title: Syntheses and Potato Tuber-inducing Activity of Coronafacic Acid Analogues.
abstract: Coronafacic acid (1) is an acid component of coronatine, and has been isolated from several pathovars of Pseudomonas syringae. Syntheses of C6-non- and C6-alkyl-substituted analogues of 1 were accomplished via intramolecular 1,6-conjugate addition as the key step. Among them, 1 and four C6-alkyl-substituted analogues exhibited potato tuber-inducing activity, but the C6-non-substituted analogue did not. It was revealed that a certain length of the C6-alkyl group was necessary to exhibit activity.
authors.affiliation: a Department of Bioscience and Chemistry, Hokkaido University.
authors.forename: H
authors.initials: H
authors.lastname: Toshima
authors.affiliation: a Department of Bioscience and Chemistry, Hokkaido University.
authors.forename: S
authors.initials: S
authors.lastname: Nara
authors.affiliation: a Department of Bioscience and Chemistry, Hokkaido University.
authors.forename: A
authors.initials: A
authors.lastname: Ichihara
authors.affiliation: b Department of Botany, Faculty of Agriculture, Hokkaido University.
authors.forename: Y
authors.initials: Y
authors.lastname: Koda
authors.affiliation: b Department of Botany, Faculty of Agriculture, Hokkaido University.
authors.forename: Y
authors.initials: Y
authors.lastname: Kikuta
keywords: 1,6-conjugate addition; coronafacic acid; coronatine; jasmonic acid; tuber-inducing activity