Variation of DIMBOA and related compounds content in relation to the age and plant organ in maize

Cambier, Vincent; Hance, Thierry; Hoffmann, Edmond de

doi:10.1016/s0031-9422(99)00498-7

Cited by 149 publications

(155 citation statements)

References 24 publications

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“…Our study, however, indicated that neither APO nor BOA was toxic to B. mojavensis (Fig. 4) at concentrations that occur naturally (Cambier et al 2000). However, there was a significantly longer lag period at the 25-μg/ml concentration than obtained with the other concentrations (Fig.…”

Section: Resultscontrasting

confidence: 51%

“…Because of their wide spectrum of biological activity, they offer promise for natural controls of pests. The main benzoxazinones produced by maize are 2,4-dihydroxy-7-mcthoxy-2H-1,4-benzoxazin-3(4H)-one (DIMBOA), and its dimethoxy derivative 2,4-dihydroxy-6,7-dimethoxy-1,4-benzoxazin-3(4H)-one (DIM 2 BOA), with the former occurring in greater concentrations (Whitney and Mortimore 1959;Klun and Robinson 1969;Corcuera et al 1978;Copaja et al 1991;Hedin et al 1993;Frey et al 1997;Cambier et al 2000). These benzoxazinones are present in maize mainly as glycosides, but upon injury from insects or pathogens they are degraded to their unstable and highly toxic agluconic forms, which spontaneously decompose to the corresponding benzoxazolinones, such as MBOA (6-methoxy-2-benzoxazolinone) and BOA (benzoxazolin-2-one) (Niemeyer 1988).…”

Section: Introductionmentioning

confidence: 99%

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Interactions of Bacillus mojavensis and Fusarium verticillioides with a Benzoxazolinone (BOA) and its Transformation Product, APO

et al. 2007

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The benzoxazolinones, specifically benzoxazolin-2(3H)-one (BOA), are important transformation products of the benzoxazinones that can serve as allelochemicals providing resistance to maize from pathogenic bacteria, fungi, and insects. However, maize pathogens such as Fusarium verticillioides are capable of detoxifying the benzoxazolinones to 2-aminophenol (AP), which is converted to the less toxic N-(2-hydroxyphenyl) malonamic acid (HPMA) and 2-acetamidophenol (HPAA). As biocontrol strategies that utilize a species of endophytic bacterium, Bacillus mojavensis, are considered efficacious as a control of this Fusarium species, the in vitro transformation and effects of BOA on growth of this bacterium was examined relative to its interaction with strains of F. verticillioides. The results showed that a red pigment was produced and accumulated only on BOA-amended media when wild type and the progeny of genetic crosses of F. verticillioides are cultured in the presence of the bacterium. The pigment was identified as 2-amino-3H-phenoxazin-3-one (APO), which is a stable product. The results indicate that the bacterium interacts with the fungus preventing the usual transformation of AP to the nontoxic HPMA, resulting in the accumulation of higher amounts of APO than when the fungus is cultured alone. APO is highly toxic to F. verticillioides and other organisms. Thus, an enhanced biocontrol is suggested by this in vitro study.

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Section: Resultscontrasting

confidence: 51%

Section: Introductionmentioning

confidence: 99%

Interactions of Bacillus mojavensis and Fusarium verticillioides with a Benzoxazolinone (BOA) and its Transformation Product, APO

et al. 2007

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“…In maize seedlings, the predominant benzoxazinoid is 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA; Figure 1), which is stored as an inactive glucoside (DIMBOA-Glc). Constitutive benzoxazinoid levels tend to decline as the plants age (Cambier et al, 2000). In addition to DIMBOA-Glc, The major benzoxazinoids detected in the leaves of maize seedlings are DIMBOA-Glc, HDMBOA-Glc, DIM2BOA-Glc, and HMBOA-Glc.…”

