Fusaristatins A and B, Two New Cyclic Lipopeptides from an Endophytic Fusarium sp.

Shiono, Yoshihito; Tsuchinari, Mio; Shimanuki, Keiko; Miyajima, Takeshi; Murayama, Tetsuya; Koseki, Takuya; Laatsch, Hartmut; Funakoshi, Takayuki; Takanami, Koji; Suzuki, Keitarou

doi:10.1038/ja.2007.39

Cited by 62 publications

(44 citation statements)

References 13 publications

(16 reference statements)

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“…Fusaristatin A was first isolated and characterized from the endophytic Fusarium sp. YG-45 strain [59], and has later also been identified in the endophyte Phomopsis longicolla [60]. …”

Section: Resultsmentioning

confidence: 99%

Genetic transformation of Fusarium avenaceum by Agrobacterium tumefaciens mediated transformation and the development of a USER-Brick vector construction system

et al. 2014

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BackgroundThe plant pathogenic and saprophytic fungus Fusarium avenaceum causes considerable in-field and post-field losses worldwide due to its infections of a wide range of different crops. Despite its significant impact on the profitability of agriculture production and a desire to characterize the infection process at the molecular biological level, no genetic transformation protocol has yet been established for F. avenaceum. In the current study, it is shown that F. avenaceum can be efficiently transformed by Agrobacterium tumefaciens mediated transformation. In addition, an efficient and versatile single step vector construction strategy relying on Uracil Specific Excision Reagent (USER) Fusion cloning, is developed.ResultsThe new vector construction system, termed USER-Brick, is based on a limited number of PCR amplified vector fragments (core USER-Bricks) which are combined with PCR generated fragments from the gene of interest. The system was found to have an assembly efficiency of 97% with up to six DNA fragments, based on the construction of 55 vectors targeting different polyketide synthase (PKS) and PKS associated transcription factor encoding genes in F. avenaceum. Subsequently, the ΔFaPKS3 vector was used for optimizing A. tumefaciens mediated transformation (ATMT) of F. avenaceum with respect to six variables. Acetosyringone concentration, co-culturing time, co-culturing temperature and fungal inoculum were found to significantly impact the transformation frequency. Following optimization, an average of 140 transformants per 106 macroconidia was obtained in experiments aimed at introducing targeted genome modifications. Targeted deletion of FaPKS6 (FA08709.2) in F. avenaceum showed that this gene is essential for biosynthesis of the polyketide/nonribosomal compound fusaristatin A.ConclusionThe new USER-Brick system is highly versatile by allowing for the reuse of a common set of building blocks to accommodate seven different types of genome modifications. New USER-Bricks with additional functionality can easily be added to the system by future users. The optimized protocol for ATMT of F. avenaceum represents the first reported targeted genome modification by double homologous recombination of this plant pathogen and will allow for future characterization of this fungus. Functional linkage of FaPKS6 to the production of the mycotoxin fusaristatin A serves as a first testimony to this.

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“…Fusaristatin A was first isolated and characterized from the endophytic Fusarium sp. YG-45 strain [59], and has later also been identified in the endophyte Phomopsis longicolla [60]. …”

Section: Resultsmentioning

confidence: 99%

Genetic transformation of Fusarium avenaceum by Agrobacterium tumefaciens mediated transformation and the development of a USER-Brick vector construction system

et al. 2014

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“…Thus, new and more-powerful drugs are necessary to solve these problems. Marine microorganisms, especially fungi, are still a less investigated resource of bioactive substances [5,6]; recent investigations indicated their tremendous potential as source of new drugs [7-13]. …”

Section: Introductionmentioning

confidence: 99%

Seven naphtho-γ-pyrones from the marine-derived fungus Alternaria alternata: structure elucidation and biological properties

Shaaban

Abdel‐Aziz

2012

Organic and Medicinal Chemistry Letters

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Eight bioactive pyrone derivatives were identified from the culture of Alternaria alternata strain D2006, isolated from the marine soft coral Denderonephthya hemprichi, which was selected as its profound antimicrobial activities. The compounds were assigned as pyrophen (1), rubrofusarin B (2), fonsecin (3), and fonsecin B (5) beside to the four dimeric naphtho-γ-pyrones; aurasperone A (6), aurasperone B (7), aurasperone C (8), and aurasperone F (9). Structures of the isolated compounds were identified on the basis of 1D and 2D NMR spectroscopy and mass (EI, ESI, HRESI) data, and by comparison with the literature. Configuration of the four dimeric naphtho-γ-pyrones 6-9 was analyzed by CD spectra, exhibiting an identical stereochemistry.

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“…Fusarium spp. are often found in plants and many bioactive components have been isolated from these endophytic fungi, such as pentaketide, cyclic lipopeptides, pyrroles, and indole alkaloids (Brady and Clardy 2000;Tan and Zou 2001;Shiono et al 2007). Colletotrichum spp.…”

Section: Resultsmentioning

confidence: 99%

Evaluation of the bioactivities of extracts of endophytes isolated from Taiwanese herbal plants

Hsieh

Hsu

Lai

et al. 2009

World J Microbiol Biotechnol

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The endophytic extracts from 19 endophytes, isolated from 13 species of Taiwanese plants, were evaluated for biological activity, including cytotoxicity, anti-platelet aggregation, and anti-inflammatory activity. The extracts of 12 endophytes exhibited inhibitory effects on collageninduced platelet aggregation with IC 50 values of 19.85-87.64 lg/ml. Four strains, Rahnella aquatilis, Pantoea agglomerans, Rhodotorula sp., and Penicillium paxilli, also showed inhibitory effects on thrombin-induced platelet aggregation with IC 50 values of 42.80-61.54 lg/ml. Additionally 12 extracts of endophytes exhibited cytotoxicities with IC 50 values of 0.12-19.83 lg/ml. However, eight extracts revealed inhibitory effects on superoxide anion generation induced by fMLP (N-formyl-L-methionyl-L-leucyl-L-phenylalanine) in human neutrophils. The extract of Rahnella aquatilis showed anti-platelet aggregation activity, and bioassay-directed fractionation led to the isolation of six compounds, including one isoalloxazine: lumichrome (1); two isoflavones: genistein (2) and daidzein (3); two cyclic peptides: cyclo-Pro-Val (4) and cyclo-Pro-Phe (5); and one benzenoid: methyl 2,4,5-trimethoxybenzoate (6). These results indicated that endophytes from Taiwanese herbal plants could be useful sources for research and development of bioactive lead compounds from nature.

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Fusaristatins A and B, Two New Cyclic Lipopeptides from an Endophytic Fusarium sp.

Cited by 62 publications

References 13 publications

Genetic transformation of Fusarium avenaceum by Agrobacterium tumefaciens mediated transformation and the development of a USER-Brick vector construction system

Genetic transformation of Fusarium avenaceum by Agrobacterium tumefaciens mediated transformation and the development of a USER-Brick vector construction system

Seven naphtho-γ-pyrones from the marine-derived fungus Alternaria alternata: structure elucidation and biological properties

Evaluation of the bioactivities of extracts of endophytes isolated from Taiwanese herbal plants

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