Search results for "stereo"

showing 10 items of 6147 documents

Synthesis and biological evaluation of abietic acid derivatives

2009

A series of C18-oxygenated derivatives of abietic acid were synthesized and evaluated for their cytotoxic, antimycotic, and antiviral activities. In general, the introduction of an aldehyde group at C18 did improve the resultant bioactivity, while the presence of an acid or alcohol led to less active compounds.

Antifungal AgentsCarboxylic acidMolecular ConformationAntineoplastic AgentsAlcoholHerpesvirus 1 HumanMicrobial Sensitivity TestsPrimary alcoholAntiviral AgentsChemical synthesisAldehydeStructure-Activity Relationshipchemistry.chemical_compoundChlorocebus aethiopsDrug DiscoveryAnimalsHumansStructure–activity relationshipOrganic chemistryAbietic acidVero CellsCandidaCell ProliferationPharmacologychemistry.chemical_classificationDose-Response Relationship DrugAspergillus fumigatusOrganic Chemistryfood and beveragesStereoisomerismGeneral Medicineequipment and suppliesAspergilluschemistryDrug DesignAbietaneslipids (amino acids peptides and proteins)DiterpeneHeLa CellsEuropean Journal of Medicinal Chemistry
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Bioactive aristolactams from Piper umbellatum.

2007

Four alkaloids named piperumbellactams A-D (1-4) were isolated from branches of Piper umbellatum together with known N-hydroxyaristolam II (5), N-p-coumaroyl tyramine (6), 4-nerolidylcatechol (7), N-trans-feruloyltyramine, E-3-(3,4-dihydroxyphenyl)-N-2-[4-hydroxyphenylethyl]-2-propenamide, beta-amyrin, friedelin, apigenin 8-C-neohesperidoside, acacetin 6-C-beta-d-glucopyranoside, beta-sitosterol, its 3-O-beta-d-glucopyranoside and its 3-O-beta-d-[6'-dodecanoyl]-glucopyranoside. Glycosidase inhibition, antioxidant and antifungal activities of these compounds were evaluated. Compounds 1-3 showed moderate alpha-glucosidase enzyme inhibition with IC50 values 98.07+/-0.44, 43.80+/-0.56 and 29.64…

Antifungal AgentsLactamsStereochemistryDPPHFriedelinPlant ScienceHorticultureBiochemistryHeterocyclic Compounds 4 or More Ringschemistry.chemical_compoundAlkaloidsMolecular BiologyPiperAcacetinbiologyMolecular StructurePlant ExtractsAlkaloidGeneral MedicineFree Radical ScavengersTyraminePiperaceaePlant Components Aerialbiology.organism_classificationchemistryApigeninPiperPhytochemistry
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Antifungal steroid saponins from Dioscorea cayenensis.

2004

From the rhizomes of Dioscorea cayenensis Lam.-Holl (Dioscoreaceae), the new 26- O- beta- D-glucopyranosyl-22-methoxy-3 beta,26-dihydroxy-25( R)-furost-5-en-3- O- alpha- L-rhamnopyranosyl-(1-->4)- alpha- L-rhamnopyranosyl-(1-->4)-[ alpha- L-rhamnopyranosyl-(1-->2)]- beta- D-glucopyranoside ( 1) was isolated together with the known dioscin ( 2) and diosgenin 3- O- alpha- L-rhamnopyranosyl-(1-->4)- alpha- L-rhamnopyranosyl-(1-->4)-[ alpha- L-rhamnopyranosyl-(1-->2)]- beta- D-glucopyranoside ( 3). Their structures were established on the basis of spectral data. Compound 2 exhibited antifungal activity against the human pathogenic yeasts Candida albicans, C. glabrata and C. tropicalis (MICs of …

Antifungal AgentsMagnetic Resonance SpectroscopyStereochemistryDioscoreaceaeSaponinPharmaceutical ScienceAlpha (ethology)Microbial Sensitivity TestsPharmacognosyPlant RootsAnalytical Chemistrychemistry.chemical_compoundDrug DiscoveryHumansBeta (finance)Candida albicansCandidaPharmacologychemistry.chemical_classificationbiologyTraditional medicineDioscoreaPlant ExtractsOrganic ChemistryDiosgeninbiology.organism_classificationComplementary and alternative medicinechemistryMolecular MedicineDioscoreaSteroidsPhytotherapyPlanta medica
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New antifungals selected by molecular topology.

