Utilize este identificador para referenciar este registo: http://hdl.handle.net/10400.9/2953
Título: Novel insights for permeant lead structures through in vitro skin diffusion assays of Prunus lusitanica L., the Portugal Laurel
Autor: Costa, Maria do Céu
Duarte, Patrícia
Neng, N. R.
Nogueira, J. M. F.
Costa, M. Filomena
Rosado, Catarina
Palavras-chave: Natural products
Prunus lusitanica L.
Data: 2015
Editora: Elsevier
Citação: Costa, M. do Céu; Duarte, P.; Neng, N.R. [et.al.]. - Novel insights for permeant lead structures through in vitro skin diffusion assays of Prunus lusitanica L., the Portugal Laurel. In: Journal of Molecular Structure, 2015, Vol. 1079, p. 327-336
Resumo: As a contribution for the generation of libraries in which a natural product (NP) is used as the guiding structure, this work sought to investigate molecular features of triterpenes as deliver leads to cross the stratum corneum at a significant rate. Seeking a bioguided investigation of the dermocosmetic lead-like potential of triterpenes in Prunus lusitanica L., various extracts were obtained by two different methods (Soxhlet extractor and Accelerated Solvent Extraction-ASE) and analyzed by GC–MS and NMR. In vitro assays were conducted to quantify the friedelin 1 and crude plant extract permeation through a membrane of polydimethylsiloxane (PDMS), as well as their skin penetration enhancement capacity using two model molecules, caffeine 19 and ibuprofen 20. Friedelin 1 was identified as the major component (16–77%, GC) with isolated yield of 51% w/w (94%, GC) from Soxhlet residue (1.7% p/p) of the dried aerial parts of the plant harvested when in early flowering stage. Friedelin 1 promoted the penetration of the lipophilic molecule 20, however, it did not influence the permeation of the hydrophilic permeant 20. On the other hand, the crude extract acted as a retardant of the penetration of both substances. Molecular characteristics for the applicability of P. lusitanica L. in the development of dermocosmetics, as well as a new potential use for friedelin 1 in particular, are demonstrated. Probable mechanisms for chemical penetration enhancement using triterpenes as models for transdermal administration are herein discussed.
Peer review: yes
URI: http://hdl.handle.net/10400.9/2953
DOI: 10.1016/j.molstruc.2014.08.027
ISSN: 0022-2860
Versão do Editor: http://dx.doi.org/10.1016/j.molstruc.2014.08.027
Aparece nas colecções:ME - Artigos em revistas internacionais

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