Antifungal Activity of Oosporein from an Antagonistic Fungus against Phytophthora infestans

Nagaoka, Toshinori; Nakata, Kengo; Kouno, Kenji; Ando, Tadao

doi:10.1515/znc-2004-3-432

Cited by 49 publications

(44 citation statements)

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“…S1) H-NMR were consistent with previous data on the characterization of oosporein (Nagaoka et al, 2004), exhibiting only one chemical shift at d 1.88 (s) (6H, s) and confirming the identity of this pigment (Fig. 5a).…”

Section: Chemical Characterization Of Pigments Produced By Selected Fsupporting

confidence: 90%

“…In addition, sequence variation within this region has been useful in phylogenetic studies of many fungi (Bastola et al, 2004). (Nagaoka et al, 2004), orevactaene (b) (Shu et al, 1997), and dihydrotrichodimerol (c) (Lee et al, 2005). Screening of pigments produced by filamentous fungi E. nigrum, one of the species herein identified, is a recognized producer of a variety of secondary metabolites, including pigments such as carotenoids (GribanovskiSassu & Foppen, 1967), flavonoids (Ş opticã & Bahrim, 2005) and/or polyketides (Shu et al, 1997), of red, orange, and yellow hues.…”

Section: Discussionmentioning

confidence: 99%

“…It has also been found in other fungi like Chaetomium trilaterale, Verticillium psalliotae, Beauveria sp., and Chaetomium cupreum (Cole et al, 1974;Luo et al, 2015;Mao et al, 2010;Nagaoka et al, 2004). This compound has important biological activities, including inhibition of growth in plants and phytotoxic effects (Cole et al, 1974).…”

Section: Discussionmentioning

confidence: 99%

“…This compound has important biological activities, including inhibition of growth in plants and phytotoxic effects (Cole et al, 1974). Moreover, oosporein showed antifungal activity against Phytophthora infestans (Nagaoka et al, 2004), Rhizoctonia solani, Botrytis cinerea and Pythium ultimum, and the potential to inhibit proliferation of tumour cell lines (Mao et al, 2010). This compound has also been shown to possess antiviral activity (Terry et al, 1992), while demonstrating toxic effects in various poultry including broiler chickens and turkeys, resulting in gout, kidney damage and even death (Cole et al, 1974;Pegram et al, 1982).…”

Section: Discussionmentioning

confidence: 99%

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Production and chemical characterization of pigments in filamentous fungi

Souza

Grigoletto²,

Moraes³

et al. 2016

Microbiology

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Section: Chemical Characterization Of Pigments Produced By Selected Fsupporting

confidence: 90%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

See 2 more Smart Citations

Production and chemical characterization of pigments in filamentous fungi

Souza

Grigoletto²,

Moraes³

et al. 2016

Microbiology

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“…Oosporein is also produced by the insect pathogen Beauveria brongniartii (11) and various plant pathogenic and endophytic fungi (12)(13)(14)(15). Oosporein is highly reactive in biological systems, including insecticidal activity (16), antibiotic activity against Gram-positive bacteria (17), and antiviral (18) activity, as well as an antagonistic effect against plant pathogenic oomycetes (13).…”

mentioning

confidence: 99%

Fungal biosynthesis of the bibenzoquinone oosporein to evade insect immunity

Peng

Shang

Cen

et al. 2015

Proc. Natl. Acad. Sci. U.S.A.

197

176

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Quinones are widely distributed in nature and exhibit diverse biological or pharmacological activities; however, their biosynthetic machineries are largely unknown. The bibenzoquinone oosporein was first identified from the ascomycete insect pathogen Beauveria bassiana >50 y ago. The toxin can also be produced by different plant pathogenic and endophytic fungi with an array of biological activities. Here, we report the oosporein biosynthetic machinery in fungi, a polyketide synthase (PKS) pathway including seven genes for quinone biosynthesis. The PKS oosporein synthase 1 (OpS1) produces orsellinic acid that is hydroxylated to benzenetriol by the hydroxylase OpS4. The intermediate is oxidized either nonenzymatically to 5,5′-dideoxy-oosporein or enzymatically to benzenetetrol by the putative dioxygenase OpS7. The latter is further dimerized to oosporein by the catalase OpS5. The transcription factor OpS3 regulates intrapathway gene expression. Insect bioassays revealed that oosporein is required for fungal virulence and acts by evading host immunity to facilitate fungal multiplication in insects. These results contribute to the known mechanisms of quinone biosynthesis and the understanding of small molecules deployed by fungi that interact with their hosts.

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Natural occurrence of Beauveria caledonica, pathogenicity to Cosmopolites sordidus and antifungal activity against Fusarium oxysporum f. sp. cubense

Mascarin

Marinho-Prado

Assalin

et al. 2022

Pest Management Science

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BACKGROUND: Entomopathogenic fungi can provide a set of ecological services, such as suppressing arthropod pests and plant pathogens. In this study, novel indigenous Beauveria caledonica (Bc) strains were isolated from naturally infected banana weevils (Cosmopolites sordidus) occurring in commercial banana plantations in Brazil.RESULTS: The prevalence of infection by Bc strains on field-caught C. sordidus ranged from 1.3% to 12.9%. Similar to the Beauveria bassiana strains tested, none of the Bc strains caused more than 50% weevil mortality at a concentration of 1 × 10 8 conidia ml −1 . Bc strain CMAA1810 caused the highest mortality in C. sordidus and had enhanced insecticidal activity when formulated with an emulsifiable oil. In paired co-culture assays, this same strain showed a significant growth-inhibitory effect on the causal agent of Fusarium banana wilt (Fusarium oxysporum f. sp. cubense, Foc) of twofold magnitude compared with the control. Cell-free crude filtrates derived from the red-pigmented culture broth of Bc (CMAA1810) strongly reduced Foc conidial viability, and this inhibitory activity was inversely related to the age of the Bc culture. Crude concentrated filtrates from 4-dayold cultures exhibited the strongest antifungal activity (13-fold) compared with untreated Foc conidia. The abundant compound identified in the crude filtrate of Bc was oosporein (1,4-dibenzoquinone) present at a concentration of 0.829 ± 0.018 mg g −1 dry matter, and the antifungal activity of the filtrate was demonstrated.CONCLUSION: These results indicated that Bc strains might have the potential to manage both C. sordidus and Foc, two of the major phytosanitary problems in banana crops worldwide. Further research under field conditions using suitable formulations of virulent Bc strains in combination with the metabolite oosporein is needed to evaluate their efficacy in the management of C. sordidus and Foc in banana plantations.

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Antifungal Activity of Oosporein from an Antagonistic Fungus against Phytophthora infestans

Abstract: An antifungal metabolite, oosporein, was isolated from the culture of Verticillium psalliotae that produced the antagonistic effects on Phytophthora infestans. Oosporein exhibited a significant growth-inhibitory effect on P. infestans in comparison with other phytopathogenic fungi.

Cited by 49 publications

References 0 publications

Production and chemical characterization of pigments in filamentous fungi

Production and chemical characterization of pigments in filamentous fungi

Fungal biosynthesis of the bibenzoquinone oosporein to evade insect immunity

Natural occurrence of Beauveria caledonica, pathogenicity to Cosmopolites sordidus and antifungal activity against Fusarium oxysporum f. sp. cubense

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