Structures of amides from Asiasarum heterotropoides Maek. var. mandshuricum Maek..

Chemical and Pharmaceutical Bulletin
1981.0

Abstract

The structures of three unstable amides from the roots of Asiasarum heterotropoides MAEK. var. mandshuricum MAEK. (Aristolochiaceae) were established as (2E,4E)-N-isobutyl-2,4-decadienamide (pellitorine), (2E, 4E, 8Z, 10E)-N-isobutyl-2,4,8,10-dodecatetraenamide and (2E, 4E, 8Z, 10Z)-N-isobutyl-2,4,8,10-dodecatetraenamide by spectroscopic investigation and chemical transformation studies. (2E, 4E, 8Z, 10E)-N-Isobutyl-2,4,8,10-dodecatetraenamide and (2E, 4E, 8Z, 10Z)-N-isobutyl-2,4,8,10-dodecatetraenamide were identical in their chromatographic properties, but they could be identified in a mixture of both compounds by our carbon-13 nuclear magnetic resonance method, by observing the cis double bond shielding effect in comparison with the all-trans isomer.

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