Abstract
From the fresh roots of Heliopsis longipes three new minor alkamides: longipinamide A ( N-isobutyl-8,10-diynoic-3 Z-undecenamide), longipenamide A ( N-isobutyl- syn-8,9-dihydroxy-2 E,6 Z-decadienamide) and longipenamide B ( N-isobutyl- syn-6,9-dihydroxy-2 E,7 E-decadienamide); three known alkamides: affinin (spilanthol, N-isobutyl-2 E,6 Z,8 E-decatrienamide), N-isobutyl-2 E,6 Z-decadienamide and N-isobutyl-2 E-decenamide; and 11 other known compounds were isolated. The structures of the three new minor alkamides were established by 1D and 2D NMR spectroscopy including 1H, 13C, DEPT, COSY, HSQC, and HMBC experiments, as well as by EI and FAB + mass spectrometry. To our knowledge, this is the first report of the isolation of linear dihydroxyalkamides as natural products.
Published Version
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