Publications

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2015
Pikramenou, Z, Weinstein J, Pan Q, Lewis F, Bassani DM, Wurthner F, Moucheron C, Slota M, Diaz-Moscoso A, Karlsson J, Basilio N, Adams D, Scandola F, Bohne C, Lemon C, Campagna S, Rohacova J, Ohashi K, Plotz PA, Monti F, Kelly JM, Keane P, Gibson E, Lemercier G, Ruggi A, Cucinotta F, Gust D, Bradberry S, Vos J, Pistolis G, Mauro M, Tuite E, De Cola L, Ceroni P, Maneiro M, Galoppini E, Gunnlaugsson T.  2015.  Self-organization of photo-active nanostructures: general discussion, 2015. Faraday Discussions. 185:529-548. Abstract
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Gavara, R, Aguilo E, Guerra CF, Rodriguez L, Lima JC.  2015.  Thermodynamic Aspects of Aurophilic Hydrogelators, 2015. Inorganic Chemistry. 54(11):5195-5203. Abstract
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Velasco, LF, Gomis-Berenguer A, Lima JC, Ania CO.  2015.  Tuning the Surface Chemistry of Nanoporous Carbons for Enhanced Nanoconfined Photochemical Activity, 2015. Chemcatchem. 7(18):3012-3019. Abstract
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Gago, S, Basilio N, Moro AJ, Pina F.  2015.  Flavylium based dual photochromism: addressing cis-trans isomerization and ring opening-closure by different light inputs. Chemical Communications. 51:7349-7351., Number 34 Abstract
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Costa, D, Galvao AM, Di Paolo RE, Freitas AA, Lima JC, Quina FH, Macanita AL.  2015.  Photochemistry of the hemiketal form of anthocyanins and its potential role in plant protection from UV-B radiation. Tetrahedron. 71:3157-3162., Number 20 Abstract
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Gavara, R, Aguilo E, Guerra CF, Rodriguez L, Lima JC.  2015.  Thermodynamic Aspects of Aurophilic Hydrogelators. Inorganic Chemistry. 54:5195-5203., Number 11 Abstract
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Velasco, LF, Gomis-Berenguer A, Lima JC, Ania CO.  2015.  Tuning the Surface Chemistry of Nanoporous Carbons for Enhanced Nanoconfined Photochemical Activity. Chemcatchem. 7:3012-3019., Number 18 Abstract
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2014
Arcau, J, Andermark V, Aguiló E, Gandioso A, Moro A, Cetina M, Lima JC, Rissanen K, Ottb I, Rodríguez L.  2014.  Luminescent alkynyl-gold(I) coumarin derivatives and their biological activity. Dalton Transactions. 43:4426-4436. Abstract

Luminescent alkynyl-gold(I) coumarin derivatives and their biological activity

The synthesis and characterization of three propynyloxycoumarins are reported in this work together with the formation of three different series of gold(I) organometallic complexes. Neutral complexes are constituted by water soluble phosphines (PTA and DAPTA) which confer water solubility to them. The X-ray crystal structure of 7-(prop-2-in-1-yloxy)-1-benzopyran-2-one and its corresponding dialkynyl complex is also shown and the formation of rectangular dimers for the gold derivative in the solid state can be observed. A detailed analysis of the absorption and emission spectra of both ligands and complexes allows us to attribute the luminescent behaviour to the coumarin organic ligand. Moreover, the presence of the gold(I) metal atom seems to be responsible for an increase of coumarin phosphorescence emission. The biological activity of the complexes showed that the anionic complexes triggered strong cytotoxic effects in two different cell lines whereas the neutral gold alkynyl complexes led to lower effects against tumor cell growth. Thioredoxin reductase (TrxR) inhibition was very strong in the case of the neutral complexes (IC50 values below 0.1 μM) but moderate for the anionic complexes (IC50 values above 0.8 μM).

Gavara, R, Gago S, Jordao N, Pina F.  2014.  4 '-Carboxy-7-hydroxyflavylium. A Multistate System Involving Twelve Species Reversibly lnterconverted by pH and Light Stimuli. Journal of Physical Chemistry A. 118:4723-4731., Number 26 Abstract
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Bianchi, A, Delgado-Pinar E, Garcia-Espana E, Giorgi C, Pina F.  2014.  Highlights of metal ion-based photochemical switches. Coordination Chemistry Reviews. 260:156-215. Abstract
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Bianchi, A, Delgado-Pinar E, Garcia-Espana E, Giorgi C, Pina F.  2014.  Highlights of metal ion-based photochemical switches. Coordination Chemistry Reviews. 260:156-215. Abstract
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Gago, S, Gonzalez J, Blasco S, Parola JA, Albelda MT, Garcia-Espana E, Pina F.  2014.  Protonation, coordination chemistry, cyanometallate "supercomplex" formation and fluorescence chemosensing properties of a bis(2,2 '-bipyridino)cyclophane receptor. Dalton Transactions. 43:2437-2447., Number 6 Abstract
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2013
Gago, S, Fonseca IM, Parola AJ.  2013.  Hybrid mesoporous silica grafted with photoisomerizable 2-hydroxychalcones, 2013. Microporous and Mesoporous Materials. 180:40-47. Abstract

