Table 1.

Identification of alkamides detected in roots (R) and stem/leaves (SL) of control and infected E. purpurea plants. Compound numbers are referred to peaks in the chromatograms of Supplementary Figs 1 and 2. Peaks C, E, F, H, I, J, and M remained unidentified.

Compound	Peaka	Organ	Alkamides
1	A	SL	undeca-2E,4Z-diene-8,10-diynoic acid isobutylamide
2	A	SL	undeca-2Z,4E-diene-8,10-diynoic acid isobutylamide
3	B	SL	undeca-2E,4Z-diene-8,10-diynoic acid methylbutylamide
4	B	SL	undeca-2Z,4E-diene-8,10-diynoic acid methylbutylamide
5	D	R, SL	trideca-2E,7Z-diene-8,10-diynoic acid isobutylamide
6	D	SL	dodeca-2E,4Z,10E-triene-8-ynoic acid isobutylamide
7	G	R, SL	dodeca-2E,4E,8Z,10Z-tetraenoic acid isobutylamide
8	G	R, SL	dodeca-2E,4E,8Z,10E tetraenoic acid isobutylamide
9	K	R, SL	dodeca-2E,4E,8Z,10Z-tetraenoic acid methylbutylamide
10	K	R, SL	dodeca-2E,4E,8Z,10E-tetraenoic acid methylbutylamide
11	L	R, SL	dodeca-2E,4E,8Z-trienoic acid isobutylamide
12	N	R, SL	dodeca-2E,4E-dienoic acid isobutylamide
13	O	R	dodeca-2E,4Z-diene-8,10-diynoic acid isobutylbutylamide
14	O	R	dodeca-2Z,4E-diene-8,10-diynoic acid isobutylbutylamide
15	P	R	dodeca-2E,4Z-diene-8,10-diynoic acid 2-methylbutylamide

^aTwo alkamide isomers are present under the same peak: A (1, 2), B (3, 4), G (7, 8), K (9, 10), and O (13, 14). The peak D is generated by the coelution of two not isomer alkamides (5, 6). The E/Z stereochemistry is indicated in accordance with the literature^3,26–28.