0000000000092658

AUTHOR

M. Guardo

showing 5 related works from this author

Synthesis, resolution, stereochemistry, and molecular modeling of (R)- and (S)-2-acetyl-1-(4’-chlorophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinol…

2007

Abstract Recently we identified ( R , S )-2-acetyl-1-(4′-chlorophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline ( 6 ) as a potent non-competitive AMPA receptor antagonist able to prevent epileptic seizures. We report here the optimized synthesis of compound 6 , its resolution by chiral preparative HPLC, and the absolute configuration of ( R )-enantiomer established by X-ray diffractometry. The biological tests of the single enantiomers revealed that higher anticonvulsant and antagonistic effects reside in ( R )-enantiomer as also suggested by molecular modeling studies.

MaleModels MolecularMolecular modelStereochemistryClinical BiochemistryPharmaceutical ScienceConvulsantsAMPA receptorCrystallography X-RayBiochemistryChemical synthesisMicrowave-assisted synthesisEnantiomeric resolutionchemistry.chemical_compoundMiceSeizuresTetrahydroisoquinolinesTetrahydroisoquinolineDrug DiscoveryAnticonvulsantAnimalsMolecular BiologyMolecular StructureTetrahydroisoquinolineOrganic ChemistryAntagonistAbsolute configurationTetrahydroisoquinoline; Microwave-assisted synthesis; Enantiomeric resolution; AnticonvulsantBiological activityStereoisomerismRatschemistryReceptors GlutamateMolecular MedicineEnantiomerExcitatory Amino Acid Antagonists
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Variability Among Italian Citrus tristeza virus Isolates Revealed by SSCP Analysis, Cloning and Sequencing

2005

CloningGeneticsbiologySSCP analysisCTVSettore AGR/12 - Patologia VegetaleCitrus tristeza virusLife Sciencesbiology.organism_classificationSSCP
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Optimization of a LC method for the enantioseparation of a non-competitive glutamate receptor antagonist, by experimental design methodology

2006

Abstract The aim of this work was to obtain the direct optical resolution of a new glutamate receptor antagonist (( p -chloro)1-aryl-6,7,-dimethoxy-1,2,3,4-tetrahydroisoquinoline, PS3), by liquid chromatography on Chiralcel ® OD column. A response surface methodology (RSM) was employed to optimize the enantiomeric separation of the racemate with the lowest number of experiments; in particular, a face-centred design (FCD) was applied to evaluate the influence of critical parameters on the experimental response. Furthermore, in order to find the best compromise between several responses, a multicriteria decision-making approach, the Derringer's desirability function, was successful to simulta…

Resolution (mass spectrometry)Clinical BiochemistryAnalytical chemistryPharmaceutical ScienceChiral liquid chromatography Enantioresolution Chiralcel® OD Tetrahydroisoquinoline derivative Face-centred design Desirability functionHigh-performance liquid chromatographyAnalytical Chemistrychemistry.chemical_compoundTetrahydroisoquinolinesDrug DiscoveryGlutamate receptor antagonistResponse surface methodologySpectroscopyChiral liquid chromatographyChromatographyMolecular StructureAntagonistChiralcel® ODStereoisomerismTetrahydroisoquinoline derivativeDesirability functionFace-centred designHexanechemistryModels ChemicalDesirability functionEnantiomerEnantioresolutionExcitatory Amino Acid AntagonistsChromatography Liquid
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Spread of Citrus tristeza virus in an area of Sicily.

2006

CTVspreadSettore AGR/12 - Patologia Vegetale
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CCDC 633704: Experimental Crystal Structure Determination

2007

Related Article: R.Gitto, R.Ficarra, R.Stancanelli, M.Guardo, L.De Luca, M.L.Barreca, B.Pagano, A.Rotondo, G.Bruno, E.Russo, G.De Sarro, A.Chimirri|2007|Bioorg.Med.Chem.|15|5417|doi:10.1016/j.bmc.2007.05.059

Space GroupCrystallography2-Acetyl-1(R)-(4'-chlorophenyl)-67-dimethoxy-1234-tetrahydroisoquinolineCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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