On the Antifungal Effect of Benzoxazolinone and 6-Methoxybenzoxazolinone, Respectively, on Fusarium nivale.

Wahlroos, Örn; Virtanen, Artturi I.; Norrby, Anders; Svennerholm, Lars; Ernster, Lars; Diczfalusy, E.

doi:10.3891/acta.chem.scand.12-0124

Cited by 34 publications

(14 citation statements)

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“…Flavonoids and furocoumarins inhibit trichothecene synthesis (Desjardins et al, 1988). Cyclic hydroxamic acids and benzoxazolin-2-ones of the Gramineae are toxic to fungi and inhibit the synthesis of certain mycotoxins (Wahlroos and Virtanen., 1958;Niemeyer., 1988;Miller et al, 1996a). The genes for the synthesis of hydroxamic acids in maize were recently cloned (Frey et al, 1997).…”

Section: Toxin Tolerance and Disease Resistancementioning

confidence: 99%

Biological detoxification of fungal toxins and its use in plant breeding, feed and food production

1999

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Section: Toxin Tolerance and Disease Resistancementioning

confidence: 99%

Biological detoxification of fungal toxins and its use in plant breeding, feed and food production

1999

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“…It has previously been documented that benzoxazinoids contribute to some Gramineae species' resistance to pathogens and insects (Virtanen & Hietala 1960;Klun & Robinson 1969;Niemeyer 1988). 6-MBOA is the degradation product of DIMBOA, so 6-MBOA concentrations may reflect DIMBOA content, which is the main resistance chemical compound in Gramineae species (Wahlroos & Virtanen 1958;Argandoña & Corcuera 1985). Thus, we suggested that benzoxazinoids may also be the material used by Leymus chinensis for defense against insects and pathogens.…”

Section: Discussionmentioning

confidence: 81%

“…In addition, tannins are among the most widely distributed plant defensive compounds (Swain 1979;McLeod 1974). However, the most active insect defense compound in crops, such as wheat, rye, and maize, is the hydroxamic acid 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (DIMBOA) (Wahlroos & Virtanen 1958;Argandoña & Corcuera 1985). This compound is subsequently degraded into 6-methoxybenzoxazolin-3-one (MBOA) immediately in the absence of enzyme involvement (Sicker et al 2000).…”

Section: Introductionmentioning

confidence: 99%

Evaluation of the variations in secondary metabolite concentrations of leymus chinensis seedlings

et al. 2014

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Limited information is available about how mammalian browsing activity influences the dynamic defense mechanisms of plants. Here, we aimed to clarify the response mechanism of a herbaceous plant (Chinese lyme grass, Leymus chinensis) to browsing by a mammalian herbivore (Brandt's vole, Lasiopodomy brandtii). We used high-performance liquid chromatography and spectrophotometry to investigate changes in the concentrations of 6-MBOA, total phenol and condensed tannin in Chinese lyme grass seedlings with respect to its ontogeny and different types of damage treatments. 6-MBOA concentrations were higher on day 7 and day 8 than on days 12 and 17 after seedling germination. The concentrations of total phenol and condensed tannin were higher on day 12 than on days 7 and 8 after seedling germination. Compared to the control, higher 6-MBOA concentrations were obtained in the salivation, gnawing and artificial cutting treatment groups. The response of 6-MBOA was delayed in the artificial cutting group compared to the salivation and gnawing groups. In contrast, the concentrations of total phenol and condensed tannin were higher in the artificial cutting and control groups compared to the salivation and gnawing groups. 6-MBOA concentration was negatively correlated with total phenol concentration. The results indicated that 6-MBOA concentration decreased with seedling ontogeny, and that it could be induced by Brandt's vole saliva. In conclusion, our study verified the hypothesis that the browsing by Brandt's vole induces the dynamic defenses of L. chinensis.

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“…The prevailing fungal pathway of benzoxazolinone degradation, discovered to date, is via heterogenic ring hydrolysis and the production of an intermediate aminophenol, which was first reported for Microdochium nivale (formerly Fusarium nivale) (Wahlroos & Virtanen, 1958). Predominately, the end products of fungal benzoxazolinone degradation contain acyl attachments, such as HPMA and HMPMA from BOA and MBOA, respectively (Friebe et al, 1998).…”

Section: Fungal Detoxification Of Benzoxazolinonesmentioning

confidence: 99%

Degradation of the benzoxazolinone class of phytoalexins by Fusarium pseudograminearum, a pathogenic fungus of wheat

Kettle¹

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The benzoxazolinone class of phytoalexins are released by wheat, maize and rye upon pathogen attack. Benzoxazolinones have antimicrobial activity, but certain fungi have evolved mechanisms to actively detoxify these compounds, which may contribute to the virulence of these pathogens. In many Fusarium spp. a cluster of genes is thought to be involved in the detoxification of benzoxazolinones. However, only one enzyme, Fusarium Detoxification of Benzoxazolinone 2 (Fdb2), encoded in the cluster has been unequi vocally assigned a role in this process. The FDB2 gene encodes a N-malonyltransferase and was identified in the maize pathogen F. verticillioides. In this thesis, through comparative genome analysis of several Fusarium species, a conserved genomic region has been identified around FDB2. Expression analyses demonstrated that a cluster of nine genes were responsive to exogenous benzoxazolinone in the important wheat pathogen Fusarium pseudograminearum.

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On the Antifungal Effect of Benzoxazolinone and 6-Methoxybenzoxazolinone, Respectively, on Fusarium nivale.

Cited by 34 publications

References 0 publications

Biological detoxification of fungal toxins and its use in plant breeding, feed and food production

Biological detoxification of fungal toxins and its use in plant breeding, feed and food production

Evaluation of the variations in secondary metabolite concentrations of leymus chinensis seedlings

Degradation of the benzoxazolinone class of phytoalexins by Fusarium pseudograminearum, a pathogenic fungus of wheat

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