima
Valdir F. Veiga
Bibiana Verlindo de Araújo
Letícia S. Koester
author_sort Patrícia Weimer
collection DOAJ
description Sesquiterpene compounds are applied as permeation promoters in topical formulations. However, studies exploring their impact on nanostructured systems, changes in permeation profile, and consequently, its biological activity are restricted. This study aimed to investigate the correlation between the skin permeation of the major sesquiterpenes, beta-caryophyllene, and caryophyllene oxide from the oleoresin of <i>Copaifera multijuga</i>, after delivery into topical nanoemulgels, and the in vivo antiedematogenic activity. First, ten nanoemulgels were prepared and characterized, and their in vitro permeation profile and in vivo anti-inflammatory activity were evaluated. In equivalent concentrations, β-caryophyllene permeation was greater from oleoresin nanoemulgels, resulting in greater in vivo antiedematogenic activity. However, an inverse relationship was observed for caryophyllene oxide, which showed its favored permeation and better in vivo anti-inflammatory effect carried as an isolated compound in the nanoemulgels. These results suggest that the presence of similar compounds may interfere with the permeation profile when comparing the profiles of the compounds alone or when presented in oleoresin. Furthermore, the correlation results between the permeation profile and in vivo antiedematogenic activity corroborate the establishment of beta-caryophyllene as an essential compound for this pharmacological activity of <i>C. multijuga</i> oleoresin.
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spelling doaj.art-8986b39b39e444f38c8fe0fd10afcd902023-11-30T23:16:18ZengMDPI AGBiomolecules2218-273X2022-08-01128110210.3390/biom12081102Correlation between the Skin Permeation Profile of the Synthetic Sesquiterpene Compounds, Beta-Caryophyllene and Caryophyllene Oxide, and the Antiedematogenic Activity by Topical Application of NanoemulgelsPatrícia Weimer0Tainá Kreutz1Renata P. Limberger2Rochele C. Rossi3Ádley A. N. de Lima4Valdir F. Veiga5Bibiana Verlindo de Araújo6Letícia S. Koester7Programa de Pós-Graduação em Ciências Farmacêuticas, Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul (UFRGS), Porto Alegre 90610-000, RS, BrazilPrograma de Pós-Graduação em Ciências Farmacêuticas, Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul (UFRGS), Porto Alegre 90610-000, RS, BrazilPrograma de Pós-Graduação em Ciências Farmacêuticas, Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul (UFRGS), Porto Alegre 90610-000, RS, BrazilPrograma de Pós-Graduação em Nutrição e Alimentos, Universidade do Vale do Rio dos Sinos (UNISINOS), São Leopoldo 93022-000, RS, BrazilPrograma de Pós-Graduação em Ciências Farmacêuticas, Departamento de Farmácia, Universidade Federal do Rio Grande do Norte, Natal 59012-570, RN, BrazilInstituto Militar de Engenharia (IME), Rio de Janeiro 22290-270, RJ, BrazilPrograma de Pós-Graduação em Ciências Farmacêuticas, Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul (UFRGS), Porto Alegre 90610-000, RS, BrazilPrograma de Pós-Graduação em Ciências Farmacêuticas, Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul (UFRGS), Porto Alegre 90610-000, RS, BrazilSesquiterpene compounds are applied as permeation promoters in topical formulations. However, studies exploring their impact on nanostructured systems, changes in permeation profile, and consequently, its biological activity are restricted. This study aimed to investigate the correlation between the skin permeation of the major sesquiterpenes, beta-caryophyllene, and caryophyllene oxide from the oleoresin of <i>Copaifera multijuga</i>, after delivery into topical nanoemulgels, and the in vivo antiedematogenic activity. First, ten nanoemulgels were prepared and characterized, and their in vitro permeation profile and in vivo anti-inflammatory activity were evaluated. In equivalent concentrations, β-caryophyllene permeation was greater from oleoresin nanoemulgels, resulting in greater in vivo antiedematogenic activity. However, an inverse relationship was observed for caryophyllene oxide, which showed its favored permeation and better in vivo anti-inflammatory effect carried as an isolated compound in the nanoemulgels. These results suggest that the presence of similar compounds may interfere with the permeation profile when comparing the profiles of the compounds alone or when presented in oleoresin. Furthermore, the correlation results between the permeation profile and in vivo antiedematogenic activity corroborate the establishment of beta-caryophyllene as an essential compound for this pharmacological activity of <i>C. multijuga</i> oleoresin.https://www.mdpi.com/2218-273X/12/8/1102copaiba<i>Copaifera multijuga</i>beta-caryophyllenecaryophyllene oxidenanoemulgelanti-inflammatory
spellingShingle Patrícia Weimer
Tainá Kreutz
Renata P. Limberger
Rochele C. Rossi
Ádley A. N. de Lima
Valdir F. Veiga
Bibiana Verlindo de Araújo
Letícia S. Koester
Correlation between the Skin Permeation Profile of the Synthetic Sesquiterpene Compounds, Beta-Caryophyllene and Caryophyllene Oxide, and the Antiedematogenic Activity by Topical Application of Nanoemulgels
Biomolecules
copaiba
<i>Copaifera multijuga</i>
beta-caryophyllene
caryophyllene oxide
nanoemulgel
anti-inflammatory
title Correlation between the Skin Permeation Profile of the Synthetic Sesquiterpene Compounds, Beta-Caryophyllene and Caryophyllene Oxide, and the Antiedematogenic Activity by Topical Application of Nanoemulgels
title_full Correlation between the Skin Permeation Profile of the Synthetic Sesquiterpene Compounds, Beta-Caryophyllene and Caryophyllene Oxide, and the Antiedematogenic Activity by Topical Application of Nanoemulgels
title_fullStr Correlation between the Skin Permeation Profile of the Synthetic Sesquiterpene Compounds, Beta-Caryophyllene and Caryophyllene Oxide, and the Antiedematogenic Activity by Topical Application of Nanoemulgels
title_full_unstemmed Correlation between the Skin Permeation Profile of the Synthetic Sesquiterpene Compounds, Beta-Caryophyllene and Caryophyllene Oxide, and the Antiedematogenic Activity by Topical Application of Nanoemulgels
title_short Correlation between the Skin Permeation Profile of the Synthetic Sesquiterpene Compounds, Beta-Caryophyllene and Caryophyllene Oxide, and the Antiedematogenic Activity by Topical Application of Nanoemulgels
title_sort correlation between the skin permeation profile of the synthetic sesquiterpene compounds beta caryophyllene and caryophyllene oxide and the antiedematogenic activity by topical application of nanoemulgels
topic copaiba
<i>Copaifera multijuga</i>
beta-caryophyllene
caryophyllene oxide
nanoemulgel
anti-inflammatory
url https://www.mdpi.com/2218-273X/12/8/1102
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