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Article ; Online: Sulfonium Rearrangements Enable the Direct Preparation of Sulfenyl Imidinium Salts.

Gonçalves, Carlos R / Klose, Immo / Placidi, Simone / Kaiser, Daniel / Maulide, Nuno

Angewandte Chemie (International ed. in English)

2024 Volume 63, Issue 9, Page(s) e202316579

Abstract: Sulfenyl imidinium salts are a virtually unexplored class of intermediates in organic chemistry. Herein, we demonstrate how sulfonium rearrangements can be deployed to access these versatile synthetic intermediates, bearing three contiguous (and ... ...

Abstract	Sulfenyl imidinium salts are a virtually unexplored class of intermediates in organic chemistry. Herein, we demonstrate how sulfonium rearrangements can be deployed to access these versatile synthetic intermediates, bearing three contiguous (and congested) stereogenic centers, with high levels of selectivity. The synthetic value of the scaffold was unraveled by selective transformations into a range of building blocks, including 1,4-dicarbonyl derivatives and sulfonolactones.
Language	English
Publishing date	2024-01-22
Publishing country	Germany
Document type	Journal Article
ZDB-ID	2011836-3
ISSN	1521-3773 ; 1433-7851
ISSN (online)	1521-3773
ISSN	1433-7851
DOI	10.1002/anie.202316579
Database	MEDical Literature Analysis and Retrieval System OnLINE

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Article ; Online: HS-BAμE: A New Alternative Approach for VOCs Analysis-Application for Monitoring Biogenic Emissions from Tree Species.

Gonçalves, Oriana C / Cerqueira, Jéssica S R F / Mestre, Ana S / Neng, Nuno R / Nogueira, José M F

Molecules (Basel, Switzerland)

2023 Volume 28, Issue 3

Abstract: In this work, a new analytical approach is proposed for monitoring biogenic volatile organic compounds (BVOCs) by combining headspace bar adsorptive microextraction (HS-BAμE) with gas chromatography-mass spectrometry (GC-MS). The HS-BAμE methodology was ... ...

Abstract	In this work, a new analytical approach is proposed for monitoring biogenic volatile organic compounds (BVOCs) by combining headspace bar adsorptive microextraction (HS-BAμE) with gas chromatography-mass spectrometry (GC-MS). The HS-BAμE methodology was developed, optimized, validated and applied for the analysis of BVOCs emitted from two tree species (
MeSH term(s)	Trees ; Adsorption ; Solid Phase Microextraction/methods ; Gas Chromatography-Mass Spectrometry ; Eucalyptol ; Volatile Organic Compounds
Chemical Substances	Eucalyptol (RV6J6604TK) ; Volatile Organic Compounds
Language	English
Publishing date	2023-01-25
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	1413402-0
ISSN	1420-3049 ; 1431-5165 ; 1420-3049
ISSN (online)	1420-3049
ISSN	1431-5165 ; 1420-3049
DOI	10.3390/molecules28031179
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Article: Nutzung von elektronenarmen Iminiumintermediaten zur Synthese von wertvollen Aminen.

Hsu, Che-Sheng / Gonçalves, Carlos R / Tona, Veronica / Pons, Amandine / Kaiser, Marcel / Maulide, Nuno

Angewandte Chemie (Weinheim an der Bergstrasse, Germany)

2022 Volume 134, Issue 20, Page(s) e202115435

Language	English
Publishing date	2022-03-16
Publishing country	Germany
Document type	Journal Article
ZDB-ID	506609-8
ISSN	1521-3757 ; 0044-8249 ; 0932-2140
ISSN (online)	1521-3757
ISSN	0044-8249 ; 0932-2140
DOI	10.1002/ange.202115435
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Article: General acid-mediated aminolactone formation using unactivated alkenes.

Just, David / Gonçalves, Carlos R / Vezonik, Uroš / Kaiser, Daniel / Maulide, Nuno

Chemical science

2023 Volume 14, Issue 39, Page(s) 10806–10811

Abstract: Spirocyclic butyrolactones and butenolides are widespread structural motifs in bioactive substances. Despite their prevalence, a simple method ensuring their direct preparation from exocyclic alkenes, ideally in a late-stage context, remains elusive. ... ...

