Search results for "polycyclic compounds"

showing 10 items of 373 documents

Multiple linear regression analysis of RF values of chlorinated catechols and guaiacols

1981

The multiple linear regression analysis of the RF values of chlorinated catechols and guaiacols has been carried out. The resolved terms, in the regression equation have been used to explain the relative mobility of chlorinated compounds to the reference compound (catechol or guaiacol). The best correlations have been observed for solvent systems which give the greatest standard deviations and relative differences between the RF values. A good correlation between the standard deviation of the RF values and the term which represents the effect of the chlorine atom ortho to the hydroxyl group(s) have also been observed.

Solvent systemCatecholOrganic ChemistryClinical BiochemistryChlorine atomAnalytical chemistryRegression analysisBiochemistryStandard deviationAnalytical Chemistrychemistry.chemical_compoundchemistrypolycyclic compoundsMultiple linear regression analysisGuaiacolChromatographia
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Fragmentation Pathways of Polycyclic Polyisoprenylated Benzophenones and Degradation Profile of Nemorosone by Multiple-Stage Tandem Mass Spectrometry

2009

Nemorosone is a polycyclic polyisoprenylated benzophenone (PPBs) with strong cytotoxic activity. It is the major constituent of Clusia rosea floral resin and brown Cuban propolis. Other PPBs found in Cuban propolis are oxidized and cyclized derivatives of nemorosone. The instability of PPBs carrying an enolizable 1,3-diketone system has been suggested, and the elucidation of this aspect is very fundamental for the evaluation of their biologic activity. Electrospray ionization multistage tandem mass spectrometry (ESI-MSn) was employed to shed light on the origin of these derivatives of nemorosone and to define the stability of this natural product. For this purpose, we initially performed MS…

Spectrometry Mass Electrospray IonizationElectrosprayNatural productChromatographyElectrospray ionizationFlavonoids LC-MSMass spectrometryTandem mass spectrometryTerpenoidMassBenzophenoneschemistry.chemical_compoundModels ChemicalchemistryStructural BiologyLiquid chromatography–mass spectrometrySpectroscopy Fourier Transform InfraredOrganic chemistryComputer SimulationPolycyclic CompoundsSpectroscopy
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Synthesis, Characterization, and Saccharide Binding Studies of Bile Acid − Porphyrin Conjugates

2007

Synthesis and characterization of bile acid-porphyrin conjugates (BAPs) are reported. Binding of saccharides with BAPs in aqueous methanol was studied by monitoring changes in the visible absorption spectral of the porphyrin-moieties. Although these studies clearly showed absorbance changes, suggesting quite high if non-selective binding, the mass spectral studies do not unambiguously support these results.

Spectrometry Mass Electrospray IonizationMagnetic Resonance SpectroscopyPorphyrinsmedicine.drug_classElectrospray ionizationCarbohydratesPharmaceutical ScienceESI MS.ArticleAnalytical ChemistryAbsorbanceBile Acids and Saltslcsh:QD241-441chemistry.chemical_compoundUltraviolet visible spectroscopylcsh:Organic chemistryHeterocyclic Compoundsvisible spectroscopyDrug Discoverymedicinepolycyclic compoundsOrganic chemistryPhysical and Theoretical ChemistrysaccharideAqueous solutionBile acidMolecular StructureOrganic Chemistry1H-NMRPorphyrinCombinatorial chemistryBile acidschemistryChemistry (miscellaneous)Proton NMRMolecular Medicinesense organsporphyrinConjugateMolecules
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Influence of agents that act on DNA and RNA synthesis on the activity of poly(ADP-Rib) polymerase

1975

The activity of poly(ADP-Rib) polymerase is enhanced in the presence of spermine and spermidine. Among the adenosine-like antibiotics tested, only formycin B and showdomycin cause an inhibition of the enzyme, which is competitive to NAD. The activity of poly(ADP-Rib) polymerase is not reduced by rifamycin, alpha-amanitin and 2-phenylethanol.

SpermidineShowdomycinSpermineCoturnixOviductsShowdomycinCellular and Molecular Neurosciencechemistry.chemical_compoundNAD+ NucleosidaseEthidiumpolycyclic compoundsAnimalsN-Glycosyl HydrolasesMolecular BiologyPolymeraseCell NucleusPharmacologychemistry.chemical_classificationbiologyAdenineRifamycinDNATemplates GeneticCell BiologyMolecular biologySpermidineKineticsEnzymechemistryBiochemistrybiology.proteinRNAMolecular MedicineFemaleSpermineNAD+ kinaseFormycinsDNAExperientia
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Control of biofilm formation by poly-ethylene-co-vinyl acetate films incorporating nisin.

