Fusaproliferin, Terpestacin and Their Derivatives Display Variable Allelopathic Activity Against Some Ascomycetous Fungi

  title={Fusaproliferin, Terpestacin and Their Derivatives Display Variable Allelopathic Activity Against Some Ascomycetous Fungi},
  author={Alessio Cimmino and Sabrina Sarrocco and Marco Masi and Stefania Diquattro and Marco Evidente and Giovanni Vannacci and Antonio Evidente},
  journal={Chemistry \& Biodiversity},
Herbivorous mammal dung supports a large variety of fimicolous fungi able to produce different bioactive secondary metabolites to compete with other organisms. Recently, the organic extracts of the Solid State Fermentation (SSF) cultures of Cleistothelebolus nipigonensis and Neogymnomyces virgineus, showing strong antifungal activity, were preliminarily investigated. This manuscript reports the isolation of the main metabolites identified, using spectroscopic and optical methods, as… Expand
Production and identification of two antifungal terpenoids from the Posidonia oceanica epiphytic Ascomycota Mariannaea humicola IG100
First marine strain of M. humicola (IG100) was investigated for the production of bioactive molecules and produced significant amounts of two bioactive terpenoids, terperstacin 1 and 19-acetyl-4-hydroxydictyodiol 2. Expand
Analysis and Isolation of Secondary Metabolites of Bipolarissorokiniana by Different Chromatography Techniques and the Spectrum of Their Biological Activity
Abstract Secondary metabolites were isolated from cultures of four geographically distant isolates of the cosmopolitan fungus, Bipolaris sorokiniana for intense biological characterization. AnalysisExpand
Identification and Functional Characterization of the Gene Cluster Responsible for Fusaproliferin Biosynthesis in Fusarium proliferatum
The identification and functional characterization of the Fusarium proliferatum genes encoding the fusaproliferin biosynthetic enzymes: a terpenoid synthase, two cytochrome P450s, a FAD-oxidase and an acetyltransferase are described. Expand
Phytotoxic Activity of Metabolites Isolated from Rutstroemia sp.n., the Causal Agent of Bleach Blonde Syndrome on Cheatgrass (Bromus tectorum)
In a juvenile plant immersion bioassay, both 9-O-methylfusarubin and terpestacin proved to be highly toxic at 10−4 M, causing wilting and plant death within 10 days, suggesting that these two compounds could play a role in pathogenesis on B. tectorum. Expand
Genome-guided investigation of anti-inflammatory sesterterpenoids with 5-15 trans-fused ring system from phytopathogenic fungi.
It is revealed that phytopathogenic fungi can serve as important sources of active terpenoids via systematic analysis of the genomic organization of BFTS biosynthetic gene clusters, their phylogenetic distribution in fungi, and cyclization properties of their metabolic products. Expand
Sesterterpenes and macrolide derivatives from the endophytic fungus Aplosporella javeedii.
Mechanistic studies indicated that 7 induces apoptotic cell death, and compounds 3, 4 and 7 showed low antibacterial activities against Mycobacterium tuberculosis H37Rv and compound 6 against Staphylococcus aureus, respectively, with MICs of 100 μM. Expand
Phytotoxic Metabolites Isolated from Neufusicoccum batangarum, the Causal Agent of the Scabby Canker of Cactus Pear (Opuntia ficus-indica L.)
All six metabolites were shown to have phytotoxicity on the host (cactus pear) and non-host (tomato) plants, and the most active compounds were (±)-botryoisocoumarin A, (−)-terpestacin (5), and (+)-neoisocOUmarin (6). Expand
Fungal Metabolites Antagonists towards Plant Pests and Human Pathogens: Structure-Activity Relationship Studies
This review deals with the SAR studies performed on fungal metabolites with potential fungicidal, bactericidal, insecticidal, and herbicidal activities from 1990 to the present. Expand


Banchromene and other secondary metabolites from the endophytic fungus Fusarium sp. obtained from Piper guineense inhibit the motility of phytopathogenic Plasmopara viticola zoospores
Abstract A new chromene, ( S )-banchromene ( 1 ), together with seven known compounds, ergosterol, beauvericin ( 2 ), fusaproliferin ( 3 ), radicinin ( 4 ), poly(3-hydroxybutyric acid) (PHB, 5 ), NExpand
A polyphasic contribution to the knowledge of Auxarthron (Onygenaceae)
The analysis of ITS nrDNA sequences suggests that an extensive phylogenetic revision of the genus Auxarthron is necessary, and a preliminary evaluation of the antagonistic properties of A. umbrinum and A. concentricum against phytopathogenic fungi has been performed. Expand
Bioactive metabolites from new or rare fimicolous fungi with antifungal activity against plant pathogenic fungi
Three fimicolous isolates of Cleistothelebolus nipigonensis, Neogymnomyces virgineus and Rodentomyces reticulatus, collected from dung of different herbivorous mammal dung, showed strong antifungal activity against fungal pathogens of some important crops. Expand
Emerging Fusarium -Mycotoxins Fusaproliferin, Beauvericin, Enniatins, And Moniliformin—A Review
  • M. Jestoi
  • Biology, Medicine
  • Critical reviews in food science and nutrition
  • 2008
This paper summarizes the existing data on the chemistry, analytical techniques, biosynthesis, production, toxicity, and occurrence data on fusaproliferin, beauvericin, enniatins, and moniliformin and suggests attention should be paid to the studies on the distinct signifigance of these compounds in the human and animal food chains. Expand
Further data on the production of beauvericin, enniatins and fusaproliferin and toxicity to Artemia salina by Fusarium species of Gibberella fujikuroi species complex.
Data indicate that beauvericin and fusaproliferin are common metabolites of species of the G. fujikuroi complex and pose a risk for a possible toxin accumulation in their respective host plant products. Expand
Sesterterpenes and 2H-Pyran-2-ones (=alpha-Pyrones) from the Mangrove-Derived Endophytic Fungus Fusarium proliferatum MA-84
Two new tricyclic sesterterpenes, fusaprolifins A and B (1 and 2), and three new 2H-pyran-2-one derivatives, prolipyrones A C (35), were isolated and characterized from Fusarium proliferatum MA-84,Expand
Dung-inhabiting fungi: a potential reservoir of novel secondary metabolites for the control of plant pathogens.
  • S. Sarrocco
  • Biology, Medicine
  • Pest management science
  • 2016
The ecology of dung-inhabiting fungi is introduced, with particular emphasis on the production of antibiotic compounds as a means to compete with other microorganisms. Expand
Studies on three rare coprophilous plectomycetes from Italy
The Italian collection of C. nipigonensis from canid dung is compared with the original strain from wolf, and its epidermoid peridial tissue is regarded as one of the main morphological differentiating features from Pseudeurotium ovale. Expand
A comparative study of Neogymnomyces virgineus, a new keratinolytic species from dung, and its relationships with the Onygenales
The keratinolytic ability of this species, associated with a Chrysosporium anamorph and a sexual state of appendiculate reticuloperidia and oblate ascospores, allows it to be accomodated in Onygenaceae. Expand
Structure and absolute stereochemistry of fusaproliferin, a toxic metabolite from Fusarium proliferatum.
The absolute configuration of C14 and C15 is the same as that observed for retigeranic acid, consistent with fusaproliferin being formed via a sesterterpenic-type biosynthetic pathway. Expand