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首页> 美国卫生研究院文献>Plant Physiology >Anthocyanidins and Flavonols Major nod Gene Inducers from Seeds of a Black-Seeded Common Bean (Phaseolus vulgaris L.)
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Anthocyanidins and Flavonols Major nod Gene Inducers from Seeds of a Black-Seeded Common Bean (Phaseolus vulgaris L.)

机译：花青素和黄酮醇一种黑种菜豆（菜豆）种子的主要nod基因诱导子。

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摘要

Eleven compounds released from germinating seeds of a black-seeded bean (Phaseolus vulgaris L., cv PI165426CS) induce transcription of nod genes in Rhizobium leguminosarum biovar phaseoli. Aglycones from 10 of those compounds were identified by spectroscopic methods (ultraviolet/visible, proton nuclear magnetic resonance, and mass spectroscopy), and their biological activities were demonstrated by induction of β-galactosidase activity in R. leguminosarum strains containing nodA-lacZ or nodC-lacZ fusions controlled by R. leguminosarum biovar phaseoli nodD genes. By making comparisons with authentic standards, the chemical structures for aglycones from the 10 molecules were confirmed as being anthocyanidins (delphinidin, petunidin, and malvidin) and flavonols (myricetin, quercetin, and kaempferol). All anthocyanidins and flavonols had 3-O-glycosylation and free hydroxyl groups at the 4′, 5, and 7 positions. Hydrolysis experiments showed that the mean concentration required for half-maximum nod gene induction (I50) by the 10 glycosides was about half that of the corresponding aglycones. The mean I50 value for the three anthocyanidins (360 nanomolar) was less (P ≤ 0.05) than that of the three flavonol aglycones (980 nanomolar). Each seed released approximately 2500 nanomoles of anthocyanidin and 450 nanomoles of flavonol nod gene inducers in conjugated forms during the first 6 hours of imbibition. Based on amounts and activities of the compounds released, anthocyanins contributed approximately 10-fold more total nod-inducing activity than flavonol glycosides. These anthocyanidins from bean seeds represent the first nod-inducing compounds identified from that group of flavonoids.
机译：从黑种豆（菜豆（Phaseolus vulgaris L.，cv PI165426CS））的发芽种子中释放的11种化合物诱导豆科根瘤菌生物变相豆中的nod基因转录。通过光谱方法（紫外/可见，质子核磁共振和质谱）鉴定了其中10种化合物的糖苷配基，并通过诱导含有nodA-lacZ或nodC的豆科植物豆蔻中的β-半乳糖苷酶活性证明了它们的生物活性。 -lacZ融合由豆科植物根瘤菌biovar phaseoli nodD基因控制。通过与真实标准品进行比较，确认了来自10个分子的糖苷配基的化学结构为花青素（蝶呤，petunidin和malvidin）和黄酮醇（杨梅素，槲皮素和山奈酚）。所有的花青素和黄酮醇在4'，5和7位具有3-O-糖基化和游离羟基。水解实验表明，由10个糖苷诱导的半数最大nod基因诱导（I50）所需的平均浓度约为相应糖苷的一半。三种花色苷（360纳摩尔）的平均I50值（P≤0.05）比三种黄酮苷元（980纳摩尔）的平均I50值低（P≤0.05）。在吸水的最初6小时内，每个种子以结合形式释放了大约2500纳摩尔的花青素和450纳摩尔的黄酮nod基因诱导剂。根据所释放化合物的数量和活性，花青素的总诱导点头活性约为黄酮醇苷的10倍。这些来自豆类种子的花色苷代表了从那批类黄酮中鉴定出的第一个诱导点头的化合物。

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