6533b859fe1ef96bd12b8147
RESEARCH PRODUCT
Synthesis of N-diisopropyl phosphoryl benzyl-tetrahydroisoquinoline, a new class of mitochondrial complexes I and III inhibitors
Immaculada AndreuDiego CortesJosé R. TormoAlmudena BermejoRossella MelloNuria Cabedosubject
Magnetic Resonance SpectroscopyStereochemistryClinical BiochemistryImineRespiratory chainPharmaceutical ScienceBiochemistryChemical synthesisElectron TransportElectron Transport Complex IIIchemistry.chemical_compoundDrug DiscoveryAnimalsNADH NADPH OxidoreductasesEnzyme InhibitorsMolecular BiologyElectron Transport Complex IbiologyBicyclic moleculeTetrahydroisoquinolineOrganic ChemistryNuclear magnetic resonance spectroscopyIsoquinolinesMitochondriachemistryEnzyme inhibitorbiology.proteinMolecular MedicineCattleOxidation-ReductionDerivative (chemistry)description
The synthesis of N-(O,O-diisopropylphosphoryl)-benzyltetrahydroisoquinoline (3) has been achieved in a 'one pot' procedure from imine (2) and diisopropyl-phosphorochloridate (1) generated in situ (POCl3 + iPrOH). Compound 3 is the first benzyltetrahydroisoquinoline derivative found to be a potent inhibitor of mitochondrial complexes I and III, and therefore it opens a new perspective with this series of compounds as they can be considered as new class of antitumor agents.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2000-07-01 | Bioorganic & Medicinal Chemistry Letters |