2010

The aim of this study was to evaluate the effect of poly-ethylene-co-vinyl acetate (EVA) films incorporating different concentrations (0.1%, 0.5% and 1%) of nisin on the biofilm-forming ability of Listeria monocytogenes ATCC 7644, Staphylococcus aureus 815 and Staphylococ-cus epidermidis ATCC 35984. Nisin was incorporated into two grades of EVA (EVA14 and EVA28) in the melt during a common film-blowing operation. The efficacy of EVA/nisin films was evaluated by biofilm biomass measurements and Live/Dead staining in combination with fluorescence microscopy. In order to evaluate whether the nisin incorporation could modify the film surface properties, contact angle measurements and scanning e…

Staphylococcusmedicine.disease_causeApplied Microbiology and BiotechnologyBacterial AdhesionNisin polymeric film biofilmMicrobiologyContact anglechemistry.chemical_compoundListeria monocytogenesStaphylococcus epidermidisStaphylococcus epidermidispolycyclic compoundsFluorescence microscopemedicineVinyl acetateNisinNisinListeria monocytogeneNisin; Polymeric film; Biofilm; Listeria monocytogenes; Staphylococcus aureus; Staphylococcus epidermidisbiologyBiofilmBiofilmFood PackagingGeneral Medicinebiochemical phenomena metabolism and nutritionbiology.organism_classificationListeria monocytogenesAnti-Bacterial AgentsSettore ING-IND/22 - Scienza E Tecnologia Dei MaterialiPolymeric filmchemistryStaphylococcus aureusBiofilmsStaphylococcus aureuPolyvinylsBiotechnologyNuclear chemistryApplied microbiology and biotechnology
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Detoxication of carcinogenic fjord-region diol epoxides of polycyclic aromatic hydrocarbons by glutathione transferase P1-1 variants and glutathione.

1998

AbstractEpidemiological studies suggest that individuals differing in the expression of allelic variants of the human glutathione transferase (GST) Pi gene differ in susceptibility to chemical carcinogens such as polycyclic aromatic hydrocarbons (PAH). This study reports the catalytic efficiencies (kcat/Km) of two naturally occurring variants, GSTP1-1/I-105 and GSTP1-1/V-105, towards a series of fjord-region diol epoxides representing potent biologically active PAH metabolites, and two GSTP1-1 mutants with Ala105 and Trp105 in the active site. The results indicate that individuals who are homozygous for the allele encoding GSTP1-1/V-105 might be more susceptible to PAH carcinogenesis due to…

StereochemistryCarcinogenesisMutantBiophysicsPolycyclic aromatic hydrocarbonurologic and male genital diseasesBiochemistryCatalysischemistry.chemical_compoundStructure-Activity RelationshipStructural BiologyGeneticspolycyclic compoundsStructure–activity relationshipHumansGlutathione conjugationPolycyclic Aromatic HydrocarbonsMolecular BiologyGeneneoplasmsCarcinogenGlutathione Transferasechemistry.chemical_classificationbiologyMolecular StructureChemistryActive siteGenetic VariationBiological activityCell BiologyGlutathioneGlutathioneFjord regionPolycyclic aromatic hydrocarbonKineticsBiochemistryDiol epoxideHuman glutathione transferase P1-1Inactivation Metabolicbiology.proteinCarcinogensFEBS letters
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Synthesis and biological evaluation of 2-(3',4',5'-trimethoxybenzoyl)-3-N,N-dimethylamino benzo[b]furan derivatives as inhibitors of tubulin polymeri…

2008

Molecules that target microtubules have an important role in the treatment of cancer. A new class of inhibitors of tubulin polymerization based on the 2-(3,4,5-trimethoxybenzoyl)-2-dimethylamino-benzo[b]furan molecular skeleton was synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymerization, and cell cycle effects. The most promising compound in this series was 2-(3,4,5-trimethoxybenzoyl)-3-dimethylamino-6-methoxy-benzo[b]furan, which inhibits cancer cell growth at nanomolar concentrations and interacts strongly with tubulin by binding to the colchicine site.

StereochemistryClinical BiochemistryPharmaceutical Sciencemacromolecular substancesAntimitotic AgentsBiochemistryChemical synthesisArticlechemistry.chemical_compoundInhibitory Concentration 50MiceStructure-Activity RelationshipMicrotubuleFuranCell Line TumorDrug Discoverypolycyclic compoundsTumor Cells CulturedStructure–activity relationshipAnimalsHumansMolecular BiologyBenzofuransCell ProliferationCombretastatin A-4biologyTubulin ModulatorsOrganic ChemistryTubulin ModulatorsTubulinchemistrybiology.proteinMolecular MedicineBioisostereProtein Binding
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Critical parameters for adduct formation of the carcinogen (+)-anti-benzo[a]pyrene-7,8-dihydrodiol 9,10-epoxide with oligonucleotides.

