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Studies on lupin alkaloids. VIII. A new stereoisomer of sophocarpine.
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1978
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Bioorganic ChemistryBiochemistryBiochemical TaxonomyNatural SciencesMedicineSecondary MetaboliteOrganic ChemistryStereoselective SynthesisRelative ConfigurationSophora FlavescensPharmacologyNew StereoisomerDrug DiscoveryLupin AlkaloidsNatural Product Synthesis
A new stereoisomer (I) of (-)-sophocarpine (II) was isolated from epigeal part of Sophora flavescens. The relative configuration and stereochemistry were determined by X-ray diffraction studies with monohydrate of free base. The absolute configuration was elucidated by chemical interrelation of I with (+)-matrine (III) and (+)-allomatrine (IV) of known absolute configuration.