Search results for "Moiety"

showing 10 items of 621 documents

A Vastly Increased Chemical Variety of RNA Modifications Containing a Thioacetal Structure

2018

International audience; Recently discovered new chemical entities in RNA modifications have involved surprising functional groups that enlarge the chemical space of RNA. Using LC-MS, we found over 100 signals of RNA constituents that contained a ribose moiety in tRNAs from E. coli. Feeding experiments with variegated stable isotope labeled compounds identified 37 compounds that are new structures of RNA modifications. One structure was elucidated by deuterium exchange and high-resolution mass spectrometry. The structure of msms2 i6 A (2-methylthiomethylenethio-N6-isopentenyl-adenosine) was confirmed by methione-D3 feeding experiments and by synthesis of the nucleobase. The msms2 i6 A contai…

0301 basic medicineStereochemistryThioacetal010402 general chemistry01 natural sciencesCatalysisNucleobaseisotope labelling03 medical and health scienceschemistry.chemical_compoundAcetalsRNA modificationsTandem Mass Spectrometry[SDV.BBM.GTP]Life Sciences [q-bio]/Biochemistry Molecular Biology/Genomics [q-bio.GN]RiboseEscherichia coliMoietySulfhydryl Compoundschemistry.chemical_classificationChemistrythioacetalsRNA[SDV.BBM.BM]Life Sciences [q-bio]/Biochemistry Molecular Biology/Molecular biologyGeneral Chemistryradical-SAM enzymesChemical space0104 chemical sciencesLC-MSRNA Bacterial030104 developmental biologyEnzymeNucleic Acid ConformationHydrogen–deuterium exchangeChromatography Liquid
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Evaluation of dipeptide nitriles as inhibitors of rhodesain, a major cysteine protease of Trypanosoma brucei

2016

A series of dipeptide nitriles known as inhibitors of mammalian cathepsins were evaluated for inhibition of rhodesain, the cathepsin L-like protease of Trypanosoma brucei. Compound 35 consisting of a Leu residue fitting into the S2 pocket and a triarylic moiety consisting of thiophene, a 1,2,4-oxadiazole and a phenyl ring fitting into the S3 pocket, and compound 33 with a 3-bromo-Phe residue (S2) and a biphenyl fragment (S3) were found to inhibit rhodesain in the single-digit nanomolar range. The observed steep structure-activity relationship could be explained by covalent docking simulations. With their high selectivity indices (ca. 200) and the good antitrypanosomal activity (8μM) the com…

0301 basic medicineStereochemistrymedicine.medical_treatmentTrypanosoma brucei bruceiClinical BiochemistryAntitubercular AgentsPharmaceutical ScienceCysteine Proteinase InhibitorsTrypanosoma bruceiBiochemistryCysteine Proteinase InhibitorsStructure-Activity Relationship03 medical and health scienceschemistry.chemical_compoundNitrilesDrug DiscoverymedicineStructure–activity relationshipMoietyMolecular BiologyProteaseDipeptideDose-Response Relationship DrugMolecular StructurebiologyChemistryOrganic ChemistryDipeptidesbiology.organism_classificationCysteine proteaseCysteine Endopeptidases030104 developmental biologyDocking (molecular)Molecular MedicineBioorganic & Medicinal Chemistry Letters
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Development of novel 1,4-benzodiazepine-based Michael acceptors as antitrypanosomal agents

2016

Novel 1,4-benzodiazepines, endowed with a Michael acceptor moiety, were designed taking advantage of a computational prediction of their pharmacokinetic parameters. Among all the synthesized derivatives, we identified a new lead compound (i.e., 4a), bearing a vinyl ketone warhead and endowed with a promising antitrypanosomal activity against Trypanosoma brucei brucei (IC50 = 5.29 µM), coupled with a lack of cytotoxicity towards mammalian cells (TC50>100 µM).

0301 basic medicineTrypanosomaKetonePeptidomimeticPeptidomimeticStereochemistryTrypanosoma brucei bruceiClinical BiochemistryPharmaceutical ScienceTrypanosoma brucei01 natural sciencesBiochemistryCell LineBenzodiazepinesMiceStructure-Activity Relationship03 medical and health scienceschemistry.chemical_compoundparasitic diseasesDrug DiscoveryAnimalsStructure–activity relationshipMoietyCytotoxicityMolecular BiologyMicrowave irradiationchemistry.chemical_classificationDose-Response Relationship DrugMolecular Structurebiology010405 organic chemistryMacrophagesOrganic Chemistrybiology.organism_classificationMichael acceptors Microwave irradiation Peptidomimetics Pharmacokinetic parameters TrypanosomaTrypanocidal Agents0104 chemical sciencesPharmacokinetic parameter030104 developmental biologychemistryMichael reactionMolecular MedicineMichael acceptorLead compoundBioorganic & Medicinal Chemistry Letters
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Blocking oestradiol synthesis pathways with potent and selective coumarin derivatives