Abstract	Spirocyclic butyrolactones and butenolides are widespread structural motifs in bioactive substances. Despite their prevalence, a simple method ensuring their direct preparation from exocyclic alkenes, ideally in a late-stage context, remains elusive. Herein, we report direct aminolactone formation using unactivated alkenes which addresses this gap, employing cheap and readily available reactants. The method relies on the hijacking of a cationic aminoalkylation pathway and affords (spiro)aminolactones with excellent functional group tolerance and chemoselectivity. The synthetic versatility of the products is demonstrated through a range of transformations, notably exploiting stereospecific rearrangement chemistry to produce sterically congested scaffolds.
Language	English
Publishing date	2023-09-28
Publishing country	England
Document type	Journal Article
ZDB-ID	2559110-1
ISSN	2041-6539 ; 2041-6520
ISSN (online)	2041-6539
ISSN	2041-6520
DOI	10.1039/d3sc04073a
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Article ; Online: Leveraging Electron-Deficient Iminium Intermediates in a General Synthesis of Valuable Amines.

Hsu, Che-Sheng / Gonçalves, Carlos R / Tona, Veronica / Pons, Amandine / Kaiser, Marcel / Maulide, Nuno

Angewandte Chemie (International ed. in English)

2022 Volume 61, Issue 20, Page(s) e202115435

Abstract: The development of reactions converting alkenes and alkynes into valuable building blocks remains one of the main goals of synthetic chemistry. Herein, we present the leveraging of highly electron-deficient iminium ions, rare and fleeting intermediates, ... ...

Abstract	The development of reactions converting alkenes and alkynes into valuable building blocks remains one of the main goals of synthetic chemistry. Herein, we present the leveraging of highly electron-deficient iminium ions, rare and fleeting intermediates, into a general amine synthesis. This enables the preparation of amines bearing e.g. valuable α-trifluoromethyl moieties under mild conditions. This broad concept is highlighted by the late-stage amination of quinine into a biologically interesting new analogue.
MeSH term(s)	Alkenes ; Amination ; Amines ; Electrons
Chemical Substances	Alkenes ; Amines
Language	English
Publishing date	2022-03-16
Publishing country	Germany
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	2011836-3
ISSN	1521-3773 ; 1433-7851
ISSN (online)	1521-3773
ISSN	1433-7851
DOI	10.1002/anie.202115435
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Article: In Vitro and In Vivo Tumor Models for the Evaluation of Anticancer Nanoparticles.

Abreu, Teresa R / Biscaia, Mariana / Gonçalves, Nélio / Fonseca, Nuno A / Moreira, João Nuno

Advances in experimental medicine and biology

2021 Volume 1295, Page(s) 271–299

Abstract: Multiple studies about tumor biology have revealed the determinant role of the tumor microenvironment in cancer progression, resulting from the dynamic interactions between tumor cells and surrounding stromal cells within the extracellular matrix. This ... ...

Abstract	Multiple studies about tumor biology have revealed the determinant role of the tumor microenvironment in cancer progression, resulting from the dynamic interactions between tumor cells and surrounding stromal cells within the extracellular matrix. This malignant microenvironment highly impacts the efficacy of anticancer nanoparticles by displaying drug resistance mechanisms, as well as intrinsic physical and biochemical barriers, which hamper their intratumoral accumulation and biological activity.Currently, two-dimensional cell cultures are used as the initial screening method in vitro for testing cytotoxic nanocarriers. However, this fails to mimic the tumor heterogeneity, as well as the three-dimensional tumor architecture and pathophysiological barriers, leading to an inaccurate pharmacological evaluation.Biomimetic 3D in vitro tumor models, on the other hand, are emerging as promising tools for more accurately assessing nanoparticle activity, owing to their ability to recapitulate certain features of the tumor microenvironment and thus provide mechanistic insights into nanocarrier intratumoral penetration and diffusion rates.Notwithstanding, in vivo validation of nanomedicines remains irreplaceable at the preclinical stage, and a vast variety of more advanced in vivo tumor models is currently available. Such complex animal models (e.g., genetically engineered mice and patient-derived xenografts) are capable of better predicting nanocarrier clinical efficiency, as they closely resemble the heterogeneity of the human tumor microenvironment.Herein, the development of physiologically more relevant in vitro and in vivo tumor models for the preclinical evaluation of anticancer nanoparticles will be discussed, as well as the current limitations and future challenges in clinical translation.
MeSH term(s)	Animals ; Antineoplastic Agents/pharmacology ; Antineoplastic Agents/therapeutic use ; Nanomedicine ; Nanoparticles ; Spheroids, Cellular ; Tumor Microenvironment
Chemical Substances	Antineoplastic Agents
Language	English
Publishing date	2021-02-04
Publishing country	United States
Document type	Journal Article
ISSN	2214-8019 ; 0065-2598
ISSN (online)	2214-8019
ISSN	0065-2598
DOI	10.1007/978-3-030-58174-9_12
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Article: Congenital Lobar Emphysema in Early Adulthood.