Section: Introductionmentioning

confidence: 99%

Natural Variation in Maize Aphid Resistance Is Associated with 2,4-Dihydroxy-7-Methoxy-1,4-Benzoxazin-3-One Glucoside Methyltransferase Activity

et al. 2013

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Plants differ greatly in their susceptibility to insect herbivory, suggesting both local adaptation and resistance tradeoffs. We used maize (Zea mays) recombinant inbred lines to map a quantitative trait locus (QTL) for the maize leaf aphid (Rhopalosiphum maidis) susceptibility to maize Chromosome 1. Phytochemical analysis revealed that the same locus was also associated with high levels of 2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one glucoside (HDMBOA-Glc) and low levels of 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one glucoside (DIMBOA-Glc). In vitro enzyme assays with candidate genes from the region of the QTL identified three O-methyltransferases (Bx10a-c) that convert DIMBOA-Glc to HDMBOA-Glc. Variation in HDMBOA-Glc production was attributed to a natural CACTA family transposon insertion that inactivates Bx10c in maize lines with low HDMBOA-Glc accumulation. When tested with a population of 26 diverse maize inbred lines, R. maidis produced more progeny on those with high HDMBOA-Glc and low DIMBOA-Glc. Although HDMBOA-Glc was more toxic to R. maidis than DIMBOA-Glc in vitro, BX10c activity and the resulting decline of DIMBOA-Glc upon methylation to HDMBOA-Glc were associated with reduced callose deposition as an aphid defense response in vivo. Thus, a natural transposon insertion appears to mediate an ecologically relevant trade-off between the direct toxicity and defense-inducing properties of maize benzoxazinoids.

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“…Secondary plant metabolites are involved in plantherbivorous insect chemical interactions, and are important factors of plant acceptance/resistance towards various species of aphids (Oleszek et al 1992;Cambier et al 2000;Awmack & Leather 2002;Leszczyński et al 2003;Ridstill-Smith et al 2004;Urbanska et al 2004). Preliminary studies on biochemical basis of the alfalfaherbivorous insect relations demonstrated the presence of potent feeding deterrents within the host-plant tissues Go lawska 2007).…”

Section: Introductionmentioning

confidence: 99%

Acceptance of low-saponin lines of alfalfa with varied phenolic concentrations by pea aphid (Homoptera: Aphididae)

Goławska

Łukasik

2009

Biologia

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This research aims to examine the effect of phenolics on pea aphid (Acyrthosiphon pisum) (Homoptera: Aphididae) development and feeding behaviour, on leaves of selected low-saponin lines of Radius alfalfa (Medicago sativa). There was a slight, negative correlation (Spearman rank correlation rs = −0.80) between concentrations of saponins and phenols. Lines with higher concentrations of saponins had less phenolics. Levels of phenolics in low-saponin lines of alfalfa cv. Radius were related to their acceptance by the pea aphid. Our data revealed an inverse relationship between level of phenolics and the aphid abundance and its biology on studied alfalfa lines. Larval development of the pea aphid was longer, reproduction period was shorter, and the fecundity was lower on low-saponin lines with higher level of phenolics. There were observed some tendencies in the pea aphid feeding behaviour on these lines: prolonging the probing of the peripheral tissues (epidermis and mesophyll) and shortening the period of phloem sap ingestion. The better hosts for the pea aphid were low-saponin lines with low levels of phenolic compounds.

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Variation of DIMBOA and related compounds content in relation to the age and plant organ in maize

Cited by 149 publications

References 24 publications

Interactions of Bacillus mojavensis and Fusarium verticillioides with a Benzoxazolinone (BOA) and its Transformation Product, APO

Interactions of Bacillus mojavensis and Fusarium verticillioides with a Benzoxazolinone (BOA) and its Transformation Product, APO

Natural Variation in Maize Aphid Resistance Is Associated with 2,4-Dihydroxy-7-Methoxy-1,4-Benzoxazin-3-One Glucoside Methyltransferase Activity

Acceptance of low-saponin lines of alfalfa with varied phenolic concentrations by pea aphid (Homoptera: Aphididae)

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