Direct MALDI-TOF/TOF analyses of unnatural beauvericins produced by the endophytic fungus Fusarium oxysporum SS46

Tuiche, Mayra Vendramini; Lopes, Adriana A.; Silva, Denise Brentan; Lopes, Norberto Peporine; Pupo, Mônica Tallarico

doi:10.1016/j.bjp.2014.06.002

Cited by 4 publications

(4 citation statements)

References 21 publications

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“…In total, eight beauvericins ( 1 – 8 ) and two beauvenniatins ( 9 , 13 ) were detected in the different fungal extracts (Table 1). All 10 depsipeptides, except 13 , had been reported earlier (Figure 1) [3,5,6,14,20]. However, several of the analogues were only reported from precursor-directed biosynthesis [3,5,6,14,20].…”

Section: Resultsmentioning

confidence: 99%

Evidence for Naturally Produced Beauvericins Containing N-Methyl-Tyrosine in Hypocreales Fungi

Urbaniak

Stępień

Uhlig

2019

Toxins

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Beauvericin is a depsipeptide mycotoxin. The production of several beauvericin analogues has previously been shown among various genera among Hypocreales fungi. This includes so-called beauvenniatins, in which one or more N-methyl-phenylalanine residues is exchanged with other amino acids. In addition, a range of “unnatural” beauvericins has been prepared by a precursor addition to growth medium. Our aim was to get insight into the natural production of beauvericin analogues among different Hypocreales fungi, such as Fusarium and Isaria spp. In addition to beauvericin, we tentatively identified six earlier described analogues in the extracts; these were beauvericin A and/or its structural isomer beauvericin F, beauvericin C, beauvericin J, beauvericin D, and beauvenniatin A. Other analogues contained at least one additional oxygen atom. We show that the additional oxygen atom(s) were due to the presence of one to three N-methyl-tyrosine moieties in the depsipeptide molecules by using different liquid chromatography–mass spectrometry-based approaches. In addition, we also tentatively identified a beauvenniatin that contained N-methyl-leucine, which we named beauvenniatin L. This compound has not been reported before. Our data show that N-methyl-tyrosine containing beauvericins may be among the major naturally produced analogues in certain fungal strains.

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Section: Resultsmentioning

confidence: 99%

Evidence for Naturally Produced Beauvericins Containing N-Methyl-Tyrosine in Hypocreales Fungi

Urbaniak

Stępień

Uhlig

2019

Toxins

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“…Several Fusarium sp. produced a BEA toxin including F. verticillioides, F. oxysporum, F. poae¸ F. redolens, F. proliferatum, and F. subglutinans [20,35,[48][49][50][51].…”

Section: Discussionmentioning

confidence: 99%

“…BEA was considered as insecticidal and phytotoxic that exhibited several biological properties [15], antibacterial [16], as well as, showing cytotoxicity towards cell lines from invertebrates, animals and human [17]. The methods for the detection of mycotoxins include gas chromatography (GC), GC-MS, enzyme-linked immunosorbent assay (ELISA), high performance liquid chromatography (HPLC), matrix-assisted laser desorption ionization-time-of-flight mass spectrometry (MALDI-TOF/TOF), liquid chromatography-tandem mass spectrometry (LC-MS/MS), and tinlayer chromatography (TLC) [18][19][20][21]. TLC is using a qualitative screening method that assayed many mycotoxins [22].…”

Section: Introductionmentioning

confidence: 99%

Identification and Production of Beauvericin by Fusarium subglutinansand F. sacchari from Sugarcane

Mohammed

Al-Ani

2021

Braz. arch. biol. technol.

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Fusarium is producing several important mycotoxins including beauvericin (BEA). Two species of Fusarium viz. F. subglutinans and F. sacchari cause the Pokkahboeng disease of sugarcane. The studies on the occurrence and toxicity of BEA are scarce. Therefore, this study aimed to identify the isolates of Fusarium and detect their ability to produce BEA. The toxicity of BEA was also tested on brine shrimp Artemia salina. Many isolates of Fusarium were isolated from the infected plants of sugarcane in Malaysia. We identified the species of Fusarium according to their morphological characteristics. The capability of Fusarium isolates for producing the BEA was estimated by using a thin layer chromatography. The toxicity bioassay of BEA was conducted on the brine shrimp larvae. The results were identified on F. subglutinans and F. sacchari in 55 isolates of Fusarium. All isolates demonstrated the ability to produce BEA. Interestingly, BEA exhibited variation in toxicity between low toxic to very higher toxicity 100%. F. subglutinans and F. sacchari were able to produce BEA and possibly BEA may be causing toxicity in the host tissue and may be acting as a potential pathogenicity factor. Therefore, we consider BEA as an interesting factor in determining the virulence of fusarium isolate.

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“…La desorción de la muestra se realizó con un láser en estado sólido SmartBeam II ® (laser power 33%, 200 scans, 2kHz) (modificado de Palyzova et al, 2019;Tuiche et al, 2014).…”

Section: Análisis Por Espectroscopia De Masas Maldi-tofunclassified

Mejoramiento en la producción de beauvericina en cultivo sólido para su uso como agente antimicrobiano

Bonilla

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Direct MALDI-TOF/TOF analyses of unnatural beauvericins produced by the endophytic fungus Fusarium oxysporum SS46

Cited by 4 publications

References 21 publications

Evidence for Naturally Produced Beauvericins Containing N-Methyl-Tyrosine in Hypocreales Fungi

Evidence for Naturally Produced Beauvericins Containing N-Methyl-Tyrosine in Hypocreales Fungi

Identification and Production of Beauvericin by Fusarium subglutinansand F. sacchari from Sugarcane

Mejoramiento en la producción de beauvericina en cultivo sólido para su uso como agente antimicrobiano

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