A5028055723- Multicomponent Synthesis of Heterocycles
- Click Chemistry and Applications
- Chemical Synthesis and Analysis
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Synthesis and biological activity
- Synthesis and Characterization of Heterocyclic Compounds
- RNA regulation and disease
- Catalytic C–H Functionalization Methods
- Innovative Microfluidic and Catalytic Techniques Innovation
- Heat shock proteins research
- Endoplasmic Reticulum Stress and Disease
- Fluorine in Organic Chemistry
- Phenothiazines and Benzothiazines Synthesis and Activities
- Photodynamic Therapy Research Studies
- Synthesis of heterocyclic compounds
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
- bioluminescence and chemiluminescence research
- Adenosine and Purinergic Signaling
- Chemistry and Chemical Engineering
- interferon and immune responses
- Synthesis of β-Lactam Compounds
- Peptidase Inhibition and Analysis
- Machine Learning in Materials Science
- Peroxisome Proliferator-Activated Receptors
Universitat de Barcelona
2015-2024
Institut de Biomedicina de la Universitat de Barcelona
2019
FC Barcelona
2019
Biomedical Research Networking Center in Bioengineering, Biomaterials and Nanomedicine
2016-2018
Bioengineering Center
2017
Abstract A series of short tryptophan‐phenylalanine peptides containing an iodo substituent on the phenyl ring was subjected to Pd‐catalyzed CH activation reactions give corresponding aryl‐indole coupled products. Two types adducts were generated: cyclomonomer and cyclodimeric peptides; no evidence oligo‐ or polymerization products detected. Contrary standard peptide macrocyclizations, factors controlling fate reaction are number amino acids between aromatic residues regiochemistry parent...
Abstract Programmed cell death or apoptosis is a central biological process that dysregulated in many diseases, including inflammatory conditions and cancer. The detection quantification of apoptotic cells vivo hampered by the need for fixatives washing steps non-fluorogenic reagents, low levels free calcium diseased tissues restrict use annexins. In this manuscript, we report rational design highly stable fluorogenic peptide (termed Apo-15 ) selectively stains vitro calcium-independent...
Trp(redBODIPY) is the first red-emitting Trp-based amino acid for preparation of fluorogenic peptides with retention target binding affinity.
Immunosuppressants are clinically approved drugs to treat the potential rejection of transplanted organs and require frequent monitoring due their narrow therapeutic window. Immunophilins small proteins that bind immunosuppressants with high affinity, yet there no examples fluorogenic immunophilins application as optical biosensors for immunosuppressive in clinical biosamples. In present work, we designed novel diazonium BODIPY salts site-specific labeling tyrosine residues peptides via...
Abstract Multiple multicomponent reactions rapidly assemble complex structures. Despite being very productive, the lack of selectivity and reduced number viable transformations restrict their general application in synthesis. Hereby, we describe a rationale for selective version these processes based preferential generation intermediates which are less reactive than initial substrates. In this way, applying Groebke–Blackburn–Bienaymé reaction on range α‐polyamino‐polyazines, prepared family...
The participation of reactants undergoing a polarity inversion along multicomponent reaction allows the continuation transformation with productive domino processes. Thus, indole aldehydes in Groebke-Blackburn-Bienaymé reactions lead to an initial adduct which spontaneously triggers series events leading discovery novel pathways together direct access variety linked, fused, and bridged polyheterocyclic scaffolds. Indole 3- 4-carbaldehydes suitable isocyanides aminoazines afford fused adducts...
Abstract Die biomedizinische Forschung ist auf die schnelle, akkurate und nicht‐invasive Charakterisierung spezifischer Biomoleküle Zellen angewiesen. Funktionelle Fluorophore sind für derartige Studien von enormem Nutzen. Da diese komplexen Strukturen oftmals mit konventionellen Mitteln der Synthese nur schwer zugänglich sind, wurden in den letzten Jahren neuartige chemische Prozesse entwickelt. Dieser Kurzaufsatz beschreibt jüngsten Entwicklungen im Bezug Design, Herstellung...
Charting the chemical reaction space around combination of carbonyls, amines, and isocyanoacetates allows description new multicomponent processes leading to a variety unsaturated imidazolone scaffolds. The resulting compounds display chromophore green fluorescent protein core natural product coelenterazine. Despite competitive nature pathways involved, general protocols provide selective access desired chemotypes. Moreover, we describe unprecedented reactivity at C-2 position directly...