2018

A comprehensive set of 3-phenylcoumarin analogues with polar substituents was synthesised for blocking oestradiol synthesis by 17-b-hydroxysteroid dehydrogenase 1 (HSD1) in the latter part of the sulphatase pathway. Five analogues produced 62% HSD1 inhibition at 5 mM and, furthermore, three of them produced 68% inhibition at 1 mM. A docking-based structure-activity relationship analysis was done to determine the molecular basis of the inhibition and the cross-reactivity of the analogues was tested against oestrogen receptor, aromatase, cytochrome P450 1A2, and monoamine oxidases. Most of the analogues are only modestly active with 17-b-hydroxysteroid dehydrogenase 2 – a requirement for lowe…

0301 basic medicinearomatase17-Hydroxysteroid Dehydrogenasesmedicine.drug_classStereochemistry3-imidazolecoumarinaromataasiDehydrogenaseta3111LigandsStructure-Activity Relationship03 medical and health scienceschemistry.chemical_compoundstructure-activity relationship (SAR)0302 clinical medicineCoumarinsIn vivo17-β-hydroxysteroid dehydrogenase 1 (HSD1)Drug DiscoverymedicineHumansMoietyEnzyme InhibitorsAromatasePharmacologyAromatase inhibitorDose-Response Relationship DrugEstradiolMolecular StructurebiologyChemistrylcsh:RM1-950CYP1A2ta1182General MedicineCoumarin3. Good healthMolecular Docking Simulationlcsh:Therapeutics. Pharmacology030104 developmental biologyDocking (molecular)030220 oncology & carcinogenesisbiology.proteinComputer-Aided Design3-Phenylcoumarinhormones hormone substitutes and hormone antagonistsResearch PaperJournal of Enzyme Inhibition and Medicinal Chemistry
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Effect of a κ1-Bonded-M-1,2,3-triazole (M = Co, Ru) on the Structure and Reactivity of Group 6 Alkoxy (Fischer) Carbenes

2017

The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.inorgchem. 6b02957. NMR data for the synthesized compounds, electrochemical data of azides 2 and 4 (PDF) Computational details and cif files containing crystal data for 3a and 5b (CIF1, CIF2)

123-Triazole010405 organic chemistryStereochemistryTriazoleAromaticity010402 general chemistry01 natural sciencesMedicinal chemistryCycloaddition0104 chemical sciencesInorganic Chemistrychemistry.chemical_compoundchemistryElectrophileAlkoxy groupMoietyReactivity (chemistry)Physical and Theoretical ChemistryInorganic Chemistry 56: 2801-2811 (2017)
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Synthesis, Stability and Relaxivity of TEEPO-Met: An Organic Radical as a Potential Tumour Targeting Contrast Agent for Magnetic Resonance Imaging

2018

Cancer is a widespread and life-threatening disease and its early-stage diagnosis is vital. One of the most effective, non-invasive tools in medical diagnostics is magnetic resonance imaging (MRI) with the aid of contrast agents. Contrast agents that are currently in clinical use contain metals, causing some restrictions in their use. Also, these contrast agents are mainly non-specific without any tissue targeting capabilities. Subsequently, the interest has notably increased in the research of organic, metal-free contrast agents. This study presents a new, stable organic radical, TEEPO-Met, where a radical moiety 2,2,6,6-tetraethylpiperidinoxide (TEEPO) is attached to an amino acid, methio…

116 Chemical sciencesPharmaceutical ScienceContrast Media01 natural sciencesAnalytical Chemistrylaw.inventionGLUCOSENuclear magnetic resonancePiperidineslawHeterocyclic CompoundsNeoplasmsDrug DiscoveryMoietymagneettitutkimusSpin labelElectron paramagnetic resonanceta116orgaaniset yhdisteetmedicine.diagnostic_testMolecular StructureChemistryPhantoms ImagingRelaxation (NMR)radicalsMagnetic Resonance Imaging3. Good healthChemistry (miscellaneous)Molecular MedicineMRIRadical010402 general chemistryvapaat radikaalitImaging phantomArticleCyclic N-OxidesvarjoainetutkimusnitroxidesmedicineAnimalsHumanscontrast agentstyppiyhdisteetPhysical and Theoretical Chemistrymethionine010405 organic chemistryOrganic ChemistryElectron Spin Resonance SpectroscopyMagnetic resonance imagingIN-VITRO3126 Surgery anesthesiology intensive care radiologynitroxides; radicals; methionine; contrast agents; MRI; NMR; EPRIn vitroNMRTRANSPORT0104 chemical sciencesREDUCTIONSPIN-LABEL1182 Biochemistry cell and molecular biologyEPRMolecules; Volume 23; Issue 5; Pages: 1034
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Preparation and structural characterization of organotin(IV) complexes with ligands containing a hetero {N} atom and a hydroxy group or hydroxy and c…

