Kim Hyun Il, Kisugi Takaya, Khetkam Pichit, Xie Xiaonan, Yoneyama Kaori, Uchida Kenichi, Yokota Takao, Nomura Takahito, McErlean Christopher S P, Yoneyama Koichi
Weed Science Center, Utsunomiya University, 350 Mine-machi, Utsunomiya 321-8505, Japan; United Graduate School of Agriculture, Tokyo University of Agriculture and Technology, 3-8-1 Harumi-cho, Fuchu, Tokyo 183-8538, Japan.
Weed Science Center, Utsunomiya University, 350 Mine-machi, Utsunomiya 321-8505, Japan.
Phytochemistry. 2014 Jul;103:85-88. doi: 10.1016/j.phytochem.2014.03.030. Epub 2014 Apr 23.
Root exudates from the allelopathic plant, black oat (Avena strigosa Schreb.), were found to contain at least six different germination stimulants for root parasitic plants, but no known strigolactones (SLs). One of these germination stimulants was purified and named avenaol. Its HR-ESI-TOFMS analysis indicated that the molecular formula of avenaol is C20H24O7, and thus it contains an additional carbon compared with known C19-SLs. Its structure was determined as 5-((E)-(5-(3-hydroxy-1,5,5-trimethyl-2-oxobicyclo[4.1.0]heptan-7-yl)-2-oxodihydrofuran-3(2H)-ylidene)methoxy)-3-methylfuran-2(5H)-one, by 1D and 2D NMR spectroscopy, and ESI- and EI-MS spectrometry. Although avenaol contains the C-D moiety, the common structural feature for all known SLs, it lacks the B ring and has an additional carbon atom between the A and C rings. Avenaol is a potent germination stimulant of Phelipanche ramosa seeds, but only a weak stimulant for seeds of Striga hermonthica and Orobanche minor.
化感植物黑燕麦（Avena strigosa Schreb.）的根系分泌物被发现至少含有六种不同的根寄生植物萌发刺激物，但没有已知的独脚金内酯（SLs）。其中一种萌发刺激物被纯化并命名为燕麦醇。其高分辨电喷雾电离飞行时间质谱（HR-ESI-TOFMS）分析表明，燕麦醇的分子式为C20H24O7，因此与已知的C19-SLs相比，它多了一个碳原子。通过一维和二维核磁共振光谱以及电喷雾电离和电子电离质谱分析，确定其结构为5-((E)-(5-(3-羟基-1,5,5-三甲基-2-氧代双环[4.1.0]庚-7-基)-2-氧代二氢呋喃-3(2H)-亚基)甲氧基)-3-甲基呋喃-2(5H)-酮。尽管燕麦醇含有所有已知SLs的共同结构特征C-D部分，但它缺少B环，并且在A环和C环之间多了一个碳原子。燕麦醇是独脚金种子的有效萌发刺激物，但对列当属的埃及列当和小列当种子只是一种较弱的刺激物。
