Abstract
Abstract The natural abundance, noise decoupled and off-resonance C-13 magnetic resonance spectra of noscapine [(−)-α-narcotine], (−)-β-hydrastine, their protonated and quaternized forms were recorded. Their carbon chemical shifts were compared to other related compounds and model compounds. The relative stereochemistry at C-l and C-l' of noscapine was established to be the same as that of (−)-β-hydrastlne. 13°C for their protonated and quaternized forms was determined. The highfield and lowfield shifts for C-3 and C-4 were similar and comparable to other related compounds. The results have confirmed the similar relative stereochemistry of both compounds at C-l and C-l'. Therefore, the data are diagnostic of the relative stereochemistry of these systems and C-13 magnetic resonance protona-tion and quaternlzation chemical shifts may thus be used to confirm the relative configuration of phthalideisoquinolines as well as other related compounds.
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