Antifungal activity of soybean and chickpea isoflavones and their reduced derivatives

Krämer, Rainer Philipp; Hindorf, H.; Jha, Hem Chandra; Kallage, Jutta; Zilliken, F.

doi:10.1016/s0031-9422(00)80520-8

Cited by 77 publications

(38 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Isoflavones and isoflavonones do not show remarkable fungicidal activity, whereas the isoflavans are good inhibitors of mycelial growth. Growth of Aspergillus ochraceus was inhibited by some soybean and chickpea isoflavonoids, Penicillium digitatum and Fusarium culmorum were inhibited as stimulated depending on the concentration (Krämer et al, 1984). Aromatic compouds show an order of activity marked by hydroxilated rings (aldehydes>acids>alcohols), being also influenced by orto substitutions and methylation (Reynolds, 1977).…”

Section: Resultsmentioning

confidence: 99%

Effects of some phenolic compounds on soybean seed germination and on seed-borne fungi

Colpas

Ono

Rodrigues

et al. 2003

Braz. arch. biol. technol.

View full text Add to dashboard Cite

show abstract

Section: Resultsmentioning

confidence: 99%

Effects of some phenolic compounds on soybean seed germination and on seed-borne fungi

Colpas

Ono

Rodrigues

et al. 2003

Braz. arch. biol. technol.

View full text Add to dashboard Cite

show abstract

“…Isoflavones function as preformed antibiotics (Kramer et al, 1984;RiveraVargas et al, 1993) and as precursors for the defenserelated coumestan and pterocarpan phytoalexins (Ebel, 1986). They also play roles as signal molecules in the induction of microbial genes involved in infection (Dixon and Sumner, 2003) and symbiosis between soybean and Bradyrhizobium japonicum (Pueppke, 1996;Ferguson and Mathesius, 2003).…”

mentioning

confidence: 99%

“…Daidzein is the precursor of both coumestrol and the glyceollin phytoalexins (Ebel, 1986). Genistein may play multiple roles in defense in that it possesses antibiotic activity against several pathogens (Kramer et al, 1984;RiveraVargas et al, 1993) and it has been implicated in the establishment of elicitation competence for the glyceollin response Graham, 1999, 2000;.…”

mentioning

confidence: 99%

RNA Interference of Soybean Isoflavone Synthase Genes Leads to Silencing in Tissues Distal to the Transformation Site and to Enhanced Susceptibility to Phytophthora sojae

et al. 2005

View full text Add to dashboard Cite

Isoflavones are thought to play diverse roles in plant-microbe interactions and are also potentially important to human nutrition and medicine. Isoflavone synthase (IFS) is a key enzyme for the formation of the isoflavones. Here, we examined the consequences of RNAi silencing of genes for this enzyme in soybean (Glycine max). Soybean cotyledon tissues were transformed with Agrobacterium rhizogenes carrying an RNAi silencing construct designed to silence expression of both copies of IFS genes. Approximately 50% of emerging roots were transformed with the RNAi construct, and most transformed roots exhibited .95% silencing of isoflavone accumulation. Silencing of IFS was also demonstrated throughout the entire cotyledon (in tissues distal to the transformation site) both by high-performance liquid chromatography analysis of isoflavones and by real-time reverse transcription-PCR. This distal silencing led to a nearly complete suppression of mRNA accumulation for both the IFS1 and IFS2 genes and of isoflavone accumulations induced by wounding or treatment with the cell wall glucan elicitor from Phytophthora sojae. Preformed isoflavone conjugates were not reduced in distal tissues, suggesting little turnover of these stored isoflavone pools. Distal silencing was established within just 5 d of transformation and was highly efficient for a 3-to 4-d period, after which it was no longer apparent in most experiments. Silencing of IFS was effective in at least two genotypes and led to enhanced susceptibility to P. sojae, disrupting both R gene-mediated resistance in roots and nonrace-specific resistance in cotyledon tissues. The soybean cotyledon system, already a model system for defense signal-response and cell-to-cell signaling, may provide a convenient and effective system for functional analysis of plant genes through gene silencing. (Kramer et al., 1984; RiveraVargas et al., 1993) and as precursors for the defenserelated coumestan and pterocarpan phytoalexins (Ebel, 1986). They also play roles as signal molecules in the induction of microbial genes involved in infection (Dixon and Sumner, 2003) and symbiosis between soybean and Bradyrhizobium japonicum (Pueppke, 1996;Ferguson and Mathesius, 2003). Finally, the isoflavones also have many activities potentially important to human nutrition and medicine, including activities as phytoestrogens, anti-cancer, and anti-oxidant compounds (for review, see Ososki and Kennelly, 2003;Cornwell et al., 2004;Huntley and Ernst, 2004).In soybean, the major isoflavones include daidzein, genistein, and glycitein. These are the predominant aromatic secondary metabolites in soybean seed and all seedling organs (Graham, 1991a). Other than the presence of relatively high levels of free daidzein in root tissues, the isoflavones in soybean seed and seedling tissues are predominantly present as glucosyl-and malonyl-glucosyl conjugates, the levels of which vary markedly in different developmental stages in various organs (Graham, 1991a). While the isoflavones are normally present at relativel...

