Search results for "Molecular chemistry"

showing 10 items of 1103 documents

Synthesis and biological evaluation of novel peptidomimetics as rhodesain inhibitors

2016

Novel rhodesain inhibitors were developed by combining an enantiomerically pure 3-bromoisoxazoline warhead with a 1,4-benzodiazepine scaffold as specific recognition moiety. All compounds were proven to inhibit rhodesain with Ki values in the low-micromolar range. Their activity towards rhodesain was found to be coupled to an in vitro antitrypanosomal activity, with IC50 values ranging from the mid-micromolar to a low-micromolar value for the most active rhodesain inhibitor (R,S,S)-3. All compounds showed a good selectivity against the target enzyme since all of them were proven to be poor inhibitors of human cathepsin L. Novel rhodesain inhibitors were developed by combining an enantiomeri…

rhodesainPharmacologychemistry.chemical_classificationCathepsinPeptidomimetic010405 organic chemistryChemistryPeptidomimeticProton Magnetic Resonance SpectroscopyenPeptidomimetics; rhodesain; trypanosomaGeneral Medicine01 natural sciencesCombinatorial chemistryIn vitro0104 chemical sciencesCysteine Endopeptidases010404 medicinal & biomolecular chemistryEnzymeDrug DiscoveryIc50 valuesMoietyPeptidomimeticsCarbon-13 Magnetic Resonance SpectroscopytrypanosomaBiological evaluationJournal of Enzyme Inhibition and Medicinal Chemistry
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Co-crystals of an agrochemical active – A pyridine-amine synthon for a thioamide group

2011

Five novel co-crystals of thiophanate-ethyl (TE), an agrochemical active, with di(2-pyridyl)ketone (1), 2-benzoylpyridine (2), 3-benzoylpyridine (3), 4-phenylpyridine (4) and biphenyl (5) were found and crystal structures of four of them (TE1–TE3, TE5) solved by single crystal X-ray diffraction. Three of the co-crystals (TE1–TE3) form by way of a reliable pyridine-amine hydrogen bond synthon and one (TE5) because of close packing effects. The fifth co-crystal was identified by X-ray powder diffraction. The work demonstrates the usage of a reliable supramolecular synthon for crystal engineering, while concurrently reminds that the close packing of even very similar molecules cannot be fully …

röntgen diffraktiochemistry.chemical_classificationyhteiskideHydrogen bondStereochemistryOrganic ChemistrySynthonSupramolecular chemistrysupramolecular synthonCrystal structureCrystal engineeringco-crystalsupramolekyyliX-ray diffractionAnalytical ChemistryInorganic Chemistrychemistry.chemical_compoundCrystallographychemistryX-ray crystallographyPyridinecocrystalta116SpectroscopyThioamideJournal of Molecular Structure
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Steroidal supramolecular metallogels

2020

The review deals with an expanding number of steroidal compounds that are capable of forming a metallogel providing a multitude of novel materials rich in their properties. The future of steroidal metallogels holds a myriad of potential applications as new intelligent materials. Detection of potentially harmful compounds without expensive instrumentation, entrapment of environmentally hazardous substances, and sensitive and selective nanomaterials represent only a few of these potential applications. This article reviews the design, synthesis, characterization, and applications of steroidal metallogels. peerReviewed

steroidal metallogelsMaterials sciencesteroidal compoundssupramolekulaarinen kemiaSupramolecular chemistryNanotechnologyGeneral ChemistryInstrumentation (computer programming)metallogelsChemical Society Reviews
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Chemical composition of the essential oil of Centaurea grinensis Reuter and Centaurea apiculata Ledeb: Growing wild in Croatia and Bulgaria, respecti…

2016

AbstractIn the present study, the chemical composition of the essential oils from aerial parts of Centaurea grinensis Reuter (K) collected at Žuta Lova, near Senj (Croatia), and aerial parts (L1) and flowers (L2) of C. apiculata Ledeb. collected near Rebro village, near Breznik town, Znepole Region (Bulgaria), both belonging to subgenus Lopholoma (Cass.) Dobrocz, was evaluated by GC and GC-MS. The main components of K were 4-vinyl guaiacol (21.5%), hexadecanoic acid (16.2%), acetophenone (12.5%). Caryophyllene oxide (15.8%) together with sphathulenol (14.5%) and humulene epoxide II (9.4%) were recognized as the main constituent of both the aerial part (L1) and flowers (L2) of C. apiculata. …

subgenus Lopholomacaryophyllene oxidePlant ScienceBiology01 natural scienceslaw.invention4-vinyl guaiacolchemistry.chemical_compoundPlant scienceCentaurea grinensilawBotanyChemical compositionEcology Evolution Behavior and SystematicsEssential oilHumuleneCentaurea apiculata010405 organic chemistrybiology.organism_classificationEcology Evolution Behavior and Systematic0104 chemical sciences010404 medicinal & biomolecular chemistrychemistryCaryophyllene oxideCentaureaSubgenusPCA analysi
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6-Methyluracil: a redetermination of polymorph (II)

