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Cactus alkaloids. XV. -Phenethylamine derivatives from Coryphantha macromris var. runyonii.

Eleven β-phenethylamine derivatives were isolated and identified from fresh-frozen specimens of Coryphantha macromeris var. runyonii (Br. and R.) L. Benson. Isolations were accomplished using preparative TLC, and identifications were based on chromato-graphic properties, IR and NMR spectra, and comparisons with authentic materials. The data provide initial documentation for: the occurrence of N-formylnormacromerine in nature; the first recorded detection of metanephrine and N-methylmetanephrine in the plant kingdom; the first occurrence of synephrine and N-methyltyramine in this cactus; confirmation of earlier GLC-mass spectral data on the presence of N-methyl-4-methoxy-β-phenethyl-amine, N-methyl-3,4-dimethoxy-β-phenethylamine, tyramine, and hordenine in the plant; and verification of previous reports on the isolation of macromerine and normacromerine.