Novel Fusicoccins R and S, and the Fusicoccin S Aglycon (Phomopsiol) from Phomopsis amygdali Niigata 2-A, and Their Seed Germination-stimulating Activity in the Presence of Abscisic Acid

  • TAJIMA Naoto
    Course of the Science of Bioresources, The United Graduate School of Agricultural Sciences, Iwate University (Yamagata University)
  • NUKINA Manabu
    Course of the Science of Bioresources, The United Graduate School of Agricultural Sciences, Iwate University (Yamagata University) Department of Bioresource Engineering, Faculty of Agriculture, Yamagata University
  • KATO Nobuo
    Institute of Scientific and Industrial Research, Osaka University
  • SASSA Takeshi
    Course of the Science of Bioresources, The United Graduate School of Agricultural Sciences, Iwate University (Yamagata University) Department of Bioresource Engineering, Faculty of Agriculture, Yamagata University

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  • Novel Fusicoccins R and S, and the Fusicoccin S Aglycon (Phomopsiol) from<i>Phomopsis amygdali</i>Niigata 2-A, and Their Seed Germination-stimulating Activity in the Presence of Abscisic Acid

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Abstract

Our search for new 3-hydroxyfusicoccins structurally related to cotylenin A from a culture of Phomopsis amygdali Niigata 2-A resulted in the isolation of novel 3-hydroxy fusicoccins, called fusicoccins R and S, and the fusicoccin S aglycon, called phomopsiol, together with known 3α-hydroxyfusicoccin J. The structure of phomopsiol was identified as that of O-demethyl-3-epicotylenol based on spectroscopic evidence. The structures of fusicoccins R and S were also determined to be those of 3′-deacetyl-3α-hydroxyfusicoccin A and 3β-hydroxy-3-epifusicoccin H. The lettuce seed germination-stimulating activity of fusicoccins R and S, phomopsiol and 3α-hydroxyfusicoccin J was examined in the presence of ABA; fusicoccin R and 3α-hydroxyfusicoccin J were highly active, while fusicoccin S and phomopsiol were inactive. The possible biosynthetic relationships among these novel fusicoccins having a 3α- or 3β-hydroxy group in their diterpene moiety are briefly discussed.

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