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Toshima H, Nara S, Ichihara A, et al. Syntheses and Potato Tuber-inducing Activity of Coronafacic Acid Analogues. Biosci Biotechnol Biochem. 1998;62(4):681-8doi: 10.1271/bbb.62.681.
Toshima, H., Nara, S., Ichihara, A., Koda, Y., & Kikuta, Y. (1998). Syntheses and Potato Tuber-inducing Activity of Coronafacic Acid Analogues. Bioscience, biotechnology, and biochemistry, 62(4), 681-8. https://doi.org/10.1271/bbb.62.681
Toshima, H, et al. "Syntheses and Potato Tuber-inducing Activity of Coronafacic Acid Analogues." Bioscience, biotechnology, and biochemistry vol. 62,4 (1998): 681-8. doi: https://doi.org/10.1271/bbb.62.681
Toshima H, Nara S, Ichihara A, Koda Y, Kikuta Y. Syntheses and Potato Tuber-inducing Activity of Coronafacic Acid Analogues. Biosci Biotechnol Biochem. 1998;62(4):681-8. doi: 10.1271/bbb.62.681. PMID: 27392555.
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Biosci Biotechnol Biochem. 1998;62(4):681-8. doi: 10.1271/bbb.62.681.

Syntheses and Potato Tuber-inducing Activity of Coronafacic Acid Analogues.

Bioscience, biotechnology, and biochemistry

H Toshima, S Nara, A Ichihara, Y Koda, Y Kikuta

Affiliations

  1. a Department of Bioscience and Chemistry, Hokkaido University.
  2. b Department of Botany, Faculty of Agriculture, Hokkaido University.

PMID: 27392555 DOI: 10.1271/bbb.62.681

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.

Keywords: 1,6-conjugate addition; coronafacic acid; coronatine; jasmonic acid; tuber-inducing activity

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