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1.
Beilstein J Org Chem ; 13: 835-844, 2017.
Artigo em Inglês | MEDLINE | ID: mdl-28546841

RESUMO

Nerolidol (Ner), a major component of many plant essential oils, is known for its various biological properties. However, the low solubility of Ner in water and its susceptibility to degradation limit its application. The aim of our study was to improve the solubility and photostability of Ner through its encapsulation in different cyclodextrins (CDs). The formation constants of cis-, trans-Ner and their commercial mixture with various CDs (α-CD, ß-CD, γ-CD, HP-ß-CD, RAMEB, CRYSMEB and SBE-ß-CD) were determined by phase solubility studies and confirmed by the spectral displacement UV-visible method. The solubility of cabreuva essential oil (EO) rich in trans-Ner was also evaluated by total organic carbon (TOC) analysis. The encapsulation efficiency (EE %) of Ner in HP-ß-CD solid complexes was assessed by HPLC. The structural characterization of CD/trans-Ner inclusion complex was then conducted by NMR spectroscopy followed by molecular modelling studies. The effect of encapsulation on the Ner photostability was also carried out over time under UVB irradiation. AL-type phase-solubility diagrams were obtained, suggesting the formation of 1:1 CD/Ner inclusion complexes. The solubility of Ner was enhanced by approximately 70-fold in the presence of 10 mM HP-ß-CD. Moreover, high EE % values were obtained for 5:1 and 10:1 HP-ß-CD:Ner molar ratios. NMR and molecular modelling studies revealed the most stable structure for trans-Ner inside the CD cavity with the OH group oriented towards the wider rim of the CD. Finally, CD encapsulation of Ner as pure compound or as main component of the cabreuva EO, protected it from degradation. This effect was more pronounced as the concentration of CD increased. These findings suggested that CDs are promising encapsulating carriers for Ner by enhancing its solubility and stability and thereby its application in food industry.

2.
Talanta ; 144: 451-5, 2015 Nov 01.
Artigo em Inglês | MEDLINE | ID: mdl-26452847

RESUMO

This work reports on an efficient microwave irradiation synthesis of a new fluorescent chemosensor based on desferrioxamine B (DFO-B) and carbazole moiety. Furthermore, this novel chemosensor was employed for a comparative study of real environmental samples of airbone particulate matter collected from Dunkirk (Northern of France). Among selected relevant metal cations present in its airbone particulate matter, such as Na(+), K(+), Mg(2+), Ca(2+), Al(3+), Cr(3+), Mn(2+) and Zn(2+), this molecular device proved to be outstandingly sensitive toward Fe(3+) with a limit of detection of 1.49 ppb (2.1×10(-8) M) in methanol allowing the estimation of total iron in atmospheric particles.


Assuntos
Poluentes Atmosféricos/análise , Carbazóis/química , Desferroxamina/química , Ferro/análise , Material Particulado/análise , Sideróforos/química , Poluentes Atmosféricos/química , Monitoramento Ambiental , Corantes Fluorescentes/química , França , Ferro/química , Limite de Detecção , Material Particulado/química , Espectrometria de Fluorescência
3.
Ultrason Sonochem ; 19(6): 1201-4, 2012 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-22609256

RESUMO

A series of oligo(ethylene glycols) was efficiently tosylated by ultrasound procedure within dichloromethane in the presence of triethylamine. Results show that sonochemical synthesis of oligo(ethylene glycol) ditosylates has a double advantage since it does not use catalysts and it drastically reduces the reaction time. This straightforward method represents an eco-friendly alternative to the traditional tosylation by pyridine synthesis.


Assuntos
Etilenoglicóis/síntese química , Sonicação , Etilaminas/química , Etilenoglicóis/química , Cloreto de Metileno/química , Estrutura Molecular
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