Dâmaso, Sara / Carreira, Nuno R / Gonçalves, Catarina / Aguiar, Patrício

Cureus

2021 Volume 13, Issue 1, Page(s) e12590

Abstract: Congenital lobar emphysema (CLE) is a rare developmental abnormality of the lower respiratory tract. This disease is caused by cartilage or connective tissue defects, leading to overdistention of a pulmonary lobe. CLE is mainly diagnosed in early ... ...

Abstract	Congenital lobar emphysema (CLE) is a rare developmental abnormality of the lower respiratory tract. This disease is caused by cartilage or connective tissue defects, leading to overdistention of a pulmonary lobe. CLE is mainly diagnosed in early childhood, though it might be rarely found in young adults. Due to its rarity, it can be misdiagnosed with other conditions. Here we report a case of a previously healthy young female complaining of dyspnea and thoracic pain after a commercial flight. Physical and radiological examinations were consistent with the diagnosis of CLE.
Language	English
Publishing date	2021-01-09
Publishing country	United States
Document type	Case Reports
ZDB-ID	2747273-5
ISSN	2168-8184
ISSN	2168-8184
DOI	10.7759/cureus.12590
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Article ; Online: Treatment of Winery Wastewater by Combined Almond Skin Coagulant and Sulfate Radicals: Assessment of HSO5- Activators.

Jorge, Nuno / Teixeira, Ana R / Fernandes, Lisete / Afonso, Sílvia / Oliveira, Ivo / Gonçalves, Berta / Lucas, Marco S / Peres, José A

International journal of environmental research and public health

2023 Volume 20, Issue 3

Abstract: The large production of wine and almonds leads to the generation of sub-products, such as winery wastewater (WW) and almond skin. WW is characterized by its high content of recalcitrant organic matter (biodegradability index < 0.30). Therefore, the aim ... ...

Abstract	The large production of wine and almonds leads to the generation of sub-products, such as winery wastewater (WW) and almond skin. WW is characterized by its high content of recalcitrant organic matter (biodegradability index < 0.30). Therefore, the aim of this work was to (1) apply the coagulation-flocculation-decantation (CFD) process with an organic coagulant based on almond skin extract (ASE), (2) treat the organic recalcitrant matter through sulfate radical advanced oxidation processes (SR-AOPs) and (3) evaluate the efficiency of combined CFD with UV-A, UV-C and ultrasound (US) reactors. The CFD process was applied with variation in the ASE concentration vs. pH, with results showing a chemical oxygen demand (COD) removal of 61.2% (0.5 g/L ASE, pH = 3.0). After CFD, the germination index (GI) of cucumber and corn seeds was ≥80%; thus, the sludge can be recycled as fertilizer. The SR-AOP initial conditions were achieved by the application of a Box-Behnken response surface methodology, which described the relationship between three independent variables (peroxymonosulfate (PMS) concentration, cobalt (Co
MeSH term(s)	Wastewater ; Prunus dulcis ; Waste Disposal, Fluid/methods ; Water Pollutants, Chemical/analysis ; Oxidation-Reduction ; Sewage ; Hydrogen Peroxide/chemistry
Chemical Substances	Wastewater ; sulfate radical ; Water Pollutants, Chemical ; Sewage ; Hydrogen Peroxide (BBX060AN9V) ; peroxymonosulfate (22047-43-4)
Language	English
Publishing date	2023-01-30
Publishing country	Switzerland
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	2175195-X
ISSN	1660-4601 ; 1661-7827
ISSN (online)	1660-4601
ISSN	1661-7827
DOI	10.3390/ijerph20032486
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Article ; Online: Surgical aortic valve replacement in octogenarians: Single-center perioperative outcomes and five-year survival.

Velho, Tiago R / Gonçalves, João / Maniés Pereira, Rafael / Ferreira, Ricardo / Sena, André / Junqueira, Nádia / Ângelo, Eurídice / Carvalho Guerra, Nuno / Mendes, Mário / Arruda Pereira, Ricardo / Nobre, Ângelo

Revista portuguesa de cardiologia : orgao oficial da Sociedade Portuguesa de Cardiologia = Portuguese journal of cardiology : an official journal of the Portuguese Society of Cardiology

2024

Abstract: Introduction and objectives: Aortic stenosis is the most common valvular heart disease. The number of octogenarians proposed for intervention is growing due to increased lifespan. In this manuscript we aim to evaluate perioperative outcome and long-term ...

