Macrocyclic trichothecenes

Grove, John Frederick

doi:10.1039/np9931000429

Cited by 89 publications

(59 citation statements)

References 13 publications

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“…Fusarium genus is the main producer of trichothecene metabolites, although these are also produced by other fungal species (Grove, 1988(Grove, , 1993(Grove, , 1996. These closely related sesquiterpenoids possess a 12,13 epoxide ring and a variable number of hydroxyl or acetoxy groups (Fig.…”

Section: Trichothecenesmentioning

confidence: 99%

Secondary metabolites from species of the biocontrol agent Trichoderma

et al. 2007

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Trichoderma species are free-living fungi that are highly interactive in root, soil and foliar environments and have been used successfully in field trials to control many crop pathogens. Structural and biological studies of the metabolites isolated from Trichoderma species are reviewed. This review, encompassing all the literature in this field up to the present and in which 269 references are cited, also includes a detailed study of the biological activity of the metabolites, especially the role of these metabolites in biological control mechanisms. Some aspects of the biosynthesis of these metabolites and related compounds are likewise discussed.

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Section: Trichothecenesmentioning

confidence: 99%

Secondary metabolites from species of the biocontrol agent Trichoderma

et al. 2007

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“…Unlike aflatoxins, Trichthecenes can act immediately upon contact. The trichothecenes are a group of 182 structurally related metabolites produced by a number of fungal genera, including Fusarium, Stachybotrys, and other molds (Scott 1989;Grove 1993Grove 1996. The term trichothecene is derived from trichothecin, which was the one of the first members of the family identified.…”

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confidence: 99%

Molecular cytogenetical effects of some mycotoxins to chromosomes of Triticum durum using RAPD-PCR fluorescence in situ hybridization

et al. 2009

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ABSTRACT. PCR-amplified DNA using the random primer OPB-06 was used as a probe for Fluorescence in situ hybridization (FISH). Signals of hybridized sites were observed in both interphase and metaphase plates after hybridization. The FISH signals of the metaphase chromosomes were confirmed as two yellow-color signals hybridized with the probe on two adjacent loci at interphase of the control plates. FISH analysis of the metaphase plates of 25µg/ml deoxynivlenol (DON) and aflatoxin B 1 (AFB 1 ) treated plants revealed 85.7% and 89.3%, respectively had no signals. Of the metaphase plates of plants treated with AFB 1 , 3.6% had one terminal signal while 7.1% revealed two signals and no signals were observed in 89.3% plates. Regarding the interphase nuclei, only one signal was observed in 42.1% of the plates where two signals were observed in 57.8% interphase plates. 10.7% metaphase plates of plants treated with DON had one terminal signal while 3.6% exhibit two signals and no signals were observed in 85.7% plates of metaphase. 44.1% of the interphase nuclei had one signal while 53.2% plates reveal two signals and four signals were observed in 2.7% interphase nuclei. Disappearance of FISH signals in some metaphase plates of plants treated with the two investigated toxins indicates the toxigenic effect of these mycotoxins on metaphase chromosomes of wheat.

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“…[1] They were detectable as contaminants of cereal grains such as wheat, barley and corn. [2] Early in vitro studies have led to the conclusion that trichothecenes can bind to eukaryotic ribosomes, thereby preventing polypeptide chain initiation or elongation and inhibiting protein synthesis.…”

Section: Introductionmentioning

confidence: 99%

Conformational properties of the macrocyclic trichothecene mycotoxin verrucarin A in solution

Fragaki¹,

Stefanaki²,

Dais³

et al. 2008

Magnetic Reson in Chemistry

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Phase-sensitive nuclear Overhauser enhancement spectroscopy (NOESY) experiments, (3)J couplings and computational molecular modeling (MM2* and MMFF force fields) were employed to examine the conformational properties of verrucarin A in chloroform solutions. The MMFF force field calculations resulted in a family of 12 low-energy structures along with their populations, the latter being determined by the NMR analysis of molecular flexibility in solution(NAMFIS) deconvolution analysis. The concluded model was capable of reproducing successfully the experimental NOESY cross-peak volumes and the proton-coupling constants. Among the 12 conformers, the one which was similar to the structure of verrucarin A in the solid state was the predominant accounting for 75% of the total relative population, although other low-energy conformations contributed to a lesser degree in order to explain the experimental data.

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Macrocyclic trichothecenes

Abstract: Introduction and Nomenclature Historical Background Naturally Occurring Compounds Verrucarins Roridins Baccharinoids Biosynthesis Biosynthesis in Fungi Biosynthesis in Baccharis sp.

Cited by 89 publications

References 13 publications

Secondary metabolites from species of the biocontrol agent Trichoderma

Secondary metabolites from species of the biocontrol agent Trichoderma

Molecular cytogenetical effects of some mycotoxins to chromosomes of Triticum durum using RAPD-PCR fluorescence in situ hybridization

Conformational properties of the macrocyclic trichothecene mycotoxin verrucarin A in solution

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