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A Taylor-Made Design of Phenoxyfuranone-Type Strigolactone Mimic

机译:苯氧呋喃酮型Strigolactone模拟物的泰勒制设计。

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Strigolactones are a class of plant hormones that inhibit axillary bud outgrowth and are released from plant roots to act as a rhizosphere communication signal. The Orobanchaceae parasitic plant Striga hermonthica perceives strigolactone as its germination signal, indicating host presence. After germination, the Striga plant parasitises the host plant and suppresses host growth by draining photosynthetic products, water and other essential nutrients. Because of this way of life, this parasite threatens crop production in sub-Saharan Africa with infestation in crop fields and crop devastation. Crop protection in such areas is among the most concerning problems to be dealt with as immediately as possible. With respect to crop protection from Striga , many strigolactone agonists have been developed and used in research to reveal Striga biology, and have contributed to development of crop protection methods. However, an effective method has yet to be found. In a previous study, we reported debranones as a group of strigolactone mimics that inhibit axillary buds outgrowth with moderate stimulation activity for Striga germination. Debranones would be accessible because they are simply synthesized from commercially available phenols and bromo butenolide. Taking this advantage of debranones for Striga research, we tried to find the debranones stimulating Striga seed germination. To modulate functional selectivity and to enhance germination inducing activity of debranones, we studied structure–activity relationships. We investigated effects of substituent position and functional group on debranone activity and selectivity as a strigolactone mimic. As a result, we improved stimulation activity of debranones for Striga seed germination by chemical modification, and demonstrated the pharmacophore of debranones for selective modulation of distinct strigolactone responses.
机译:Strigolactones是一类植物激素,可抑制腋芽的生长,并从植物根部释放出来,充当根际通讯信号。 Orobanchaceae寄生植物Striga hermonthica认为strigolactone是其发芽信号,表明宿主的存在。发芽后,Striga植物寄生于宿主植物,并通过排出光合产物,水和其他必需养分来抑制宿主生长。由于这种生活方式,这种寄生虫威胁着撒哈拉以南非洲的农作物生产,并侵害了农田和农作物。这些领域的作物保护是应尽快处理的最相关问题之一。关于来自Striga的作物保护,已经开发了许多Strigolactone激动剂并将其用于研究以揭示Striga生物学,并且为开发作物保护方法做出了贡献。但是,尚未找到有效的方法。在先前的研究中,我们报道了十溴去氢酮是一组抑制松芽萌发的中等刺激活性的腋芽内酯模拟物。因为它们是由市售的苯酚和溴代丁烯内酯简单地合成的,所以能够得到十溴烷。充分利用地溴烷用于Striga研究,我们试图找到能刺激Striga种子发芽的地溴烷。为了调节功能选择性并增强地溴烷的萌发诱导活性,我们研究了结构-活性关系。我们调查了取代基位置和官能团对苯乙内酯活性和选择性的影响,作为strigolactone模拟。结果,我们通过化学修饰改善了地平烷酮对Striga种子萌发的刺激活性,并证明了地平烷酮的药效团可选择性调节不同的松果内酯响应。

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