1997

Various parameters relevant for the formation of dG adducts produced in the reaction of individual benzo[a]pyrene diol epoxide (BPDE) stereoisomers with oligonucleotides have been studied. Reaction time, temperature, pH, molar ratio of diol epoxide and oligonucleotide, base sequence, and buffer system were shown to affect the amount of (+)-anti-BPDE dG adducts formed. Optimum experimental conditions for dG adduct formation were different depending on the base sequence context of the oligonucleotide employed [5'-d(CCTATAGATATCC) or 5'-d(CCTATTGCTATCC)]. In general, low temperature to allow a longer reaction time, slightly alkaline Tris-HCl (pH 7.5-8.0) or alkaline phosphate buffer (pH 11), l…

StereochemistryDiol78-Dihydro-78-dihydroxybenzo(a)pyrene 910-oxideBiomedical EngineeringOligonucleotidesPharmaceutical ScienceEpoxideBioengineeringContext (language use)BuffersMedicinal chemistryAdductchemistry.chemical_compoundpolycyclic compoundsPharmacologyOligonucleotideHydrolysisOrganic ChemistryTemperatureHydrogen-Ion ConcentrationchemistryBenzo(a)pyreneCarcinogensPyreneEnantiomerBiotechnologyBioconjugate chemistry
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Stereoselective metabolism of dibenz(a,h)anthracene to trans-dihydrodiols and their activation to bacterial mutagens.

1990

Dibenz(a,h)anthracene (DBA), a carcinogenic, polycyclic aromatic hydrocarbon ubiquitous in the environment, is metabolized by the hepatic microsomal fraction of immature Sprague-Dawley rats pretreated with Aroclor 1254 to 27 ethyl acetate-extractable metabolites. More than half of these metabolites (51%) consisted of trans-1,2-; -3,4-; and -5,6-dihydrodiols including their identified secondary metabolites. The three trans-dihydrodiols (4.9, 15.8, and 0.6% of total metabolic conversion) were highly enriched in their R,R enantiomers (85, 71, and 98%) as determined by high performance liquid chromatography on suitable chiral stationary phases. This is explained on the basis of the stereoselect…

StereochemistryHealth Toxicology and MutagenesisPolycyclic aromatic hydrocarbonIn Vitro Techniqueschemistry.chemical_compoundCytochrome P-450 Enzyme Systempolycyclic compoundsBenz(a)AnthracenesAnimalsDibenz(ah)anthraceneCarcinogenHistidineEpoxide Hydrolaseschemistry.chemical_classificationAnthraceneMutagenicity TestsPublic Health Environmental and Occupational HealthRats Inbred StrainsStereoisomerismMetabolismRatschemistryEpoxide HydrolasesMicrosomes LiverMicrosomeMutagensResearch ArticleEnvironmental Health Perspectives
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New complex polycyclic compounds: Synthesis, antiproliferative activity and mechanism of action

2020

Abstract Polycyclic or O-glycoconiugate polycyclic compounds 1a-g were previously tested for their in vitro antiproliferative activity. In this series of compounds, activity increases as log P decreases. Specifically, compounds 1d and 1g showed lower log P values together with the best antiproliferative profiles. With the aim of extending our understanding of the structure–activity relationship (SAR) of this class of compounds, we prepared new polycyclic derivatives 2a-c, which bear on each of the two phenyl rings hydrophilic substituents (OH, SO2NH2 or NHCOCH3). These substituents are able to form hydrogen bonds and to decrease the partition coefficient value as compared with compound 1d. …

StereochemistryO-glycoconjugate polycyclic compoundsApoptosisAntiproliferative activityCrystallography X-Ray01 natural sciencesBiochemistryStructure-Activity RelationshipBreast cancer cell lineCell Line TumorDrug DiscoverymedicineAutophagyMDA-MB231 breast cancer cellsHumansPolycyclic CompoundsCytotoxicityMolecular BiologyCell Proliferation010405 organic chemistryHydrogen bondChemistryOrganic ChemistryHydrogen BondingIn vitro0104 chemical sciencesPartition coefficient010404 medicinal & biomolecular chemistryMechanism of actionApoptosisPyrazolo[34-b]pyrazolo[3′4′:23]azepino[45-f]azocinemedicine.symptom
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