Identification of UV-Induced Diterpenes Including a New Diterpene Phytoalexin, Phytocassane F, from Rice Leaves by Complementary GC/MS and LC/MS Approaches
Identification of UV-Induced Diterpenes Including a New Diterpene Phytoalexin, Phytocassane F, from Rice Leaves by Complementary GC/MS and LC/MS Approaches
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DOI：
10.1021/acs.jafc.5b00785
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发表时间：
2015-04-29
影响因子：
6.1
通讯作者：
Hasegawa, Morifumi
中科院分区：
文献类型：
--
作者：
Horie, Kiyotaka;Inoue, Yasuno;Hasegawa, Morifumi
水稻植物抗毒素是水稻抗病原微生物的重要武器之一。我们尝试使用GC/MS和LC/MS分析来鉴定新的植物抗毒素及其衍生物。用色谱法从紫外线照射的水稻叶片中分离得到9 β-海葵-7，15-二烯-3 β，6 β，19-三醇，1，stemar-13-en-2 alpha-ol，2和1 α，2 alpha-dihydroxy-ent-12，15-cassadiene-3，11-dione，3。这些结构通过1D-和2D-NMR和MS分析确认。有趣的是，所有三种化合物都在稻瘟病病原体感染后积累。Magnaporthe化合物1和2具有较弱的抗真菌活性，可能分别是水稻植物抗毒素momilactones和oryzalexin S的生物合成中间体。化合物3对M.与已知的植物抗毒素phytocassane A相同的程度。我们得出结论，3是卡桑型植物防御素家族的成员，并建议将其命名为phytocassane F。
Rice phytoalexins are regarded as one of the most important weapons against pathogenic microorganisms. We attempted to identify novel phytoalexins and their derivatives using GC/MS and LC/MS analyses. Diterpene derivatives, 9 beta-pimara-7,15-diene-3 beta,6 beta,19-triol, 1, stemar-13-en-2 alpha-ol, 2, and 1 alpha,2 alpha-dihydroxy-ent-12,15-cassadiene-3,11-dione, 3, were isolated from UV-irradiated rice leaves by chromatographic methods. These structures were confirmed by 1D- and 2D-NMR and MS analyses. Interestingly, all three compounds were accumulated following an infection by the rice blast pathogen. Magnaporthe oryzae. Compounds 1 and 2 exhibited weak antifungal activity and may be the biosynthetic intermediates of rice phytoalexins momilactones and oryzalexin S, respectively. Compound 3 exhibited relatively high inhibitory activity against the fungal mycelial growth of M. oryzae to the same extent as the known phytoalexin phytocassane A. We conclude that 3 is a member of the cassane-type phytoalexin family and propose the name phytocassane F.