1999

Abstract Molecular topology has been applied to find the new lead antimycotic compounds. Among the selected compounds stands out 3,3′-(4,4′ - Biphenylene)bis(2,5-diphenyl-2H-tetrazolium chloride), Benztropine mesylate and Dicyclopentamethylenethiuram disulphide, with minimum inhibitory concentrations between 1.6 and 2 μg / mL.

Antifungal AgentsMolecular modelStereochemistryClinical BiochemistryBiphenyl derivativesPharmaceutical ScienceMicrobial Sensitivity TestsSaccharomyces cerevisiaeBiochemistryChloridechemistry.chemical_compoundStructure-Activity RelationshipDrug DiscoveryCandida albicansmedicineMolecular BiologyTopology (chemistry)Organic ChemistryDiscriminant AnalysisBiphenylenechemistryDrug DesignMolecular MedicineBenztropine MesylateMolecular topologymedicine.drugBioorganicmedicinal chemistry letters
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Synthesis and biological evaluation of (+)-labdadienedial, derivatives and precursors from (+)-sclareolide

2010

Labdadienedial and a series of C15,C16-functionalized derivatives were synthesized from commercial (+)-sclareolide and evaluated for their cytotoxic, antimycotic, and antiviral activities. Their precursors were similarly evaluated.

Antifungal AgentsStereochemistryAntineoplastic AgentsHerpesvirus 1 HumanAntiviral AgentsChemical synthesisInhibitory Concentration 50chemistry.chemical_compoundChlorocebus aethiopsDrug Discoveryotorhinolaryngologic diseasesAnimalsHumansCytotoxicityVero CellsPharmacologyOrganic ChemistryFungifood and beveragesSclareolideBiological activityGeneral MedicineCombinatorial chemistryTerpenoidIn vitrostomatognathic diseaseschemistrylipids (amino acids peptides and proteins)DiterpenesDiterpeneEnantiomerHeLa CellsEuropean Journal of Medicinal Chemistry
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Steroidal saponins from Asparagus acutifolius.

2007

Abstract Six new steroidal saponins ( 1 – 6 ) were isolated from the roots of A. acutifolius L., together with a known spirostanol glycoside ( 7 ). Their structures were elucidated mainly by extensive spectroscopic analysis (1D and 2D NMR, FABMS and HRESIMS). Compounds 4 – 7 demonstrated antifungal activity against the human pathogenic yeasts C. albicans , C. glabrata and C. tropicalis with MICs values between 12.5 and 100 μg/ml.

Antifungal AgentsStereochemistryAsparagus acutifoliusSaponinPlant ScienceHorticulturePharmacognosyBiochemistryPlant RootsSteroids HeterocyclicMolecular BiologyCandidachemistry.chemical_classificationbiologyMolecular StructureLiliaceaeHydrolysisGlycosideBiological activityGeneral MedicineSaponinsAntimicrobialbiology.organism_classificationCorpus albicanschemistryAsparagus PlantPhytochemistry
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Synthesis and antimicrobial activity of new 3-(1-R-3(5)-methyl-4-nitroso-1H-5(3)-pyrazolyl)-5-methylisoxazoles.

2000

A number of new 3-(1-R-3(5)-methyl-4-nitroso-1H-5(3)-pyrazolyl)-5-methylisoxazoles 6a-g (7b-f) were synthesized and tested for antibacterial and antifungal activity. Some of these compounds displayed antifungal activity at non-cytotoxic concentrations. Derivative 6c was 9 times more potent in vitro than miconazole and 20 times more selective against C. neoformans. 6c was also 8- and 125-fold more potent than amphotericin B and fluconazole, respectively. None of the compounds was active against bacteria. Preliminary structure-activity relationship (SAR) studies showed that the NO group at position 4 of the pyrazole ring is essential for the activity. Lipophilicity of the pyrazole moiety, N-a…

Antifungal AgentsStereochemistryClinical BiochemistryPharmaceutical ScienceMicrobial Sensitivity TestsPyrazoleGram-Positive BacteriaBiochemistryChemical synthesischemistry.chemical_compoundStructure-Activity RelationshipAnti-Infective AgentsDrug DiscoveryGram-Negative BacteriamedicineMoietyHumansCytotoxicityMolecular BiologyChemistryOrganic ChemistryFungiNitrosoIsoxazolesAntimicrobialAnti-Bacterial AgentsLipophilicityCryptococcus neoformansHIV-1Molecular MedicineMiconazolemedicine.drugBioorganicmedicinal chemistry
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Steroidal saponins from Smilax medica and their antifungal activity.

