Identity and Activity of 2,4-Dichlorophenoxyacetic Acid Metabolites in Wild Radish (Raphanus raphanistrum),Journal of Agricultural and Food Chemistry

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Identity and Activity of 2,4-Dichlorophenoxyacetic Acid Metabolites in Wild Radish (Raphanus raphanistrum)
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2018-12-05 00:00:00 , DOI: 10.1021/acs.jafc.8b05300
Danica E. Goggin , Gareth L. Nealon , Gregory R. Cawthray , Adrian Scaffidi , Mark J. Howard ₁ , Stephen B. Powles , Gavin R. Flematti

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Synthetic auxin herbicides, such as 2,4-dichlorophenoxyacetic acid (2,4-D), are widely used for selective control of broadleaf weeds in cereals and transgenic crops. Although the troublesome weed wild radish (Raphanus raphanistrum) has developed resistance to 2,4-D, no populations have yet displayed an enhanced capacity for metabolic detoxification of the herbicide, with both susceptible and resistant wild radish plants readily metabolizing 2,4-D. Using mass spectrometry and nuclear magnetic resonance, the major 2,4-D metabolite was identified as the glucose ester, and its structure was confirmed by synthesis. As expected, both the endogenous and synthetic compounds retained auxin activity in a bioassay. The lack of detectable 2,4-D hydroxylation in wild radish and the lability of the glucose ester suggest that metabolic 2,4-D resistance is unlikely to develop in this species.

中文翻译：

野生萝卜（Raphanus raphanistrum）中2,4-二氯苯氧基乙酸代谢产物的同一性和活性

合成的生长素除草剂，例如2,4-二氯苯氧基乙酸（2,4-D），广泛用于选择性控制谷物和转基因作物中的阔叶杂草。虽然麻烦的杂草野萝卜（Raphanus raphanistrum）已发展出对2,4-D的抗性，尚无种群显示除草剂的代谢解毒能力增强，易感和抗性的野萝卜植物都容易代谢2,4-D。使用质谱和核磁共振，鉴定出主要的2,4-D代谢产物为葡萄糖酯，并通过合成确认了其结构。如预期的那样，内源性化合物和合成化合物在生物测定中均保持了生长素的活性。野萝卜中缺乏可检测的2,4-D羟基化作用，并且葡萄糖酯的不稳定性提示该物种不太可能产生代谢性2,4-D抗性。

更新日期：2018-12-05

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