Publications

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Conference Paper
Gomes da Silva, M, Pereira MMA, Franco R, Dionisio M, Ferreira LM, Branco P, Costa C, Lourenco A, Pereira AS, Mata P, Sotomayor J, Lima C, Vilarigues M, Parola AJ, Laia CAT, Coutinho IB, Branco L, Pereira C, Moro A, Gago S, Basilio N, Marques MM.  2017.  CHEMISTRY - AN EXPERIMENTAL SCIENCE. 9TH INTERNATIONAL CONFERENCE ON EDUCATION AND NEW LEARNING TECHNOLOGIES (EDULEARN17). (Chova, LG, Martinez, AL, Torres, IC, Eds.).:2548-2556. Abstract

In the last two decades, it has been observed an increasing low enrolment of students in chemistry teaching courses in secondary schools. On the one hand, because of the negative connotation of chemistry, associated with the potentially toxic and pollutant chemical industry, and on the other hand, that the teaching of this subject is exclusively carried out only in a theoretical classroom environment with almost non-existent practical/experimental component, despite chemistry is an experimental science in its essence. This state of affairs has been reflected in chemistry degrees offered by Portuguese universities throughout the country, which in the application process for each academic year, ended up by never completely fulfilling the number of offered nunerus clausus. Considering that the pedagogical mission of the Faculty of Science and Technology of Universidade NOVA de Lisboa (FCT-NOVA), in particular its Department of Chemistry (DQ), aims to contribute to the human, scientific and technical development of students, a project has been settled in the last nine years in order to offer to high school students a unique opportunity to arouse in them the interest in Science in general and Chemistry in particular, to stimulate impart on them the joy of curiosity, while at the same time conferring the necessary skills for their future activity as students of higher education or in the labour market. It is also through the close contact with students that method, discipline, and intellectual honesty are transmitted and cultivated. The aim of this Project was thus to promote the study and taste interest for Chemistry, through experimental activities, fitting the Portuguese High School Education curricula, offered to students enrolled in Chemistry subjects attending the 10th, 11th and 12th grades (the latter, compulsory high school degree to apply to University Throughout 2016/17 academic year, DQ-FCT-NOVA will receive, from October to May, 1888 students visits from eleven High Schools distributed among Physical Chemistry for 10th/11th grade and of the 12th grade attending the Chemistry subject. The former are offer one single laboratory activity while the latter participate up to 10 different experimental activities. During 70 practical sessions of 2.5 hours each, with an average attendance of 27 students, the number of higher education school staff involved are 22. Each high school class is accompanied by 1 teacher, who's also proactively contributing to the design of the practical session. The session is carried out in groups of 2/3 students, and the laboratories have a capacity of 24/48 according onto classes sizes. A quality questionnaire is filled by the students in order to monitor the action. In 2015/16, 63 % of the students answered the questionnaire in which more than 90% students were very satisfied with the action. This project has already been implemented for 9 years reflecting a growing collaboration between FCT-NOVA and in High Schools in the vicinity (Setubal District). Above all, this Project allowed most of these schools to continue to motivate students to enrol in 12th grade Chemistry subject. Actually, in the first year of the initiative, many of these schools did not have enough students to open chemistry classes for the 12th grade. After the first initiative, almost all high schools have been able to maintain open 12th grade chemistry classes. On the other hand, FCT-NOVA, namely, the Applied Chemistry course, has been able to fill 100% of the numerus clausus available in the first phase of the application period, which is not the case for other higher education schools courses in Portugal for the same domain - Chemistry.

Journal Article
Peixoto, D, Ferreira EP, Lourenco AM, Johnson JL, Lobo AM, Polavarapu PL.  2018.  (R)-Metacycloprodigiosin-HCl: Chiroptical properties and structure, JUL. CHIRALITY. 30:932-942., Number 7 Abstract
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Carvalho, MTVL, Lobo AM, Branco PS, Prabhakar S.  1997.  1-aza-1',3'-diaza-3,3'-sigmatropic rearrangements - A convenient synthesis of benzimidazole derivatives, APR 28. TETRAHEDRON LETTERS. 38:3115-3118., Number 17 Abstract
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Ferreira, LM, Lobo AM, Prabhakar S, MARCELOCURTO MJ, Rzepa HS, YI MY.  1991.  2-ACYL THIAZOLIUM SALTS AS SELECTIVE AGENTS FOR THE O-ACYLATION OF AROMATIC HYDROXYLAMINES, AUG 15. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS. :1127-1128., Number 16 Abstract
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Paulino, M, Perez-Juste I, Magdalena Cid M, Da Silva JP, Pereira MMA, Basilio N.  2022.  2-Hydroxychalcone-?-Cyclodextrin Conjugate with pH-Modulated Photoresponsive Binding Properties, 2022 OCT 15 JOURNAL OF ORGANIC CHEMISTRY. Abstract