2005

Three new steroidal saponins (1-3) were isolated from the roots of Smilax medica, together with the known disporoside A (4). The structures of the new compounds were elucidated mainly by extensive spectroscopic analysis (1D and 2D NMR, FABMS, and HRESIMS). Compounds 1, 2, and 4 demonstrated weak antifungal activity against the human pathogenic yeasts Candida albicans, C. glabrata, and C.tropicalis, with MIC values between 12.5 and 50 microg/mL.

Antifungal AgentsStereochemistrySaponinPharmaceutical ScienceMicrobial Sensitivity TestsPharmacognosyAnalytical ChemistryDrug DiscoveryHumansCandida albicansMexicoNuclear Magnetic Resonance BiomolecularCandidaPharmacologychemistry.chemical_classificationPlants MedicinalbiologyTraditional medicineCandida glabrataMolecular StructureLiliaceaeOrganic ChemistrySmilaxGlycosideBiological activitySaponinsbiology.organism_classificationComplementary and alternative medicinechemistrySmilaxMolecular MedicineSteroidsJournal of natural products
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Synthesis and Influence of 3-Amino Benzoxaboroles Structure on Their Activity against Candida albicans

2020

Benzoxaboroles emerged recently as molecules of high medicinal potential with Kerydin&reg

Antifungal AgentsStereochemistrySubstituentPharmaceutical Sciencechemistry.chemical_elementMicrobial Sensitivity Tests01 natural sciencesArticleAnalytical Chemistrylcsh:QD241-441030207 dermatology & venereal diseases03 medical and health sciencesMinimum inhibitory concentrationchemistry.chemical_compound0302 clinical medicinebenzoxaboroleslcsh:Organic chemistryDrug DiscoveryCandida albicansformylPhysical and Theoretical ChemistryCandida albicanschemistry.chemical_classificationTavaboroleKerydinMolecular Structurebiology010405 organic chemistryChemistryOrganic Chemistrybiology.organism_classificationpiperazine0104 chemical sciences<i>Candida albicans</i>PiperazineChemistry (miscellaneous)Heterocyclic amineFluorineMolecular MedicineAmine gas treatingantifungalMolecules
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Antifungal activity and tautomeric cyclization equilibria of formylphenylboronic acids

2019

2-Formylphenylboronic acid and four isomeric fluoro-2-formylphenylboronic acids have been found active against a series of fungal strains: Aspergillus, Fusarium, Penicillium and Candida. The level of antifungal activity was evaluated by agar diffusion tests as well as the determination of minimum inhibitory concentrations (MICs) by serial dilution method. Among the tested compounds, 4-fluoro-2-formylphenylboronic acid - an analogue of the known antifungal drug Tavaborole (AN2690) - proved to be the most potent antifungal agent. The tautomeric equilibrium leading to the formation of 3-hydroxybenzoxaboroles as well as the position of the fluorine substituent were revealed to play a crucial ro…

Antifungal Agentsfood.ingredientSerial dilutionStereochemistryAntifungal drugSubstituentMicrobial Sensitivity TestsFormylphenylboronic acid01 natural sciencesBiochemistryStructure-Activity Relationshipchemistry.chemical_compoundfoodFusariumDrug DiscoveryAgarAntifungal activityTautomerizationMolecular BiologyCandidaAspergillusTavaboroleDose-Response Relationship DrugMolecular Structurebiology010405 organic chemistryChemistryOrganic ChemistryPenicilliumCyclization equilibriaOrganoboron compoundsbiology.organism_classificationBoronic AcidsTautomer0104 chemical sciences010404 medicinal & biomolecular chemistryAspergillusCyclizationPenicilliumBioorganic Chemistry
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