Abstract	Introduction and objectives: Aortic stenosis is the most common valvular heart disease. The number of octogenarians proposed for intervention is growing due to increased lifespan. In this manuscript we aim to evaluate perioperative outcome and long-term survival after surgical aortic valve replacement (SAVR) in octogenarians, comparing patients with low surgical risk (EuroscoreII <4%) with intermediate-high risk (EuroscoreII ≥4%). Methods: A retrospective observational single-center cohort study with 195 patients aged ≥80 years old, who underwent SAVR between 2017 and 2021, was conducted. Patients were divided into two groups according to EuroscoreII: (1) Low risk (EuroscoreII <4%) with intermediate-high risk (EuroscoreII ≥4%). Continuous variables are presented in median (IQR), analyzed using Wilcoxon rank sum test; categorical variables in percentages, analyzed using chi-squared test; and survival was analyzed by Kaplan-Meier, open cohort, and the log-rank test was performed. Results: The overall median age was 82 (IQR 81-83), with 4.6% of the patients ≥85 years old. 23.6% of the patients presented EuroscoreII ≥4%. No complications were observed in 26.2%, with a significantly higher rate in intermediate-high risk patients. Postoperative need for hemodynamic support was the most frequent complication, followed by postoperative acute kidney injury and the use of blood products. Overall median ICU stay was three days (2-4) and hospital length of stay (LOS) six days (5-8). Patients with intermediate-high risk and those with complications had longer ICU LOS. At 12 months, overall survival was 96.4%, at three years 94.1% and 5 years 75.4%. Patients with low surgical risk had higher survival proportions up to 5 years. Conclusion: SAVR in patients ≥80 years is associated with low in-hospital mortality, although a significant proportion of patients develop complications. Long-term follow-up up to five years after surgery is acceptable in octogenarians with low surgical risk.
Language	Portuguese
Publishing date	2024-02-22
Publishing country	Portugal
Document type	Journal Article
ZDB-ID	632718-7
ISSN	2174-2030 ; 0870-2551 ; 0304-4750
ISSN (online)	2174-2030
ISSN	0870-2551 ; 0304-4750
DOI	10.1016/j.repc.2024.02.003
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Article ; Online: HS-BAμE

Oriana C. Gonçalves / Jéssica S. R. F. Cerqueira / Ana S. Mestre / Nuno R. Neng / José M. F. Nogueira

Molecules, Vol 28, Iss 1179, p

A New Alternative Approach for VOCs Analysis—Application for Monitoring Biogenic Emissions from Tree Species

2023 Volume 1179

Abstract: ... mg L −1 ... r 2 ≥ 0.9959) were achieved, and intra- and inter-day studies proved ...

Abstract	In this work, a new analytical approach is proposed for monitoring biogenic volatile organic compounds (BVOCs) by combining headspace bar adsorptive microextraction (HS-BAμE) with gas chromatography–mass spectrometry (GC-MS). The HS-BAμE methodology was developed, optimized, validated and applied for the analysis of BVOCs emitted from two tree species ( Eucalyptus globulus Labill. and Pinus pinaster Aiton) and compared with headspace solid phase microextraction (HS-SPME), commonly accepted as a reference technique. To achieve optimum experimental conditions, numerous assays were carried out by both methodologies, studying the release of the five major monoterpenoids (α-pinene, β-pinene, myrcene, limonene and 1,8-cineole) from the leaves of the tree species, whereas the maximum selectivity and efficiency were obtained using an activated carbon and PDMS/DVB fiber as sorbent phases for HS-BAμE and HS-SPME, respectively. Under optimized experimental conditions, both methodologies showed similar profiling and proportional responses, although the latter present a higher sensitivity in the analytical configuration used. For the five monoterpenoids studied, acceptable detection limits (LODs = 5.0 μg L −1 ) and suitable linear dynamic ranges (20.0–100.0 mg L −1 r 2 ≥ 0.9959) were achieved, and intra- and inter-day studies proved that both methodologies exhibited good results (RSD and %RE ≤ 19.9%), which indicates a good fit for the assessment of BVOCs by the HS-BAμE/GC-MS methodology. Assays performed on sampled leaves by both optimized and validated methodologies showed high levels of the five major BVOCs released from E. globulus Labill. (10.2 ± 1.3 to 7828.0 ± 40.0 μg g −1 ) and P. pinaster Aiton (9.2 ± 1.4 to 3503.8 ± 396.3 μg g −1 ), which might act as potential fuel during forest fire’s propagation, particularly under extreme atmospheric conditions. This is the first time that BAμE technology was applied in the HS sampling mode, and, in addition to other advantages, it has proven to be an effective and promising ...
Keywords	BVOCs ; HS-BAμE ; HS-SPME ; GC-MS ; Eucalyptus globulus Labill ; Pinus pinaster Aiton ; Organic chemistry ; QD241-441
Subject code	333
Language	English
Publishing date	2023-01-01T00:00:00Z
Publisher	MDPI AG
Document type	Article ; Online
Database	BASE - Bielefeld Academic Search Engine (life sciences selection)

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