Stimuli-responsive supramolecular receptors are important building blocks for the construction of self-assembled functional materials. We report the design and synthesis of a pH and light-responsive 2-hydroxychalcone-beta-cyclodextrin conjugate (1-Ct) and its characterization by spectroscopic and computational methods. 1-Ct follows the typical reaction network of trans-chalcone-flavylium photoswitches. Upon light irradiation, 1-Ct can be photochemically converted into the cis-chalcone/hemiketal forms (1-Cc/1-B) under neutral pH conditions or to the flavylium cation (1-AH+) at acidic pH values. This stimuli-responsive beta-cyclodextrin host, 1Ct, was found to form stronger intramolecular self-inclusion complexes (Kintra = 14) than 1-AH+ (Kintra = 3) and weaker than 1-Cc/1-B (overall Kintra = 179), allowing control over their stability and binding properties by combinations of pH and light stimuli.

Malta, G, Pina J, Lima JC, Parola AJ, Branco PS.  2024.  Acenaphthylene-Based Chromophores for Dyesensitized Solar Cells: Synthesis, Spectroscopic Properties, and Theoretical Calculations. ACS Omega. 9:14627–14637.
Estevao, MS, Carvalho LC, Ferreira LM, Fernandes E, Marques MMB.  2011.  Analysis of the antioxidant activity of an indole library: cyclic voltammetry versus ROS scavenging activity, JAN 5. TETRAHEDRON LETTERS. 52:101-106., Number 1 Abstract
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Grando, R, Antonio MA, Araujo CEP, Soares C, Medeiros MA, de Carvalho JE, Lourenco AM, Lopes LC.  2008.  Antineoplastic 31-norcycloartanones from Solanum cernuum Vell., JUL-AUG. ZEITSCHRIFT FUR NATURFORSCHUNG SECTION C-A JOURNAL OF BIOSCIENCES. 63:507-514., Number 7-8 Abstract
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Estevao, MS, Carvalho LC, Ribeiro D, Couto D, Freitas M, Gomes A, Ferreira LM, Fernandes E, Marques MMB.  2010.  Antioxidant activity of unexplored indole derivatives: Synthesis and screening, NOV. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY. 45:4869-4878., Number 11 Abstract
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Carreira, A, Ferreira LM, Loureiro V.  2001.  Brown pigments produced by Yarrowia lipolytica result from extracellular accumulation of homogentisic acid, AUG. APPLIED AND ENVIRONMENTAL MICROBIOLOGY. 67:3463-3468., Number 8 Abstract
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Branco, PS, Raje VP, Dourado J, Gordo J.  2010.  Catalyst-free aziridination and unexpected homologation of aziridines from imines. ORGANIC & BIOMOLECULAR CHEMISTRY. 8:2968-2974., Number 13 Abstract
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Gawande, MB, Branco PS, Nogueira ID, Ghumman ACA, Bundaleski N, Santos A, Teodoro OMND, Luque R.  2013.  Catalytic applications of a versatile magnetically separable Fe-Mo (Nanocat-Fe-Mo) nanocatalyst. GREEN CHEMISTRY. 15:682-689., Number 3 Abstract
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Costa, VM, Ferreira LM, Branco PS, Carvalho F, Bastos ML, Carvalho RA, Carvalho M, Remiao F.  2008.  Characterization of adrenaline and adrenaline-GSH adduct transport in freshly isolated rat cardiomyocytes, OCT 5. TOXICOLOGY LETTERS. 180:S99., Number 1: European Soc Toxicol Abstract
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Pereira, MMA.  2012.  Chiral Ionic Liquids from Carbohydrates: Synthesis and Properties, AUG. MINI-REVIEWS IN ORGANIC CHEMISTRY. 9:243-260., Number 3 Abstract
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Andrade, MS, Silva VS, Lourenco AM, Lobo AM, Rzepa HS.  2015.  Chiroptical Properties of Streptorubin B: The Synergy Between Theory and Experiment, OCT. CHIRALITY. 27:745-751., Number 10 Abstract
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Martins, CF, Neves LA, Chagas R, Ferreira LM, Afonso CAM, Crespo JG, Coelhoso IM.  2020.  CO2 removal from anaesthesia circuits using gas-ionic liquid membrane contactors, NOV 1. SEPARATION AND PURIFICATION TECHNOLOGY. 250 Abstract
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Costa, VM, Ferreira LM, Branco PS, Carvalho F, Bastos ML, Carvalho RA, Carvalho M, Remiao F.  2009.  Cross-Functioning between the Extraneuronal Monoamine Transporter and Multidrug Resistance Protein 1 in the Uptake of Adrenaline and Export of 5-(Glutathion-S-yl)adrenaline in Rat Cardiomyocytes, JAN. CHEMICAL RESEARCH IN TOXICOLOGY. 22:129-135., Number 1 Abstract
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Costa, N, Matos S, Gomes da Silva MDR, Pereira MMA.  2013.  Cyclodextrin-Based Ionic Liquids as Enantioselective Stationary Phases in Gas Chromatography, DEC. CHEMPLUSCHEM. 78:1466-1474., Number 12 Abstract
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Saracino, F, Brinco J, Gago D, Gomes da Silva M, Ferreira RB, Ricardo-da-Silva J, Chagas R, Ferreira LM.  2021.  DCMC as a Promising Alternative to Bentonite in White Wine Stabilization. Impact on Protein Stability and Wine Aromatic Fraction, OCT. MOLECULES. 26, Number 20 Abstract
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Silva, SA, Bonifacio VDB, Raje VP, Branco PS, Machado PFB, Correia IJ, Aguiar-Ricardo A.  2015.  Design of oligoaziridine-PEG coatings for efficient nanogold cellular biotagging. RSC ADVANCES. 5:10733-10738., Number 14 Abstract
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Vilas-Boas, V, Silva R, Palmeira A, Sousa E, Ferreira LM, Branco PS, Carvalho F, de Bastos ML, Remiao F.  2013.  Development of Novel Rifampicin-Derived P-Glycoprotein Activators/Inducers. Synthesis, In Silico Analysis and Application in the RBE4 Cell Model, Using Paraquat as Substrate, AUG 26. PLOS ONE. 8, Number 8 Abstract

