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Novel imidazole-based hydrazonoyl cyanides and amidrazones containing N(N,O)-he...

Fernandes, Soraia P. S.; Gonçalves, Jorge M.; Silva, Bruna F.; Pereira, Eva Q.; Coutinho, Paulo J. G.; Pereira-Wilson, Cristina; Dias, Alice

Two series of novel hybrid heterocyclic compounds that combine the imidazole ring with bioactive piperidine, morpholine or piperazine heterosystems, through a hydrazone unit, were easily obtained by two competitive pathways. Starting from 5-amino-4-cyanoformimidoyl imidazoles and 1-aminopiperidine, 4-aminomorpholine or 1-amino-4-methylpiperazine under mild acidic media led to the selective synthesis of 5-aminoi...


Highly fluorescent 2-amino-6-cyanopurines as new bioimaging tools for studying ...

Gonçalves, João N. D.; Gonçalves, Jorge M.; Rodrigues, L. R.; Coutinho, Paulo J. G.; Sá, Paulo Correia de; Castanheira, Elisabete M. S.

Fluorescent nucleobase analogues (FNAs) have been extensively used for scientific and biomedical purposes owing to their relevant photophysical properties. In this study, five newly synthesized 2-amino-6-cyanopurines were evaluated for their fluorescent probing and imaging capabilities using Saccharomyces cerevisiae as model organism. The new compounds, which were synthesized using highly efficient cost-effecti...


2,4,5-Triaminopyrimidines as blue fluorescent probes for cell viability monitor...

Gonçalves, Jorge M.; Gonçalves, João N. D.; Sousa, Luís F.; Rodrigues, L. R.; Correia-de-Sá, Paulo; Coutinho, Paulo J. G.; Castanheira, Elisabete M. S.

Monitoring cell viability is critical in cell biology, pathology, and drug discovery. Most cell viability assays are cell-destructive, time-consuming, expensive, and/or hazardous. Herein, we present a series of newly synthesized 2,4,5-triaminopyrimidine derivatives able to discriminate between live and dead cells. To our knowledge, these compounds are the first fluorescent nucleobase analogues (FNAs) with cell ...


Synthesis of 6,8-diaminopurines via acid-induced cascade cyclization of 5-amino...

Senhorães, Nádia R.; Silva, Bruna F.; Sousa, Raquel; Leite, Bruna P.; Gonçalves, Jorge M.; Paz, Filipe A. Almeida; Pereira-Wilson, Cristina; Dias, Alice

Inspired by the pharmacological interest generated by 6-substituted purine roscovitine for cancer treatment, 5-aminoimidazole-4-carboxamidine precursors containing a cyanamide unit were prepared by condensation of 5-amino-N-cyanoimidazole-4-carbimidoyl cyanides with a wide range of primary amines. When these amidine precursors were combined with acids, a fast cascade cyclization occurred at room temperature, af...


CConjugating azoimidazoles and gold nanoparticles for a synergistic antimicrobi...

Ribeiro, Ana Isabel Ferreira; Vieira, Bárbara Marques; Mehravani, Behnaz; Dantas, Daniela Filipa Costa; Silva, Bárbara; Pinto, Eugénia


Antifungal activity of a new derivative of 5-aminoimidazole-4-carbohydrazonamide

Silva, B.; Costa, I.; Silva, R.; Remião, F.; Cerqueira, F.; Ribeiro, Ana Isabel Ferreira; Dantas, Daniela Filipa Costa; Rodrigues, Rui Pedro Vieira

[Excerpt] Fungal infections, as recognized by the World Health Organization (WHO), are among the most worrying challenges for the medical community due to their high incidence, recurrence, and the emergence of resistance to the few available drugs and therapies. The discovery of new molecules with antifungal activity, exhibiting new mechanisms of action and less side effects, thus represents an important step f...


Halochromic silk fabric as a reversible pH-sensor based on a novel 2-aminoimida...

Ribeiro, Ana Isabel; Vieira, Bárbara Marques; Alves, Cátia Sofia Pereira; Silva, Bárbara; Pinto, Eugénia; Cerqueira, Fátima; Silva, Renata

Textiles are important components for the development of lightweight and flexible displays useful in smart materials. In particular, halochromic textiles are fibrous materials with a color-changing ability triggered by pH variations mainly based on pH-sensitive dye molecules. Recently, a novel class of 2-aminoimidazole azo dyes was developed with distinct substituent patterns. In this work, silk fabric was func...


Highly fluorescent 2‐Aminopurine derivatives: synthesis, photo‐physical charact...

Gonçalves, Jorge M.; Gonçalves, João N. D.; Pêra, Ana S.; Senhorães, Nádia R.; Rodrigues, Ana Rita Oliveira; Oliveira, Rui Pedro Soares de

First published: 15 March 2023; New fluorescent nucleobase analogues (FBAs) are emerg-ing as extraordinarily useful tools for DNA labelling tech-nologies. The highly fluorescent adenine analogue 2 aminopurine (2AP) is still the most used within the few hundreds of newly FBAs synthesized, but its excitation in the UV region demands for high energy sources endanger-ing living cells. New and highly fluorescent 2AP...


Synergistic antibacterial activity of imidazole-based azo dyes with polyvinylpy...

Ribeiro, Ana Isabel Ferreira; Dantas, Daniela Filipa Costa; Carvalho, Luís Filipe; Padrão, Jorge; Silva, Renata; Remião, Fernando; Pinto, Eugénia

The high demand for novel antimicrobial textiles by the medical, healthcare, hygiene, sportswear, personal protective equipment, and filtration sectors promoted the growth of functional textiles. However, the efficacy of antimicrobial agents against different pathogens is a considerable challenge due to the distinctive mechanisms of action and resistance. The development of novel synergistic antimicrobial dyes ...


Cynaropicrin- and chlorogenic acid-rich extracts easily prepared from Cynara ca...

Gonçalves, Ana; Sampaio, Cátia I.; Ševčovičová, Andrea; Dias, Alice; Oliveira, Rui Pedro Soares de

Cynara cardunculus L. var. scolymus, commonly known as globe artichoke, is known for its medicinal and culinary properties since ancient times. Nowadays, with the increasing demand for healthier foods artichoke has been valorized and worldwide production has increased to meet the increasing demand in consumption of the flower and infusion from leaves. The aim of this work was to characterize the main bioactive ...


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