Páez Samuel Vizcaíno, Durango Diego, Quiñones Wiston
Química Orgánica de Productos Naturales, Universidad de Antioquia Medellín 050010 Antioquia Colombia
Química de los Productos Naturales y los Alimentos, Universidad Nacional de Colombia Medellín 050034 Antioquia Colombia.
RSC Adv. 2024 Dec 12;14(53):39325-39336. doi: 10.1039/d4ra06461e. eCollection 2024 Dec 10.
Jasmonates are phytohormones derived from jasmonic acid that regulate metabolic processes involved in the chemical response of plants to biotic and abiotic stress. As part of this response, some species synthesize compounds with biological activity against some pathogens. In this work, nine analogs of jasmonoyl-l-isoleucine containing a pyrazolidin-3-one core were tested in their activity to elicit the production of phytoalexins (daidzein, genistein, coumestrol, and phaseollin) in common bean ( L.) cultivars when added exogenously. Some variations in selected parts of the analogs, such as the side chain, the linker, or the conjugated amino acid, allowed the establishment of qualitative relations with the observed activity. The analogs were tested at two levels of concentration, and the observed activity was, in most cases, higher than the observed for methyl jasmonate at 0.5 mM, even at the lower level. Seedlings treated with most heterocyclic compounds exhibited significantly higher amounts of phaseollin than untreated seedlings. Jasmonoyl-l-isoleucine analogs having a pyrazolidin-3-one ring trigger the production of phytoalexins and can be used for crop protection. Additionally, the protein-complex receptor involved in the jasmonate signaling mechanism was modeled by homology for , using that for as a template. After being modeled, it was assessed and used to qualitatively correlate the observed activity values and the vina scores from the docking of the tested analogs.
茉莉酸酯是源自茉莉酸的植物激素，可调节植物对生物和非生物胁迫的化学反应所涉及的代谢过程。作为这种反应的一部分，一些物种会合成对某些病原体具有生物活性的化合物。在这项研究中，测试了九种含有吡唑烷 - 3 - 酮核心的茉莉酰 - L - 异亮氨酸类似物在外源添加时诱导普通豆（Phaseolus vulgaris L.）品种中植物抗毒素（大豆苷元、染料木黄酮、香豆雌酚和菜豆素）产生的活性。类似物选定部分（如侧链、连接基或共轭氨基酸）的一些变化使得能够与观察到的活性建立定性关系。这些类似物在两个浓度水平上进行了测试，在大多数情况下，即使在较低水平，观察到的活性也高于0.5 mM茉莉酸甲酯的活性。用大多数杂环化合物处理的幼苗表现出比未处理的幼苗显著更高的菜豆素含量。具有吡唑烷 - 3 - 酮环的茉莉酰 - L - 异亮氨酸类似物可触发植物抗毒素的产生，可用于作物保护。此外，以拟南芥的蛋白复合物受体为模板，通过同源性对菜豆的茉莉酸信号传导机制中涉及的蛋白复合物受体进行了建模。建模后，对其进行了评估，并用于将观察到的活性值与测试类似物对接的维纳分数进行定性关联。
