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From common ivy Hedera helix, subsp. helix and from Hedera helix, subsp. canariensis the highly unsaturated C I7 -alcohols falcarinol (1) and the so far unknown didehydrofalcarinol (2) [(3R)-heptadeca-1,9(Z),11(Z),16-tetraene-4,6-diyne-3-ol] was isolated and its structures iden­tified by mass spectrometry and NMR. The (R)-configuration of falcarinol and didehydrofalcarinol was determined after catalytic hydrogenation to 3-heptadecanol by enantioselective capillary gas chromatography. Falcarinol and didehydrofalcarinol effect sensibilization and allergic skin reactions in minute concentrations.

zeitschrift für naturforschung b

Natürliche Allergene, I. Das Auftreten von Falcarinol und Didehydrofalcarinol in Efeu (Hedera helix L.) / Natural Allergenes. I. The Occurrence of Falcarinol and Didehydrofalcarinol in Ivy (Hedera helix L .)