N-heterocyclic carbene (NHC) silver(I) and gold(I) complexes have found different applications in various research fields, as medicinal chemistry for their antiproliferative, anticancer, antibacterial activity, innovative effective catalysts. The possibility of modulating the physicochemical properties, by acting on ligands substituents, makes them versatile tools development novel metal-based compounds, mostly anticancer compounds. As it is known, chemotherapy commonly adopted clinical...

Owing of their accessibility and wide range reactivities, alkynes make for fascinating building blocks. Either a selective alkyne carbon-carbon triple bond reaction or activation the terminal C-H may be employed to functionalize them. Monocationic coinage metal complexes with d10 electronic configuration are effective catalysts activation. Silver(I) gold(I) N-heterocyclic (NHC) systems emerging as promising in multicomponent reactions; this review paper focuses on A3...

Poor responses to medical care and the failure of pharmacological treatment for many high-frequency diseases, such as cancer viral infections, have been widely documented. In this context, numerous metal-based substances, including cisplatin, auranofin, various gold metallodrugs, ruthenium complexes, are under study possible anticancer antiviral agents. The two Ru(III) Ru(II) namely, BOLD-100 RAPTA-C, presently being studied in a clinical trial preclinical studies evaluation, respectively,...

From Egyptian mummies to the Chanel N° 5 perfume, aldehydes have been used for a long time and continue impact our senses in wide range of perfumes, foods, beverages. Aldehydes represent one categories volatile organic compounds (VOCs), which are categorized as chemicals with boiling points up 260 °C can be found indoor environments gaseous phase. Because their potential or known hazardous properties humans, World Health Organization (WHO)-Europe provided some guidelines that may prevent...

Cyclic peptoids have recently emerged as important examples of peptidomimetics for their interesting complexing properties and innate ability to permeate biological barriers. In the present contribution, experimental theoretical data evidence intricate conformational stereochemical five novel hexameric decorated with N-isopropyl, N-isobutyl, N-benzyl substituents. Complexation studies by NMR, in presence sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (NaTFPB), calculations,...

Conformational chirality is an emerging and neglected property of rigid cyclic peptoids determining structural, catalytic, biological properties. The present contribution analyzes its impact sets the configurational rules to define it.

Controlling the network of intramolecular interactions encoded by Nα-chiral side chains and equilibria between cis- trans-amide junctions in cyclic peptoid architectures constitutes a significant challenge for construction stable reverse turn loop structures. In this contribution, we reveal, with support NMR spectroscopy, single-crystal X-ray crystallography density functional theory calculations, relevant noncovalent stabilizing tri-, tetra-, hexa-, octameric peptoids (as free hosts...

Imines are valuable key compounds for synthesizing several nitrogen-containing molecules used in biological and industrial fields. They have been obtained, as highly regioselective Markovnikov products, by reacting alkynes with arylamines the presence of three new N-Heterocyclic carbene gold(I) complexes (3b, 4b, 6b) together known 1-2b 7b gold well silver 1-2a. Gold(I) were investigated means NMR, mass spectroscopy, elemental analysis, X-ray crystallographic studies. Accurate screening...

A number of N-heterocyclic carbene–silver compounds (NHCs)AgX were tested in the direct carboxylation terminal alkynes using carbon dioxide as C1 feedstock. The reactions proceed at a pressure 1 atm CO2 room temperature, presence Cs2CO3, and silver–NHC complexes catalysts. Thus, phenylacetylene several are converted to corresponding propiolic acids good high conversions. activity catalysts is strongly influenced by substituents on NHC backbone nature counterion. Specifically, most active...

A practical synthesis of preorganized tripodal enterobactin/corynebactin-type ligands (consisting a <italic>C</italic>₃-symmetric macrocyclic peptoid core, three catecholamide coordinating units, and C₂, C₄, C₆ spacers) their unique Fe³⁺ complexes is reported.

