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Methyl zealactonoate, a novel germination stimulant for root parasitic weeds produced by maize.


ABSTRACT: One of the germination stimulants for root parasitic weeds produced by maize (Zea mays) was isolated and named methyl zealactonoate (1). Its structure was determined to be methyl (2E,3E)-4-((RS)-3,3-dimethyl-2-(3-methylbut-2-en-2-yl)-5-oxotetrahydrofuran-2-yl)-2-((((R)-4-methyl-5-oxo-2,5-dihydrofran-2-yl)oxy)methylene)but-3-enoate using by 1D and 2D NMR spectroscopy and ESI and EI-MS spectrometry. Feeding experiments with 13C-carlactone (CL), a biosynthetic intermediate for strigolactones, confirmed that 1 is produced from CL in maize. Methyl zealactonoate strongly elicits Striga hermonthica and Phelipanche ramosa seed germination, while Orobanche minor seeds are 100-fold less sensitive to this stimulant.

SUBMITTER: Xie X 

PROVIDER: S-EPMC6140691 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature

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Methyl zealactonoate, a novel germination stimulant for root parasitic weeds produced by maize.

Xie Xiaonan X   Kisugi Takaya T   Yoneyama Kaori K   Nomura Takahito T   Akiyama Kohki K   Uchida Kenichi K   Yokota Takao T   McErlean Christopher S P CSP   Yoneyama Koichi K  

Journal of pesticide science 20170501 2


One of the germination stimulants for root parasitic weeds produced by maize (<i>Zea mays</i>) was isolated and named methyl zealactonoate (<b>1</b>). Its structure was determined to be methyl (2<i>E</i>,3<i>E</i>)-4-((<i>RS</i>)-3,3-dimethyl-2-(3-methylbut-2-en-2-yl)-5-oxotetrahydrofuran-2-yl)-2-((((<i>R</i>)-4-methyl-5-oxo-2,5-dihydrofran-2-yl)oxy)methylene)but-3-enoate using by 1D and 2D NMR spectroscopy and ESI and EI-MS spectrometry. Feeding experiments with <sup>13</sup>C-carlactone (CL),  ...[more]

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