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Novel insights for permeant lead structures through in vitro skin diffusion assays of Prunus lusitanica L., the Portugal Laurel

dc.contributor.authorCosta, Maria do Céu
dc.contributor.authorDuarte, Patrícia
dc.contributor.authorNeng, N. R.
dc.contributor.authorNogueira, J. M. F.
dc.contributor.authorCosta, M. Filomena
dc.contributor.authorRosado, Catarina
dc.date.accessioned2016-04-28T15:34:20Z
dc.date.available2016-04-28T15:34:20Z
dc.date.issued2015
dc.description.abstractAs 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.pt_PT
dc.identifier.citationCosta, 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. 327-336pt_PT
dc.identifier.doi10.1016/j.molstruc.2014.08.027pt_PT
dc.identifier.issn0022-2860
dc.identifier.urihttp://hdl.handle.net/10400.9/2953
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherElsevierpt_PT
dc.relation.publisherversionhttp://dx.doi.org/10.1016/j.molstruc.2014.08.027pt_PT
dc.subjectNatural productspt_PT
dc.subjectPrunus lusitanica L.pt_PT
dc.titleNovel insights for permeant lead structures through in vitro skin diffusion assays of Prunus lusitanica L., the Portugal Laurelpt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage336pt_PT
oaire.citation.startPage327pt_PT
oaire.citation.titleJournal of Molecular Structurept_PT
oaire.citation.volume1079pt_PT
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT

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