P-glycoprotein (P-gp) is a 170 kDa transmembrane protein involved in the outward transport of many structurally unrelated substrates. P-gp activation/induction may function as an antidotal pathway to prevent the cytotoxicity of these substrates. In the present study we aimed at testing rifampicin (Rif) and three newly synthesized Rif derivatives (a mono-methoxylated derivative, MeORif, a peracetylated derivative, PerAcRif, and a reduced derivative, RedRif) to establish their ability to modulate P-gp expression and activity in a cellular model of the rat's blood-brain barrier, the RBE4 cell line P-gp expression was assessed by western blot using C219 anti-P-gp antibody. P-gp function was evaluated by flow cytometry measuring the accumulation of rhodamine123. Whenever P-gp activation/induction ability was detected in a tested compound, its antidotal effect was further tested using paraquat as cytotoxicity model. Interactions between Rif or its derivatives and P-gp were also investigated by computational analysis. Rif led to a significant increase in P-gp expression at 72 h and RedRif significantly increased both P-gp expression and activity. No significant differences were observed for the other derivatives. Pre-or simultaneous treatment with RedRif protected cells against paraquat-induced cytotoxicity, an effect reverted by GF120918, a P-gp inhibitor, corroborating the observed P-gp activation ability. Interaction of RedRif with P-gp drug-binding pocket was consistent with an activation mechanism of action, which was confirmed with docking studies. Therefore, RedRif protection against paraquat-induced cytotoxicity in RBE4 cells, through P-gp activation/induction, suggests that it may be useful as an antidote for cytotoxic substrates of P-gp.

Peixoto, D, Figueiredo M, Gawande MB, Corvo MC, Vanhoenacker G, Afonso CAM, Ferreira LM, Branco PS.  2017.  Developments in the Reactivity of 2-Methylimidazolium Salts, JUN 16. JOURNAL OF ORGANIC CHEMISTRY. 82:6232-6241., Number 12 Abstract
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Marques, MMB, Lobo AM, Prabhakar S, Branco PS.  1999.  A Diels-Alder, retro-Diels-Alder approach to arcyriaflavin-A, MAY 7. TETRAHEDRON LETTERS. 40:3795-3796., Number 19 Abstract
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Sequeira, A, Lourenco A, Ferreira LM, Branco PS, Mendes Z, Lourenco NMT, Figueiredo M, Carvalho LCR.  2018.  A Different Approach to the EGFR Inhibitor Gefitinib Involving Solid-Phase Synthesis, JUN. SYNLETT. 29:1346-1350., Number 10 Abstract
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