Abstract Propargylamines, prepared through A 3 ‐coupling of primary amines, aldehydes and terminal alkynes, react with isocyanides in an HCl‐catalyzed process to yield tetrasubstituted imidazolium salts. The key step the mechanism involves generation amidine intermediate, from isocyanide insertion into N–H bond propargylamine, which situ evolves by cyclization upon alkyne moiety. scope is analyzed only shows restrictions for aliphatic whereas it quite general regarding aldehyde, inputs....
Oxa-, thia- and imidazolones are reactive inputs as electron-rich olefin components in Povarov reactions. On interaction with anilines aldehydes, these substrates afford the corresponding multicomponent adducts a regioselective manner. Intramolecular processes also explored. Post-condensation oxidation provides convenient access to variety of fused quinoline derivatives.
We report a platform combining multicomponent reaction synthesis and automated cell-based screening to develop biocompatible NIR-BODIPY fluorophores. From library of over 60 fluorophores, we optimised compound NIRBD-62c as multimodal probe with suitable properties for STED super-resolution fluorescence lifetime imaging. Furthermore, employed imaging trafficking inside cells examine how pharmacological inhibitors can alter the vesicular traffic between intracellular compartments plasma membrane.
Abstract The chemical and reaction spaces are incredibly vast special procedures required to study them. Their complex multiparametric nature encompass myriads of compounds interactions endless modifications involving the distinct impact relevant variables (temperature, solvent, stoichiometry, etc.). This often calls for design, collection, analysis/interpretation large datasets. Reaction charting, systematic scanning, description, analysis, guided a given process, stands as most promising...
The interaction of imines with isocyanides has been studied. main product results from a sequential process involving the attack two units isocyanide, under Lewis acid catalysis, upon carbon-nitrogen double bond imine to form 4-membered ring system. scope reaction regarding and isocyanide ranges determined, also some mechanistic variations structural features have described.
This work reports a detailed characterization of the antimicrobial profile two trimethoprim-like molecules (compounds 1a and 1b) identified in previous studies. Both displayed remarkable activity, particularly when combined with sulfamethoxazole. In disk diffusion assays on Petri dishes, compounds 1b showed synergistic effects colistin. Specifically, combinations low concentrations colistin, very large increases activities were determined, as demonstrated by alterations kinetics bacterial...
Fluorizoline is a synthetic molecule that induces apoptosis, by selectively targeting prohibitins (PHBs), through induction of the BH3-only protein NOXA. This transcriptionally regulated integrated stress response (ISR)-related transcription factors ATF3 and ATF4. Here, we evaluate role four eIF2α kinases, to decipher which responsible for mechanism ISR activation triggered fluorizoline in HeLa HAP1 cells. First, demonstrated involvement kinases using inhibitor (ISRIB) simultaneous...
Selective C–C and C–N oxidative couplings on tryptophan-based diketopiperazines allow the direct access to two novel scaffolds.
New antibiotic agents were prepared using Povarov and Ugi multicomponent reactions upon the known drugs sulfadoxine dapsone. The derivatives, with increased lipophilicity, showed improved efficiency against Mycolata bacteria. Microbiological guidance for medicinal chemistry is a powerful tool to design new effective antimicrobials. In this case, readily synthesized compounds open possibilities in search antimicrobials active on mycolic acid-containing
Abstract The participation of reactants undergoing a polarity inversion along multicomponent reaction allows the continuation transformation with productive domino processes. Thus, indole aldehydes in Groebke–Blackburn–Bienaymé reactions lead to an initial adduct which spontaneously triggers series events leading discovery novel pathways together direct access variety linked, fused, and bridged polyheterocyclic scaffolds. Indole 3‐ 4‐carbaldehydes suitable isocyanides aminoazines afford...
Abstract This Account summarizes the research of group on multicomponent reactions arena with fundamental heterocycles as substrates, using mechanistic considerations to hypothesize new processes and rationalize results. Biomedical applications ensuing adducts were also envisaged, which brought about interesting discoveries. 1 Introduction Context 2 The Beginnings: Unexplored Heterocyclic Substrates 3 Interrupted Processes 4 Multiple Multicomponent Reactions: Problem Selectivity 5 Extended...