Influence of nitrogen on accumulation of isosojagol (a newly detected coumestan in soybean) and associated isoflavonoids in roots and nodules of mycorrhizal and non‐mycorrhizal soybean

Morandi, Dominique; Quéré, J. L. Le

doi:10.1111/j.1469-8137.1991.tb00946.x

Cited by 22 publications

(9 citation statements)

References 23 publications

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“…Cell wall Grandmaison et al, 1993Cell wall Grandmaison et al, 1993 Soluble N-feruloyltymmine Glycine max/Glomv~s intraradices + Total Morandi et al, 1984Morandi et al,, 1984Morandi et al, 1984Morandi et al, 1986Morandi et al, 1991 Glyceollin I+II+III…”

Section: Allium Cepa/glomus Intraradices Allium Cepa/glomus Versiformementioning

confidence: 98%

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Occurrence of phytoalexins and phenolic compounds in endomycorrhizal interactions, and their potential role in biological control

Morandi

1996

Plant Soil

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173

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This paper will review work mainly done during the last twenty years on the involvement of phytoalexin and phenolic compounds in mycorrhizal interactions. It has been observed that phytoalexins and associated molecules accumulate in roots after mycorrhizal infection, but less intensively and more slowly than in pathogenic interactions. Following mycorrhizal infection, enzymes of phenylpropanoid metabolism have been shown to be activated differentially. Some flavonoids and isoflavonoids have been reported to stimulate in vitro germination of mycorrhizal fungi or in vitro mycorrhizal infection, but their biological significance in signalling between the two symbiotic partners, and in biocontrol of plant disease by arbuscular mycorrhizal fungi, have not yet been elucidated.

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Section: Allium Cepa/glomus Intraradices Allium Cepa/glomus Versiformementioning

confidence: 98%

“…Medicago sativa/GIomus versiforme + Total Morandi et al, 1984Morandi et al, 1984Morandi et al, 1984Morandi et al, 1986Morandi et al, 1991Morandi, 1989Morandi, 1989Morandi, 1989Harrison et al, 1993Harrison et al, 1993 Daidzein…”

Section: + Totalmentioning

confidence: 98%

Occurrence of phytoalexins and phenolic compounds in endomycorrhizal interactions, and their potential role in biological control

Morandi

1996

Plant Soil

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173

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“…Amongst these end products are isoBavonoid phytoalexins, antimicrobial compounds produced in many plantpathogen interactions whose accumulation in plant tissues is often associated with resistance responses. The isoflavonoids glyceollin and coumestrol, which are fungitoxic and nematostatic respectively (Kaplan, Keen & Thomason, 1980;Smith, 1982), accumulate together with the coumestan isosojagol in greater amounts in mycorrhizal soybean roots than in non-mycorrhizal roots (Morandi, Bailey & Gianinazzi-Pearson, 1984;Morandi & Le Quere, 1991). However, levels are low and accumulation is slow compared with that in pathogen interactions.…”

Section: Phenylpropanoid Metabolismmentioning

confidence: 99%

Cellular and molecular defence‐related root responses to invasion by arbuscular mycorrhizal fungi

et al. 1996

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SUMMARYArbuscular mycorrhizal (AM) fungi, which date from the Devonian era, must have dealt ver\' earlj' on with problems of plant defence, a tactic which has enabled them to colonize roots of most extant plant taxa. Conversely, plants forming arbuscular mycorrhiza must exert some sort of control over the fungi during symbiotic interactions since mycelial proliferation within roots is confined to the cortical parenchyma tissue. Plants possess a panoply of defence mechanisms which are triggered by microbial attack. Here we review present-day knowledge of defencerelated root responses to colonization by AM fungi, and assess their possible implications in the symbiosis. Weak, transient, unco-ordinated or extremely localized activation of inducible defence responses occurs during compatible interactions in AM which differs from that in plant-pathogen interactions. When symbiosis-related plant genes are mutated, typical defence responses are associated with resulting root resistance to arbuscular mycorrhizal fungi whilst, contrastingly, plants constitutively expressing defence genes are unaffected in their symbiotic capacities. The mechanisms by which plants can modulate defence responses during symbiotic interactions and the \vay in which AM fungi might contend with these are discussed.

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“…Consequently no apparent A- or B-ring fragment ions were formed in MS n . Additionally, A-ring and B-ring prenylated coumestrol have been shown to yield the same fragmentation pattern in MS [32, 33]. Resveratrol does not show RDA fragmentation due to the lack of the C-ring.…”

Section: Resultsmentioning

confidence: 99%

Structural basis for non-genuine phenolic acceptor substrate specificity of Streptomyces roseochromogenes prenyltransferase CloQ from the ABBA/PT-barrel superfamily

et al. 2017

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Acceptor substrate specificity of Streptomyces roseochromogenes prenyltransferase SrCloQ was investigated using different non-genuine phenolic compounds. RP-UHPLC-UV-MSn was used for the tentative annotation and quantification of the prenylated products. Flavonoids, isoflavonoids and stilbenoids with different types of substitution were prenylated by SrCloQ, although with less efficiency than the genuine substrate 4-hydroxyphenylpyruvate. The isoflavan equol, followed by the flavone 7,4’-dihydroxyflavone, were the best non-genuine acceptor substrates. B-ring C-prenylation was in general preferred over A-ring C-prenylation (ratio 5:1). Docking studies of non-genuine acceptor substrates with the B-ring oriented towards the donor substrate dimethylallyl pyrophosphate, showed that the carbonyl group of the C-ring was able to make stabilizing interactions with the residue Arg160, which might determine the preference observed for B-ring prenylation. No reaction products were formed when the acceptor substrate had no phenolic hydroxyl groups. This preference can be explained by the essential hydrogen bond needed between a phenolic hydroxyl group and the residue Glu281. Acceptor substrates with an additional hydroxyl group at the C3’ position (B-ring), were mainly O3’-prenylated (> 80% of the reaction products). This can be explained by the proximity of the C3’ hydroxyl group to the donor substrate at the catalytic site. Flavones were preferred over isoflavones by SrCloQ. Docking studies suggested that the orientation of the B-ring and of the phenolic hydroxyl group at position C7 (A-ring) of flavones towards the residue Tyr233 plays an important role in this observed preference. Finally, the insights obtained on acceptor substrate specificity and regioselectivity for SrCloQ were extended to other prenyltransferases from the CloQ/NhpB family.

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Influence of nitrogen on accumulation of isosojagol (a newly detected coumestan in soybean) and associated isoflavonoids in roots and nodules of mycorrhizal and non‐mycorrhizal soybean

Cited by 22 publications

References 23 publications

Occurrence of phytoalexins and phenolic compounds in endomycorrhizal interactions, and their potential role in biological control

Occurrence of phytoalexins and phenolic compounds in endomycorrhizal interactions, and their potential role in biological control

Cellular and molecular defence‐related root responses to invasion by arbuscular mycorrhizal fungi

Structural basis for non-genuine phenolic acceptor substrate specificity of Streptomyces roseochromogenes prenyltransferase CloQ from the ABBA/PT-barrel superfamily

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