Growth Inhibition of<i>Pseudomonas solanacearum</i>by Substituted 3-Indolepropionic Acids and Related Compounds

Matsuda, Kazuhiko; Toyoda, Hideyoshi; Yokoyama, Kanako; Wakita, Keiko; Nishio, Hitomi; Nishida, Takatsugu; Dogo, Mitsue; Kakutani, Koji; Hamada, Masayuki; Ouchi, Seiji

doi:10.1271/bbb.57.1766

Cited by 13 publications

(2 citation statements)

References 1 publication

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“…A. thaliana and other members of the Brassicaceae family are known for the occurrence of various indolic constituents including several indolyl glucosinolates (27), but no references to 3-indolepropanoic acid (8) as a plant isolate were found. Matsuda et al (40) showed that synthetic 8 was active against Pseudomonas solanacearum, which accords with our reported antibacterial activity including P. fluorescens (Figure 1). Because many of the compounds tested displayed both antifungal and antibacterial activity, we believe that several secreted compounds, rather than a single one, account for the overall antimicrobial activity of Arabidopsis.…”

Section: Discussionsupporting

confidence: 92%

Metabolic Profiling of Root Exudates ofArabidopsisthaliana

Walker

Bais

Halligan

et al. 2003

J. Agric. Food Chem.

147

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In addition to accumulating biologically active chemicals, plant roots continuously produce and secrete compounds into their immediate rhizosphere. However, the mechanisms that drive and regulate root secretion of secondary metabolites are not fully understood. To enlighten two neglected areas of root biology, root secretion and secondary metabolism, an in vitro system implementing root-specific elicitation over a 48-day time course was developed. After roots of Arabidopsis thaliana had been elicited with salicylic acid, jasmonic acid, chitosan, and two fungal cell wall elicitors, the secondary metabolites subsequently secreted were profiled. High-performance liquid chromatography was used to metabolically profile compounds in the root exudates, and 289 possible secondary metabolites were quantified. The chemical structures of 10 compounds were further characterized by (1)H and (13)C NMR: butanoic acid, trans-cinnamic acid, o-coumaric acid, p-coumaric acid, ferulic acid, p-hydroxybenzamide, methyl p-hydroxybenzoate, 3-indolepropanoic acid, syringic acid, and vanillic acid. Several of these compounds exhibited a wide range of antimicrobial activity against both soil-borne bacteria and fungi at the concentration detected in the root exudates.

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Section: Discussionsupporting

confidence: 92%

Metabolic Profiling of Root Exudates ofArabidopsisthaliana

Walker

Bais

Halligan

et al. 2003

J. Agric. Food Chem.

147

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“…However, a significant role in the defense response of A. thaliana to P. syringae could not be demonstrated; even camalexin-less mutants showed the same disease resistance phenotype as observed for the corresponding wild-type plants (28). Much less is known about possible antibiotic properties of the other induced indolic metabolites, except that some closely related compounds, including indole-3-propionic and -3-acrylic acids, were shown to possess antibacterial activity (38). Of the five induced compounds, tryptophan is the classical type of primary metabolite, whereas camalexin is a typical product of secondary metabolism.…”

Section: Discussionmentioning

confidence: 99%

Accumulation of soluble and wall-bound indolic metabolites in Arabidopsis thaliana leaves infected with virulent or avirulent Pseudomonas syringae pathovar tomato strains

Hagemeier¹

2001

Proceedings of the National Academy of Sciences

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The chemical structures and accumulation kinetics of several major soluble as well as wall-bound, alkali-hydrolyzable compounds induced upon infection of Arabidopsis thaliana leaves with Pseudomonas syringae pathovar tomato were established. All identified accumulating products were structurally related to tryptophan. Most prominent among the soluble substances were tryptophan, ␤-D-glucopyranosyl indole-3-carboxylic acid, 6-hydroxyindole-3-carboxylic acid 6-O-␤-D-glucopyranoside, and the indolic phytoalexin camalexin. The single major accumulating wall component detectable under these conditions was indole-3-carboxylic acid. All of these compounds increased more rapidly, and camalexin as well as indole-3-carboxylic acid reached much higher levels, in the incompatible than in the compatible P. syringae͞A. thaliana interaction. The only three prominent phenylpropanoid derivatives present in the soluble extract behaved differently. Two kaempferol glycosides remained largely unaffected, and sinapoyl malate decreased strongly upon bacterial infection with a time course inversely correlated with that of the accumulating tryptophan-related products. The accumulation patterns of both soluble and wallbound compounds, as well as the disease resistance phenotypes, were essentially the same for infected wild-type and tt4 (no kaempferol glycosides) or fah1 (no sinapoyl malate) mutant plants. Largely different product combinations accumulated in wounded or senescing A. thaliana leaves. It seems unlikely that any one of the infection-induced compounds identified so far has a decisive role in the resistance response to P. syringae.

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Auxin and the Interaction Between Plants and Microorganisms

Ludwig‐Müller

2014

Auxin and Its Role in Plant Development

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Growth Inhibition ofPseudomonas solanacearumby Substituted 3-Indolepropionic Acids and Related Compounds

Cited by 13 publications

References 1 publication

Metabolic Profiling of Root Exudates ofArabidopsisthaliana

Metabolic Profiling of Root Exudates ofArabidopsisthaliana

Accumulation of soluble and wall-bound indolic metabolites in Arabidopsis thaliana leaves infected with virulent or avirulent Pseudomonas syringae pathovar tomato strains

Auxin and the Interaction Between Plants and Microorganisms

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