イワクラ イズミ   Iwakura Izumi
  岩倉 いずみ
   所属   神奈川大学  化学生命学部 応用化学科
    神奈川大学大学院  工学研究科 工学専攻(応用化学領域)
   職種   教授
言語種別 英語
発行・発表の年月 2009/08
形態種別 学術雑誌
査読 査読あり
標題 Total syntheses of coronatines by exo-selective Diels-Alder reaction and their biological activities on stomatal opening.
執筆形態 共著
掲載誌名 Organic & Biomolecular Chemistry,
掲載区分国外
巻・号・頁 7(15),pp.3065-3073
著者・共著者 Masahiro Okada, Satoko Ito, Akira Matsubara, Izumi Iwakura, Syusuke Egoshi, Minoru Ueda
概要 The natural phytotoxin coronatine, which is composed of two individual parts, coronafacic acid and coronamic acid, exhibits various promising biological activities similar to jasmonic acid. Interestingly, coronatine induces stomatal opening involving the swelling of guard cells in which jasmonic acid is not involved as an endogenous regulator. We established syntheses of four stereoisomers of coronatine employing the exo-selective Diels-Alder reaction as a key step. Remarkable differences in stomatal opening activity were observed between enantiomers of coronatine. This result strongly suggests that the stereo structure of coronatine is very important for its stomatal opening activity. In addition, SAR studies suggested that coronatine operates as a molecular mimic of jasmonyl-L-isoleucine in plant guard cells. Cover Picture adopt
DOI https://doi.org/10.1039/B905159G
researchmap用URL https://pubs.rsc.org/en/content/articlelanding/2009/ob/b905159g#!divAbstract