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Biodegradable nanoparticles containing benzopsoralens : an attractive strategy ...
Gomes, Anderson J; Lunardi, Laurelucia O.; Caetano, Flavio H.; Machado, António E. H.; Campos, Ana M. F. Oliveira; Bendhack, Lusiane M.Psoralens are often used to treat skin disorders such as psoriasis, vitiligo and others. The toxicity and fast degradation of these drugs can be diminished by encapsulation in drug delivery systems (DDS). Nanoparticles (NPs) containing the benzopsoralen (BP) (3-ethoxy carbonyl-2H-benzofuro[3,2-e]-1-benzopiran-2-one) were prepared by the solvent evaporation technique, and parameters such as particle size, zeta p...
Synthesis and antitumour evaluation of benzopsoralen analogues
Oliveira, Ana M. A. G.; Campos, Ana M. F. Oliveira; Rodrigues, Lígia M.; Raposo, M. Manuela M.; Machado, António E. H.; Nascimento, Maria São JoséThe synthesis of five new analogues of benzopsoralens, derived from xanthen-9-one and carbazole is described. The preparation of the hydroxylated precursors, their formylation and the formation of the pyranone ring, by the reaction between ortho-formylated heterocycles and diethyl malonate in EtOH, will be discussed. The inhibitory effect on the growth of human tumour cell lines (MCF-7, SF-268 and NCI-460) of t...
Photodegradation of sugarcane bagasse fibers: influence of acetylation or graft...
Ruggiero,Reinaldo; Machado,Antonio E.H.; Hoareau,William; Gardrat,Christian; Nourmamode,Aziz; Grelier,Stéphane; Castellan,AlainUnbleached (SCB) and peroxide bleached (PB-SCB) sugarcane bagasse fibers were grafted with hydroxyphenylbenzotriazole UV absorber (1) and/or hindered nitroxide radical of piperidinyloxy type (3). PB-SCB fibers were also acetylated with acetic anhydride. The photosensitivity of the various fibers to UV light was comparatively evaluated using Lab color coordinates and by monitoring their UV-Visible diffuse reflec...
Psoralen analogues : synthesis, inhibitory activity of growth of human tumor ce...
Oliveira, Ana M. A. G.; Campos, Ana M. F. Oliveira; Raposo, M. Manuela M.; Machado, António E. H.; Puapairoj, Prapawadee; Pedro, MadalenaEight psoralens have been evaluated for their ability to inhibit the in vitro growth of three human turner cell lines representing different tumor types, MCF-7 (breast cancer), NCI-14460 (non-small cell lung cancer) and SF-268 (CNS cancer). The synthesis of four new psoralens (benzofur-ocournarins) is presented as well as the results of the ab initio calculations to find the parameters that relate the structure...
Theoretical and NMR structural characterisation of a polymorphic azo dye
Rodrigues, Lígia M.; Machado, António E. H.; Campos, Ana M. F. Oliveira; Gupta, Sanjay; Silva, Artur M. S.Proton and carbon-13 NMR studies in solution and carbon-13 CP-MAS NMR in the solid state of a polymorphic azo dye derived from 2-amino-5-nitrothiazole were performed and the results are discussed and compared with theoretical data from quantum chemical calculations. The polymorphism of this compound has conformational character, two conformers coexist in CDCl3 solution and in solid state, as shown by NMR.
Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewi...
Campos, Ana M. F. Oliveira; Oliveira, Ana M. A. G.; Raposo, M. Manuela M.; Griffiths, John; Machado, António E. H.The Fries rearrangement of dibenzofuran-2-yl ethanoate as a route to o-hydroxyacetyldibenzofurans has been investigated, both under thermal Lewis-acid catalysed and non-catalysed photochemical conditions. The reactions were examined theoretically at semi-empirical (PM3 and ZINDO/S) and density functional theory (DFT) levels. The correct selection of reaction conditions provides viable preparative routes to orth...
Synthesis of psoralen analogues based on dibenzofuran
Campos, Ana M. F. Oliveira; Oliveira, Ana M. A. G.; Raposo, M. Manuela M.; Griffiths, John; Machado, António E. H.The syntheses of four novel psoralen derivatives, 6a-d, of the benzofurocoumarin (=benzofuro[1]benzopyranone) type containing an ester group are described. These compounds might be of interest in PUVA (psoralen long-wave ultraviolet radiation) therapy. The overall efficiency of the synthetic procedure is greatly limited by the low yields for the penultimate step, i.e. formylation of the dibenzofuranols 3a,c or ...
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