Escuela de Química, Facultad de Ciencias, Universidad Nacional de Colombia-Sede Medellín, Carrera 65, Medellín P.O. Box 3840, Colombia.
Departamento de Ingeniería Agrícola y Alimentos, Facultad de Ciencias Agrarias, Universidad Nacional de Colombia-Sede Medellín, Carrera 65, Medellín P.O. Box 3840, Colombia.
Molecules. 2022 May 30;27(11):3500. doi: 10.3390/molecules27113500.
Eleven indanoyl derivatives were synthesized and, along with methyl jasmonate, evaluated as isoflavonoid-phytoalexin elicitors in two cultivars of common bean ( L. cvs. ICA-Cerinza and Uribe Rosado, tolerant and susceptible to anthracnose, respectively). Indanoyl derivatives (an ester, two amides, and eight indanoyl-amino acid conjugates) were obtained from 1-oxo-indane-4-carboxylic acid. In general, the accumulation of isoflavonoid-type phytoalexins, such as isoflavones (genistein, daidzein, and 2'-hydroxygenistein), isoflavanones (dalbergioidin and kievitone), isoflavan (phaseollinisoflavan), coumestrol, and pterocarpans (phaseollidin and phaseollin), was dependent on the common bean cultivar, the post-induction time, and the elicitor structure. Isoflavones, dalbergioidin, and coumestrol reached their highest amounts during the first 48 to 72 h, whereas kievitone, phaseollinisoflavano, and the pterocarpans reached maximum levels between 72 and 96 h. The 1-oxo-indanoyl-L-isoleucine methyl ester elicited the highest levels of phytoalexins (similar to those elicited by the methyl jasmonate) and showed no significant phytotoxic effects on common bean seedlings. The indanoyl-type synthetic elicitor, 1-oxo-indanoyl-L-isoleucine methyl ester, may represent a promising agronomic alternative for disease control in common bean by enhancing the accumulation of antimicrobial isoflavonoid phytoalexins.
合成了 11 种吲酮衍生物，并与茉莉酸甲酯一起，在两个普通菜豆品种（ICA-Cerinza 和 Uribe Rosado，分别对炭疽病具有耐受性和易感性）中作为异黄酮-植物抗毒素诱导剂进行了评估。吲酮衍生物（酯、酰胺和 8 种吲酮-氨基酸缀合物）是由 1-氧代-4-羧酸吲哚获得的。一般来说，异黄酮型植物抗毒素（如异黄酮（染料木黄酮、大豆苷元和 2'-羟基染料木黄酮）、异黄酮烷（dalbergioidin 和 kievitone）、异黄酮烷（phaseollinisoflavan）、香豆雌酚和紫檀烷（phaseollidin 和 phaseollin）的积累取决于普通菜豆品种、诱导后时间和诱导剂结构。异黄酮、dalbergioidin 和香豆雌酚在最初的 48 到 72 小时内达到最高含量，而 kievitone、phaseollinisoflavan 和紫檀烷在 72 到 96 小时之间达到最高水平。1-氧代-吲哚酰基-L-异亮氨酸甲酯诱导的植物抗毒素水平最高（类似于茉莉酸甲酯诱导的水平），对普通菜豆幼苗没有明显的植物毒性作用。吲酮型合成诱导剂 1-氧代-吲哚酰基-L-异亮氨酸甲酯可能代表了一种有前途的农业替代方案，通过增强抗菌异黄酮植物抗毒素的积累来控制普通菜豆的疾病。
