H. Toshima et al., SYNTHESES AND POTATO TUBER-INDUCING ACTIVITY OF CORONAFACIC ACID ANALOGS, Bioscience, biotechnology, and biochemistry, 62(4), 1998, pp. 681-688
Coronafacic acid (1) is an acid component of coronatine, and has been
isolated from several pathovars of Pseudomonas syringae. Syntheses of
C-6-non- and C-6-alkyl-substituted analogues of 1 were accomplished vi
a intramolecular 1,6-conjugate addition as the key step. Among them, 1
and four C-6-alkyl-substituted analogues exhibited potato tuber-induc
ing activity, but the C-6-non-substituted analogue did not. It was rev
ealed that a certain length of the C-6-alkyl group was necessary to ex
hibit activity.