2019

6-Methyluracil, C5H6N2O2, exists in two crystalline phases: form (I), monoclinic, space group P21/c [Reck et al. (1988). Acta Cryst. A44, 417–421] and form (II), monoclinic, space group C2/c [Leonidov et al. (1993). Russ. J. Phys. Chem. 67, 2220–2223]. The structure of polymorph (II) has been redetermined providing a significant increase in the precision of the derived geometric parameters. In the crystal, molecules form ribbons approximately running parallel to the c-axis direction through N—H...O hydrogen bonds. The radical differences observed between the crystal packing of the two polymorphs may be responsible in form (II) for an increase in the contribution of the polar canonical forms…

supramolecular chemistry; crystal engineering; nucleobasecrystal structure010405 organic chemistryChemistryHydrogen bondUracilCrystal structurenucleobases010402 general chemistry01 natural sciencessupramolecular chemistry0104 chemical sciencesNucleobaseCrystalchemistry.chemical_compoundCrystallographycrystal engineeringGroup (periodic table)lcsh:QD901-999Canonical formlcsh:CrystallographynucleobaseMonoclinic crystal systemIUCrData
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Supramolecular Organocatalysis in Water Mediated by Macrocyclic Compounds

2018

In the last decades many efforts have been devoted to design supramolecular organocatalysts able to work in water as the reaction medium. The use of water as solvent provides promising benefits with respect to environmental impact. In this context, macrocyclic compounds played a role of primary importance thanks to their ease of synthesis and their molecular recognition abilities toward the reactants. The aim of this review is to give an overview of the recent advances in the field of supramolecular organocatalysis in water, focusing the attention on calixarene and cyclodextrins derivatives. Calixarenes and cyclodextrins, thanks to their hydrophobic cavities, are able to host selectively th…

supramolecular organocatalysisSupramolecular chemistryContext (language use)Review010402 general chemistry01 natural scienceslcsh:ChemistryHydrophobic effectMolecular recognitionCalixareneHydrophobic effectsupramolecular organocatalysis Water Hydrophobic effect molecular recognition Calixarenes CyclodextrinsCyclodextrins010405 organic chemistryChemistryRegioselectivityWaterGeneral ChemistryCombinatorial chemistry0104 chemical sciencesChemistrylcsh:QD1-999Organic reactionOrganocatalysismolecular recognitionCalixarenes
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Influencing the self‐sorting behavior of [2.2]paracyclophane based ligands by introducing isostructural binding motifs

2020

Two isostructural ligands with either nitrile ( L nit ) or isonitrile ( L iso ) moieties directly connected to a [2.2]paracyclophane backbone with pseudo‐meta substitution pattern have been synthesized. The ligand itself ( L nit ) or its precursors ( L iso ) were resolved via HPLC on a chiral stationary phase and the absolute configuration of the isolated enantiomers was assigned by XRD analysis and/or by comparison of quantum‐chemical simulated and experimental ECD‐spectra. Surprisingly, the resulting metallosupramolecular aggregates formed in solution upon coordination of [(dppp)Pd(OTf) 2 ] differ in their composition: whereas L nit forms dinuclear complexes L iso exclusively forms trinuc…

supramolekulaarinen kemianitrile ligandsself-assemblyliganditsupramolecular chemistryisonitrile ligandsself-sorting
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Synthesis and Structure-Affinity Relationships of Spirocyclic Benzopyrans with Exocyclic Amino Moiety

2019

σ1 and/or σ2 receptors play a crucial role in pathological conditions such as pain, neurodegenerative disorders, and cancer. A set of spirocyclic cyclohexanes with diverse O-heterocycles and amino moieties (general structure III) was prepared and pharmacologically evaluated. In structure-activity relationships studies, the σ1 receptor affinity and σ1:σ2 selectivity were correlated with the stereochemistry, the kind and substitution pattern of the O-heterocycle, and the substituents at the exocyclic amino moiety. cis-configured 2-benzopyran cis-11b bearing a methoxy group and a tertiary cyclohexylmethylamino moiety showed the highest σ1 affinity ( Ki = 1.9 nM) of this series of compounds. In…