Hybrid photochromic mesoporous materials based on MCM-41 and SBA-15 were synthesized by covalent attachment of 3'-butoxy-7-hydroxyflavylium (Fl-OH) and 3'-butoxy-7-metoxyflavylium (Fl-OCH3) hydrogensulfates. The pristine materials were initially grafted with 3-chloropropyl groups, reacted with 3'-hydroxyacetophenone and finally condensed with appropriate salicylaldehydes to yield the new hybrids MCM-41-Fl-OH and SBA-15-Fl-OCH3. The materials were characterized by powder X-ray diffraction, N-2 adsorption, solid-state C-13 CPMAS NMR spectroscopy, and thermogravimetric and elemental analyses, which confirm the successful covalent bonding of the flavylium moieties with loadings of 16.90 +/- 0.05% and 11.78 +/- 0.04% (w/w) for MCM-41-Fl-OH and SBA-15-OCH3, respectively. Flavylium compounds originate in solution a multiequilibria reaction network than can be actuated by pH and light, defining pH-coupled photochromic systems. The new hybrids show pH-dependent reflectance spectra resembling those observed in solution, but shifted to higher pH ranges, indicating a higher stability of the grafted flavylium cations. Irradiation of these materials equilibrated at adequate pH values where the photoisomerizable trans-chalcones predominate shows formation of the respective flavylium cations that recover back to the initial compositions upon standing in the dark, leading these new organic-inorganic hybrids as pH-dependent photochromic materials. (C) 2013 Elsevier Inc. All rights reserved.

Cordeiro, M, Giestas L, Lima JC, Baptista P.  2013.  Coupling an universal primer to SBE combined spectral codification strategy for single nucleotide polymorphism analysis. Journal of Biotechnology. 168:90-94., Number 1 Abstract

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Gavara, R, Petrov V, Quintas A, Pina F.  2013.  Circular dichroism of anthocyanidin 3-glucoside self-aggregates. Phytochemistry. 88:92-98. Abstract
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Basilio, N, Fernandes A, de Freitas V, Gago S, Pina F.  2013.  Effect of beta-cyclodextrin on the chemistry of 3 ',4 ',7-trihydroxyflavylium. New Journal of Chemistry. 37:3166-3173., Number 10 Abstract
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Neves, CS, Granadeiro CM, Cunha-Silva L, Ananias D, Gago S, Feio G, Carvalho PA, Eaton P, Balula SS, Pereira E.  2013.  Europium Polyoxometalates Encapsulated in Silica Nanoparticles Characterization and Photoluminescence Studies. European Journal of Inorganic Chemistry. :2877-2886., Number 16 Abstract
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Petrov, V, Gavara R, Dangles O, Al Bittar S, Mora-Soumille N, Pina F.  2013.  A flash photolysis and stopped-flow spectroscopy study of 3 ',4 '-dihydroxy-7-O-beta-D-glucopyranosyloxyflavylium chloride, an anthocyanin analogue exhibiting efficient photochromic properties. Photochemical & Photobiological Sciences. 12:576-581., Number 3 Abstract
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Aguilo, E, Gavara R, Lima JC, Llorca J, Rodriguez L.  2013.  From Au(I) organometallic hydrogels to well-defined Au(0) nanoparticles. Journal of Materials Chemistry C. 1:5538-5547., Number 35 Abstract
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Gomes, L, Marques A, Branco A, Araujo J, Simoes M, Cardoso S, Silva F, Henriques I, Laia CAT, Costa C.  2013.  IZO deposition by RF and DC sputtering on paper and application on flexible electrochromic devices. Displays. 34:326-333., Number 4 Abstract
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Gavara, R, Llorca J, Lima JC, Rodriguez L.  2013.  A luminescent hydrogel based on a new Au(I) complex. Chemical Communications. 49:72-74., Number 1 Abstract
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Pina, F, Gomes R, Basilio N, Laia CAT.  2013.  On the photostationary state of the flavylium network of chemical reactions. Journal of Photochemistry and Photobiology a-Chemistry. 269:1-8. Abstract
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Giannicchi, I, Brissos R, Ramos D, de Lapuente J, Lima JC, Dalla Cort A, Rodriguez L.  2013.  Substituent Effects on the Biological Properties of Zn-Salophen Complexes. Inorganic Chemistry. 52:9245-9253., Number 16 Abstract
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Gago, S, Cabrita L, Carlos Lima J, Branco LC, Pina F.  2013.  Synthesis and characterization of luminescent room temperature ionic liquids based on Ru(bpy)(CN)(4)(2-). Dalton Transactions. 42:6213-6218., Number 17 Abstract
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