2005

AbstractTwenty-two n-butyltin(IV) and t-butyltin(IV) complexes of ligands containing an –OH (–C@O) group or –OH and –COOHgroups and an aromatic {N} donor atom were prepared by metathetical reactions. On the basis of the FT-IR and Mo¨ssbauer spec-troscopic data, molecular structures were assigned to these compounds. The binding sites of the ligands were identified by means ofFT-IR spectroscopic measurements, and it was found that in most cases the organotin(IV) moiety reacts with the phenolic form ofthese ligands. In the complexes with –OH and –COOH functions, the –COOH group is coordinated to the organotin(IV) centres in amonodentate manner. The 119 Sn Mo¨ssbauer and the FT-IR studies suppor…

2-MERCAPTOPYRIDINEStereochemistryMossbauer spectroscopyMETAL COMPLEXESchemistry.chemical_elementorganotin(IV)3-HYDROXYPYRIDINEBiochemistryMedicinal chemistryInorganic Chemistry2-HYDROXYPYRIDINEGroup (periodic table)Mössbauer spectroscopyMaterials ChemistryMoietyCRYSTAL-STRUCTURERAMAN-SPECTRAPhysical and Theoretical ChemistryBinding siteFourier transform infrared spectroscopyChemistryOrganic ChemistryX-ray diffraction DICARBOXYLIC-ACIDSFT-IRMODELTrigonal bipyramidal molecular geometryTINSettore CHIM/03 - Chimica Generale E InorganicaX-ray crystallographyTinOrganotin(IV)FT-IRMössbauer spectroscopyX-ray diffractionJournal of Organometallic Chemistry
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Impact of hydroxy and octyloxy substituents of phenothiazine based dyes on the photovoltaic performance

2013

Two novel organic dyes containing hydroxy and octyloxy substituents onto a phenothiazine skeleton were synthesized and their effects on the photovoltaic performance were studied. Hydroxy acts as an ancillary anchoring unit along with the carboxylic group, while the phenothiazine modified moiety acts as an electron donor. The photophysical and electrochemical studies revealed that maximum absorbance of the dye with the hydroxy group in the solution was blue shifted and its band gap increased, indicating that donor acceptor strength was reduced as compared to the octyloxy substituted dye. Furthermore, electron lifetime of the organic dye with the hydroxy moiety was shorter due to smaller resi…

Absorbancechemistry.chemical_compoundDye-sensitized solar cellchemistryBand gapProcess Chemistry and TechnologyGeneral Chemical EngineeringPhenothiazineEnergy conversion efficiencyMoietyElectron donorPhotochemistryElectrochemistryDyes and Pigments
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Synthesis and photovoltaic performance of dihydrodibenzoazepine-based sensitizers with additional lateral anchor

2013

Three novel metal-free organic dyes with dihydro-5H-dibenzo[b,f]azepine as a donor and cyanoacrylic acid as an anchoring unit were designed as an innovative linear skeleton of D-D-pi-A type of organic dyes. The conversion efficiency of the derived dye-sensitized solar cells is moderate. Among them, the dye with a hydroxy group as an additional anchoring moiety exhibited the highest UV-Vis absorption with a maximum molar extinction coefficient of 24,136 M-1 cm(-1) at lambda(max) = 458 nm and the best photovoltaic performance with an overall power conversion efficiency of 4.88%, while the dye with a carboxy group as an additional anchoring moiety exhibited the lowest conversion efficiency (4.…

Absorption (pharmacology)Materials scienceProcess Chemistry and TechnologyGeneral Chemical EngineeringPhotovoltaic systemEnergy conversion efficiencyAnchoringMolar absorptivityPhotochemistrychemistry.chemical_compoundDye-sensitized solar cellchemistryMoietyAzepineDyes and Pigments
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Characterization of triphenylamino-based polymethine dyes

2013

In this high-technology application, age functional dyes especially polymethine dyes have captured much attention of the researchers due to their immense potential for high-tech uses. Polymethine dyes show promising absorption spectra in the visible range, which can be easily exploited for the use of written text copying, photographic imaging, or photothermographic recording materials. Keeping this in mind, our research is composed of an investigation of two triphenylamino-based polymethine dyes, a known polymethine dye 3 and a new one polymethine dye 5, which have been synthesized by the reaction of 4-(diphenylamino) benzaldehyde 2 and 4,4′-(phenylazanediyl) dibenzaldehyde 4 with 4,4′-viny…

Absorption spectroscopyArticle SubjectGeneral ChemistryPolymethine dyePhotochemistrydyesCharacterization (materials science)Benzaldehydelcsh:Chemistrychemistry.chemical_compoundchemistrylcsh:QD1-999polymethine dyesVisible rangeMoietyta116High absorption
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