synthesisexocyclic amino moietyReceptors Opioid mudocking studieCrystallography X-RayLigands01 natural sciencesopioid receptorschemistry.chemical_compoundProtein structureDrug DiscoveryMoiety0303 health sciencesσ1 receptor ligandsstructure (σ1) affinity relationshipmolecular dynamicBenzyl groupMolecular MedicinesynthesiBenzopyransSelectivityHydrophobic and Hydrophilic Interactionsfree binding enthalpyStereochemistrychange of receptor profileMolecular Dynamics Simulation03 medical and health sciencesStructure-Activity Relationshipσ1 receptor ligands; spirocyclic compounds; benzopyrans; benzofurans; exocyclic amino moiety; synthesis; structure (σ1) affinity relationships; σ1 antagonistic activity; receptor selectivity; molecular dynamics; docking studies; free binding enthalpy; X-ray crystal structure; opioid receptors; MOR affinity; change of receptor profile; structure MOR affinity relationshipsstructure (σ1) affinity relationshipsStructure–activity relationshipHumansReceptors sigmaBenzopyransSpiro Compoundsspirocyclic compoundBinding siteMOR affinity030304 developmental biologybenzopyranbenzofuransσ1 receptor ligandBinding Sitesspirocyclic compoundsreceptor selectivitystructure MOR affinity relationshipsdocking studiesbenzofuranopioid receptorX-ray crystal structuremolecular dynamics0104 chemical sciencesProtein Structure Tertiary010404 medicinal & biomolecular chemistrychemistrySalt bridgeσ1 antagonistic activity
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Thiazole Analogues of the Marine Alkaloid Nortopsentin as Inhibitors of Bacterial Biofilm Formation

2020

Anti-virulence strategy is currently considered a promising approach to overcome the global threat of the antibiotic resistance. Among different bacterial virulence factors, the biofilm formation is recognized as one of the most relevant. Considering the high and growing percentage of multi-drug resistant infections that are biofilm-mediated, new therapeutic agents capable of counteracting the formation of biofilms are urgently required. In this scenario, a new series of 18 thiazole derivatives was efficiently synthesized and evaluated for its ability to inhibit biofilm formation against the Gram-positive bacterial reference strains Staphylococcus aureus ATCC 25923 and S. aureus ATCC 6538 a…

thiazole derivativeAquatic OrganismsStaphylococcus aureusIndolesantibiotic resistanceSettore BIO/05 - ZoologiaPharmaceutical ScienceMicrobial Sensitivity TestsBacterial growthSettore BIO/19 - Microbiologia Generalemedicine.disease_cause01 natural sciencesArticlenortopsentinAnalytical ChemistryMicrobiologylcsh:QD241-441Inhibitory Concentration 50chemistry.chemical_compoundAlkaloidsAntibiotic resistancelcsh:Organic chemistryDrug DiscoverymedicinePhysical and Theoretical ChemistryThiazoleStrain (chemistry)010405 organic chemistryPseudomonas aeruginosamarine alkaloids analoguesAlkaloidOrganic ChemistryImidazolesBiofilmantibiofilm agentsSettore CHIM/08 - Chimica Farmaceuticamarine alkaloids analogueantibiofilm agent0104 chemical sciencesThiazoles010404 medicinal & biomolecular chemistrychemistryChemistry (miscellaneous)Staphylococcus aureusBiofilmsPseudomonas aeruginosathiazole derivativesMolecular MedicineMolecules
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Synthesis, X-Ray Structure, Tautomerism Aspect, and Chemical Insight of The 3-(1H-Indol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-ol

2021

The 3-(1H-indol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-ol 2 was obtained exclusively in the enol configuration starting from triazolyl-indole derivative 1 and alkyl halo-esters in the presence of K2CO3. Chemical structure elucidations with the aid of physicochemical characterizations were used to predict its molecular structure while single crystal X-ray diffraction technique was used to shed the light on the supramolecular structure of 2. DFT calculations agreed very well with the reported X-ray structure where the most stable form thermodynamically is the enol form. Its optimized geometry agreed very well with the experimental structure where the correlation coefficients betwe…

triazolyl-indoleChemical structureSupramolecular chemistry010402 general chemistry01 natural sciencesAnalytical ChemistryInorganic Chemistrychemistry.chemical_compoundsupramolekulaarinen kemiaMoleculeHirshfeld surface analysissynteesiSpectroscopy010405 organic chemistryOrganic ChemistryIntermolecular forceEnolTautomer0104 chemical sciencesDFTNBOCrystallographytautomerismchemistryDerivative (chemistry)tautomeriaNatural bond orbital
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