Search results for "Pyrone"

showing 5 items of 25 documents

On the structure of passifloricin A: asymmetric synthesis of the delta-lactones of (2Z,5S,7R,9S,11S)- and (2Z,5R,7R,9S,11S)tetrahydroxyhexacos-2-enoi…

2003

Stereoselective syntheses of the delta-lactone of (2Z,5S,7R,9S,11S)-tetrahydroxyhexacos-2-enoic acid, the structure reported for passifloricin A, and of its (5R)-epimer are described. The creation of all stereogenic centers relied upon Brown's asymmetric allylation methodology. The lactone ring was created via ring-closing metathesis. The NMR data of both synthetic products, however, were different from those of the natural product. The published structure of passifloricin A is thus erroneous and will require further synthetic work to be unambiguously assigned. [structure: see text]

chemistry.chemical_classificationNatural productEsterificationChemistryStereochemistryOrganic ChemistryEnantioselective synthesisStereoisomerismStereoisomerismRing (chemistry)MetathesisBiochemistryStereocenterFatty Acids Monounsaturatedchemistry.chemical_compoundLactonesCyclizationPyronesStereoselectivityPhysical and Theoretical ChemistryLactoneOrganic letters
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Production of 6-pentyl-?-pyrone byTrichoderma harzianum from 18?n fatty acid methyl esters

1992

Biosynthesis of 6-pentyl-α-pyrone byTrichoderma harzianum in two different media was evaluated. Best yields were found in nitrogen deficient medium (C/N=60). Limited growth seems to favour the production of this lactone. When fungal cells, precultured in low nitrogen medium, were incubated on methyl ricinoleate (10 g/l, C/N=60) an increase in 6-pentyl-α-pyrone production was observed in comparison with the media containing methyl oleate or methyl linoleate.

chemistry.chemical_classificationbiologyStereochemistryTrichoderma harzianumFatty acidchemistry.chemical_elementBioengineeringGeneral MedicineFungi imperfectibiology.organism_classificationApplied Microbiology and BiotechnologyNitrogenPyronechemistry.chemical_compoundBiosynthesischemistryLactoneUnsaturated fatty acidBiotechnologyBiotechnology Letters
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Novel 2-pyrone synthesis via Michael addition of mandelic acid enolate to trans-1,2-diaroylethenes

2005

4-Aroyl-6-aryl-3-phenyl-2-pyrones are prepared in a three-step procedure involving the Michael addition of a cis-2,5-disubstituted-1,3-dioxolan-4-one, derived from mandelic acid, to trans-1,2-diaroylethenes, cyclisation to a furan under acidic conditions and lactonisation. The 2-pyrones can be also obtained directly from the Michael products under prolonged or strong acidic treatment with little decrease in yield.

chemistry.chemical_compoundchemistry2-PyroneYield (chemistry)FuranOrganic ChemistryDrug DiscoveryMichael reactionOrganic chemistryGeneral MedicineMandelic acidBiochemistryTetrahedron Letters
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1,4 dihidropiridinski derivati povećavaju ekspresiju gena Psma3, Psmb5 i Psmc6 u glasničkoj RNA štakora

2021

The ubiquitin-proteasome system modifies different cellular and protein functions. Its dysregulation may lead to disrupted proteostasis associated with multiple pathologies and aging. Pharmacological regulation of proteasome functions is already an important part of the treatment of several diseases. 1,4-dihydropyridine (1,4-DHP) derivatives possess different pharmacological activities, including antiaging and neuroprotective. The aim of this study was to investigate the effects of several 1,4-DHP derivatives on mRNA expression levels of proteasomal genes Psma3, Psmb5, and Psmc6 in several organs of rats. Rats were treated with metcarbatone, etcarbatone, glutapyrone, styrylcarbatone, AV-153…

glutapironDihydropyridinesProteasome Endopeptidase Complexetcarbatoneporemećena proteasomska funkcijaimpaired proteasomal functionsproteasome subunitsToxicologyPSMA3metkarbatonKidneyNeuroprotectionPSMC6glutapyroneAV-153-NaAV-153-Ca; AV-153-Na; etcarbatone; gene expression; glutapyrone; impaired proteasomal functions; metcarbatone; pharmacological activities; proteasome subunits; styrylcarbatone; ubiquitin-proteasome systemAV-153-Ca; AV-153-Na; etkarbaton; glutapiron; metkarbaton; stirilkarbaton; poremećena proteasomska funkcija; proteasomske podjedinice; ubikvitin-proteasomski sustavGene expressionAnimalsstyrylcarbatoneRNA MessengerGeneChemistryPublic Health Environmental and Occupational HealthPSMB5Cell biologyproteasomske podjediniceRatsProteostasisProteasomeubikvitin-proteasomski sustavstirilkarbatongene expressionOriginal Articlepharmacological activitiesAV-153-Caubiquitin-proteasome systemmetcarbatoneetkarbatonArchives of Industrial Hygiene and Toxicology
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Stereoselective Synthesis of the Antiprotozoal Lactone Passifloricin A and Seven Isomers Thereof

2004

The conjugated delta-lactone passifloricin A, a natural product with antiprotozoal activity, and seven isomers thereof have been synthesized in enantiopure form. It has been shown in this way that the proposed structure for the natural compound was erroneous. The correct structure is now evidenced. Key steps of the syntheses were asymmetric Brown-type aldehyde allylations and ring-closing metatheses.

medicine.drug_classStereochemistryAntiprotozoal AgentsMolecular ConformationConjugated systemChemical synthesisAldehydeMass SpectrometryLactoneschemistry.chemical_compoundIsomerismmedicineOrganic chemistrychemistry.chemical_classificationNatural productMolecular StructureNatural compoundOrganic ChemistryAbsolute configurationEnantioselective synthesisStereoisomerismGeneral MedicineEnantiopure drugchemistryPyronesAntiprotozoalStereoselectivityOxidation-ReductionLactoneThe Journal of Organic Chemistry
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