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. 2013 Sep 2;18(9):10609-28.
doi: 10.3390/molecules180910609.

Effect of salicylic acid and structurally related compounds in the accumulation of phytoalexins in cotyledons of common bean (Phaseolus vulgaris L.) cultivars

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Effect of salicylic acid and structurally related compounds in the accumulation of phytoalexins in cotyledons of common bean (Phaseolus vulgaris L.) cultivars

Diego Durango et al. Molecules. .

Abstract

In the present work, isoflavonoid phytoalexin production in response to the application of salicylic acid in cotyledons of four common bean (Phaseolus vulgaris) cultivars (SA) was evaluated. The time-course and dose-response profiles of the induction process were established by quantifying the isoflavonoids by HPLC. Cotyledons of anthracnose-resistant cultivars induced by SA produced substantially higher phytoalexin contents as compared to the susceptible ones. In addition, maximum levels of phytoalexins (50-100 fold increases) were reached between 96 and 144 h, and when a concentration of SA from 3.62 to 14.50 mM was used. The observations also indicate that there was a relatively good correlation between the phytoalexin contents and the inhibitory effect against C. lindemuthianum; the higher antifungal activity was observed during the first 48 hours for extracts from cotyledons treated with SA at 1.45 and 3.62 mM, and between 96 and 144 h after induction. Finally, compounds structurally related to SA (dihydro-quinazolinones and some imines) showed a strong elicitor effect. Moreover, induced extracts from cotyledons treated with these potential elicitors, besides the properly elicitors, displayed a weak to moderated antifungal activity. These compounds may be considered good candidates for developing of new phytoprotectants. Furthermore, phytoalexin-eliciting substances may contribute for selecting disease resistant cultivars.

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Figures

Figure 1
Figure 1
Chemical structures of some phytoalexins in common bean.
Figure 2
Figure 2
Time-course accumulation of phytoalexins in common bean cotyledons treated with SA. formula image, genistein; formula image, dalbergioidin; formula image, phaseollinisoflavan; formula image, phaseollidin; formula image, daidzein; formula image, 2’-hydroxygenistein; formula image, kievitone; formula image, coumestrol; formula image, phaseollin. Bars represent the mean concentrations of the isoflavonoids ± standard deviation (n = 3). Cultivars: CM, Cargamanto Mocho; CR, Cargamanto Rojo; IQ, ICA Quimbaya; CI, CORPOICA 106. For each compound, bars with different letters are significantly different (p = 0.05; Fisher’s LSD test).
Figure 2
Figure 2
Time-course accumulation of phytoalexins in common bean cotyledons treated with SA. formula image, genistein; formula image, dalbergioidin; formula image, phaseollinisoflavan; formula image, phaseollidin; formula image, daidzein; formula image, 2’-hydroxygenistein; formula image, kievitone; formula image, coumestrol; formula image, phaseollin. Bars represent the mean concentrations of the isoflavonoids ± standard deviation (n = 3). Cultivars: CM, Cargamanto Mocho; CR, Cargamanto Rojo; IQ, ICA Quimbaya; CI, CORPOICA 106. For each compound, bars with different letters are significantly different (p = 0.05; Fisher’s LSD test).
Figure 3
Figure 3
Accumulation of isoflavonoid phytoalexins on cotyledons of Phaseolus vulgaris by SA at different concentrations. formula image, genistein; formula image, dalbergioidin; formula image, phaseollinisoflavan; formula image, phaseollidin; formula image, daidzein; formula image, 2’-hydroxygenistein; formula image, kievitone; formula image, coumestrol; formula image, phaseollin. Bars represent the mean concentrations of the isoflavonoids ± standard deviation (n = 3). Cultivars: CM, Cargamanto Mocho; CR, Cargamanto Rojo; IQ, ICA Quimbaya; CI, CORPOICA 106. For each compound, bars with different letters are significantly different (p = 0.05; Fisher’s LSD test).
Figure 3
Figure 3
Accumulation of isoflavonoid phytoalexins on cotyledons of Phaseolus vulgaris by SA at different concentrations. formula image, genistein; formula image, dalbergioidin; formula image, phaseollinisoflavan; formula image, phaseollidin; formula image, daidzein; formula image, 2’-hydroxygenistein; formula image, kievitone; formula image, coumestrol; formula image, phaseollin. Bars represent the mean concentrations of the isoflavonoids ± standard deviation (n = 3). Cultivars: CM, Cargamanto Mocho; CR, Cargamanto Rojo; IQ, ICA Quimbaya; CI, CORPOICA 106. For each compound, bars with different letters are significantly different (p = 0.05; Fisher’s LSD test).
Figure 4
Figure 4
Antifungal activity against C. lindemuthianum of extracts from common bean cotyledons induced by SA at different concentration (up) and post-induction time (down). Cultivars: CR, Cargamanto Rojo; IQ, ICA Quimbaya. Figure 4a: formula image, solvent control; formula image, CR-untreated cotyledons; formula image, CR-0.72 mM SA; formula image, CR-1.45 mM SA; formula image, CR-3.62 mM SA; formula image, IQ-untreated cotyledons; formula image, IQ-0.72 mM SA; formula image, IQ-1.45 mM SA; formula image, IQ-3.62 mM SA. Figure 4b: formula image, solvent control; formula image, CR-untreated cotyledons; formula image, CR-48 h post-induction; formula image, CR-96 h post-induction; formula image, CR-144 h post-induction; formula image, IQ-untreated cotyledons; formula image, IQ-48 h post-induction; formula image, IQ-96 h post-induction; formula image, IQ-144 h post-induction. For each time point, the bars headed by the same letter do not differ at p = 0.05 (Fisher’s LSD test).
Figure 5
Figure 5
Chemical structures of compounds evaluated as elicitors.

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