show abstract

“…Phytoalexins are antimicrobial compounds of low molecular weight that are synthesized by and accumulate in plants after the plants are exposed to microorganisms such as fungi and bacteria (Keen et al 1972;Ebel 1986;Graham 1995). Genistein is a precursor to the bean (Phaseolus vulgaris) phytoalexin kievitone (Garcia-Arenal et al 1978) and has been shown to have direct antifungal activity (Olah and Sherwood 1973;Kramer et al 1984;Weigand et al 1986;Rivera-Vargas et al 1993).…”

mentioning

confidence: 99%

Effects of wounding and inoculation with Sclerotinia sclerotiorum on isoflavone concentrations in soybean

Wegulo¹,

Yang²,

Martinson³

et al. 2005

Can. J. Plant Sci.

View full text Add to dashboard Cite

. 2005. Effects of wounding and inoculation with Sclerotinia sclerotiorum on isoflavone concentrations in soybean. Can. J. Plant Sci. 85: 749-760. Isoflavones play an important role in the defense response of soybean to pathogen attack. They are involved in nodulation of legumes and are associated with human health benefits including the prevention of heart disease and cancers. Concentrations of the isoflavones daidzein, genistein, and glycitein, the glucoside conjugates daidzin, genistin and glycitin, the acetyl glucoside conjugates acetyldaidzin, acetylgenistin, and acetylglycitin, and the malonyl glucoside conjugates malonyldaidzin, malonylgenistin, and malonylglycitin were determined in ovendried leaves of 12 soybean cultivars whose stems were (i) non-wounded, non-inoculated (NWNI), (ii) wounded, non-inoculated (WNI), and (iii) wounded and inoculated (WI) with mycelia of Sclerotinia sclerotiorum, the causal fungus of Sclerotinia stem rot of soybean. There were significant differences (P ≤ 0.05) among cultivars in concentrations of isoflavones and their conjugates in all wounding treatments. Concentrations of the aglycones daidzein and genistein were higher (P ≤ 0.05) in WI than in WNI and NWNI plants in all cultivars. Glycitein and its conjugates were detected only in some cultivars in much lower concentrations than daidzein and genistein and their conjugates. Concentrations of total daidzein in the 12 cultivars ranged from 68 to 491, 174 to 781, and 282 to 553 µg g -1 dry weight in NWNI, WNI, and WI plants, respectively. Concentrations of total genistein ranged from 128 to 427, 290 to 840, and 296 to 759 µg g -1 dry weight in NWNI, WNI, and WI plants, respectively. Concentrations of total glycitein ranged from 0 to 44, 0 to 13, and 0 to 24 µg g -1 dry weight in NWNI, WNI, and WI plants, respectively. In NWNI plants, the cultivar Corsoy 79 ranked in the top two (rank 1 = highest concentration, rank 12 = lowest concentration) in concentrations of daidzein and genistein and their conjugates except genistin (ninth rank). In WNI plants, Parker ranked first in concentrations of all conjugates of daidzein and genistein whereas Corsoy 79 consistently ranked in the top four in concentrations of the two isoflavones and their conjugates. In WI plants, Parker ranked first in concentrations of all conjugates of daidzein and genistein except acetyldaidzin (second rank), S19-90 ranked in the top five in concentrations of all conjugates of daidzein and genistein, whereas Corsoy 79 ranked in the top five in concentrations of daidzein and genistein and all of their conjugates. The results from this study suggest that soybean cultivars differ in concentrations of constitutive or induced isoflavones and in their ability to accumulate isoflavones following wounding and/or infection by S. sclerotiorum. For personal use only.

show abstract

Antifungal activity of soybean and chickpea isoflavones and their reduced derivatives

Cited by 77 publications

References 9 publications

Effects of some phenolic compounds on soybean seed germination and on seed-borne fungi

Effects of some phenolic compounds on soybean seed germination and on seed-borne fungi

RNA Interference of Soybean Isoflavone Synthase Genes Leads to Silencing in Tissues Distal to the Transformation Site and to Enhanced Susceptibility to Phytophthora sojae

Effects of wounding and inoculation with Sclerotinia sclerotiorum on isoflavone concentrations in soybean

Contact Info

Product

Resources

About