Increased accumulation of isoflavonoids in common bean (Phaseolus vulgaris L.) tissues treated with 1-oxo-indane-4-carboxylic acid derivatives

Abstract

Highlights Eleven indanoyl derivatives as potential elicitors were synthesized and characterized. Accumulation of nine isoflavonoid phytoalexins in two common bean ( P. vulgaris L.) cultivars grown in Colombia was analyzed. Dose-response and time-course experiments were performed on cotyledons and hypocotyls-roots of common bean treated with the potential elicitors. Application of indanoyl-type elicitors increased the concentration of isoflavonoids in tissues of common bean. Accumulation of isoflavonoid phytoalexins was dependent on the cultivar, the tissue type, the elicitor structure and the post-induction time.

Elicitation of isoflavonoids in Colombian edible legume plants with jasmonates and structurally related compounds

“…Then, the concentration of these compounds decreased, coinciding with an increase in the concentration of phaseollin, phaseollidin, phaseollinisoflavan, kievitone, and coumestrol (Figure 7). These results are consistent with previous reports about elicitation in common bean tissues with other elicitors (Durango et al, 2013;Botero et al, 2021). As can be seen for Uribe Rosado and ICA-Cerinza, after 120 h post-induction, the amount of isoflavonoid compounds is similar to that found in the controls (water-treated hypocotyls-roots).…”

“…Methanol, ethyl acetate, NaOH, silica gel and all other chemicals were purchased from Merck KGaA (Darmstadt, Germany). 1-oxoindanoyl-amino acid conjugates were prepared from 2-carboxy cinnamic acid according to Krumm et al (1995) and Botero et al (2021). .…”

“…As can be seen (Figure 9, Table 1), the accumulation of defense-related isoflavonoids was higher in hypocotyl-roots tissues treated with 1-oxoindanoyl-L-leucine methyl ester compared to 1-oxoindanoyl-glycine methyl ester. Botero et al (2021) previously reported the antifungal and elicitor activities in common bean tissues of the derivative 1-oxoindanoyl-L-leucine methyl ester.…”

“…To overcome these difficulties, Krumm et al (1995) designed and developed structurally simpler and more readily available indanoyl-amino acid conjugates, as functional analogs of coronatine. These compounds would have greater facilities for the preparation by chemical synthesis and, consequently, better prospects for large-scale application in the field, as protective agents for agricultural crops (Mith€ ofer et al, 2004;Schüler et al, 2001Schüler et al, , 2004Botero et al, 2021;Lauchli et al, 2002).…”

The Induction of the Isoflavone Biosynthesis Pathway Is Associated with Resistance to Common Bacterial Blight in Phaseolus vulgaris L.

“…Similarly, various coumestans and isoflavans have been shown to accumulate in seedlings of several Phaseoleae species, including P. vulgaris , following treatment with R. oryzae [ 25 ]. Single molecule elicitors such as salicylic acid also induce the accumulation of these phytoalexins in P. vulgaris [ 24 , 40 ]. The maximal levels detected for daidzein, genistein, coumestrol and phaseollinisoflavan in X. axonopodis -inoculated leaves of the CBB-resistant RIL were on par to an order of magnitude lower than the concentrations detected in the cotyledons of various Colombian P. vulgaris cultivars following treatment with salicylic acid [ 24 ].…”