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
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
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DOI：
10.1271/bbb.68.1125
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发表时间：
2004-01
期刊：
影响因子：
--
通讯作者：
N. Tajima;M. Nukina;N. Kato;T. Sassa
中科院分区：
文献类型：
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作者：
N. Tajima;M. Nukina;N. Kato;T. Sassa
我们从杏仁拟茎点霉新泻2-A培养物中寻找与棉花素A结构相关的新3-羟基梭孢菌素，结果分离出新的3-羟基梭孢菌素，称为梭孢菌素R和S，以及梭孢菌素S糖苷配基，称为phomopsiol，以及已知的3α-羟基梭孢菌素J。基于光谱证据，phomopsiol的结构被鉴定为O-去甲基-3-表丁香酚的结构。此外，还确定了梭孢菌素R和S的结构为3′-去乙酰基-3 α-羟基梭孢菌素A和3β-羟基-3-表梭孢菌素H。在阿坝存在下检测了fusicoccin R和S、phomopsiol和3α-hydroxyfusicoccin J的莴苣种子萌发刺激活性，fusicoccin R和3α-hydroxyfusicoccin J具有高活性，而fusicoccin S和phomopsiol则无活性。本文还简要讨论了这些二萜结构中含有3α-或3β-羟基的新梭孢菌素之间可能的生物合成关系。
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.