Cationic antimicrobial peptides (CAMPs) are powerful molecules with antimicrobial, antibiofilm and endotoxin-scavenging activities. These properties make CAMPs very attractive drugs in the face of rapid increase multidrug-resistant (MDR) pathogens, but they limited by their susceptibility to proteolytic degradation. An intriguing solution this issue could be development functional mimics structures that enable evasion proteases. Peptoids (

Chiral induction was utilized for the synthesis of diastereopure cyclic peptoids containing an N-benzyl alanine residue. Molecular modeling, NMR spectroscopy, single-crystal X-ray diffraction studies, and HPLC with chiral stationary phase demonstrated easy formation free sodium/benzylammonium complexed oligomers through strategic incorporation a single stereogenic center in oligomeric backbone. The defined conformational chirality appropriate side chain topology is now possible.

Abstract N‐Heterocyclic carbenes (NHCs) play an important role in metal complex catalysis and stabilisation, providing stability under non‐inert conditions a high σ‐donor capacity. They are crucial ligands for the synthesis of organometallic compounds like Ru II ‐complexes, which can operate as very active catalysts variety chemical transformations functionalizations. RA(Ruthenium‐arene)NHC complexes, known their piano‐stool structure, stabilise Ru(II) oxidation state by occupying three...

-heterocyclic carbene (NHC)-gold and -silver complexes have attracted the interest of scientific community because their multiple applications versatility in being chemically modified order to improve biological properties. However, most these contain one or more chiral centers, been obtained studied as racemic mixture. In particular, concerning interesting medicinal properties, many questions about how chirality may influence properties still remain unanswered. Aiming at a better...

Nonionic, chiral macrocyclic peptoids are efficient phase-transfer catalysts in the C-4 enantioselective alkylation of 2-[4-(trifluoromethyl)phenyl]-2-oxazoline-4-carboxylic acid esters. Screening structural features cyclic peptoids, namely ring size, symmetry elements­, number proline residues, and substituents on side chains, showed that alternated <i>N</i>-(4-methoxybenzyl)glycine/<sc>l</sc>-proline cyclohexapeptoid is optimal catalyst (good yields up to 75% ee) for stereocontrolled...

Abstract A method for the asymmetric synthesis of phthalides containing a stereogenic γ‐carbon has been described. The protocol, based on arylogous Michael addition to chiral alkenoyl oxazolidinones catalyzed by crown ether under phase‐transfer conditions does not require anhydrous and uses commercially available materials. complete syn ‐stereocontrol is achieved facial diastereoselectivities are moderate excellent (62:38 99:1 dr). Purification major diastereomer chromatography selective...

N-heterocyclic carbenes (NHCs) represent suitable ligands for rapid and efficient drug design, because they offer the advantage of being easily chemically modified can bind several substituents, including transition metals as, instance, gold derivatives. Gold-NHC complexes possess various biological activities were demonstrated good candidates as anticancer drugs. Besides, carbazole derivatives are characterized by pharmacological properties, such anticancer, antibacterial,...

New binary catalysts formed by 1,1'-(propane-1,3-diyl)bis(3-(3,5-bis(trifluoromethyl)phenyl)thiourea and a series of specifically designed flexible polyaza-macrocycles, prepared convenient iterative solid-phase synthesis reduction, have been investigated for the Ring Opening...

Abstract Cyclic N ‐substituted glycines oligomers, also known as cyclic peptoids, constitute a promising class of novel peptidomimetics, capable simulating bioactive effectors with enhanced proteolytical stability and cell permeability crucial bonuses. The macrocyclic constraint, essential for the induction stable secondary structures, determines biomimetic potential such molecules, which act antimicrobials, cytotoxic agents, siderophores, glycosidases inhibitors so on. bioactivity can be...

Peraza-macrocycles form chelates of high thermodynamic and kinetic stability useful in diagnostic imaging (MRI, SPECT, PET), coordination chemistry, as catalysts. In this letter, we report an advantageous method to prepare these compounds via BH3-induced reduction cyclic peptoids. Using procedure, 10 homo- heterosubstituted aza-coronands, with different sizes side chains, have been synthesized from the corresponding oligoamides. Solid structures free, protonated, Na+ coordinated...

Vinylogous enolate and enolate-type carbanions, generated by deprotonation of α,β-unsaturated compounds characterized delocalization the negative charge over two or more carbon atoms, are extensively used in organic synthesis, enabling functionalization C–C bond formation at remote positions. Similarly, reactions with electrophiles benzylic heterobenzylic position performed through generation arylogous heteroarylogous nucleophiles. Although widely exploited metal-catalysis organocatalysis,...