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Furochromones produced by Preussia sp.: an endophytic fungus from Casearya sylvestris var. lingua (Flacouteaceae)
Araujo Angela R 1, Somensi Andressa 1, Biasetto Carolina R 1, Ratsbone Yan 1, Cavalheiro Alberto J 1, Camargo Ilana L B C 2, Abdalla Viviani C P 3, Bolzani Vanderlan S 1
1 NuBBE – Nucleus of Bioassays, Biosynthesis and Ecophysiology of Natural Products, State University of São Paulo, Institute of Chemistry, Department of Organic Chemistry, Zip Code 14800-900, Araraquara, São Paulo, Brazil., Araraquara, Brazil
2 São Carlos Institute of Physics, University of São Paulo, Zip Code 13566-590, São Carlos, São Paulo, Brazil., São Carlos, Brazil
3 Federal University of São Carlos, Botany Department, Zip Code 13565-905, São Carlos, São Paulo, Brazil., São Carlos, Brazil

Endophytic fungi are widespread in nature and attract considerable attention as prolific sources of new natural products with diverse biological properties and structures. Fungi of the genus Preussia sp. belong to Sporormiaceae, family (Ascomicota), have shown to be potential sources of new secondary metabolites, mainly with biological activities for drug discovery. In our continual search for bioactive compounds from endophytic fungi from Brazilian plants we have investigated Preussia sp. isolated from Casearia sylvestris var. lingua (Flacourtiaceae). Preussia sp. was cultured in corn for 28 days at 25 o C under static mode. The culture was extracted with MeOH. After evaporation of the solvent, the crude MeOH extract was partioned using water and AcOEt by liquid partitioning. The EtOAc fraction was evaporated resulting in crude extract. This extract was dissolved in CH3CN and defatted with hexane by liquid partitioning. Following, the CH3CN fraction was evaporated to give 1,100 g of the crude extract. The CH3CN extract was subjected to chromatographic separation by CC on a silica gel and preparative HPLC (reversed-phase) yielding the isolation of three compounds, (Sporormiellin B, C e D) including new compound, Sporormiellin D. The structure elucidation of these compounds were achieved by spectroscopic data, including HREIMS, 1D and 2D NMR (HMQC, HMBC, COSY, NOESY). The Sporormiellin B showed phytotoxicity activity and Sporormiellin D eradication of biofilm formed by the bacterium S. epidermidis ATCC 34984 and presented bioactivity.

Acknowledgements: CNPq, FAPESP, and CAPES.

Keywords: endophytic fungi, Preussia sp., furochromones

References:

[1] XIONG, H. et. al. Sporormiellin A, the first tetrahydrofuran-fused furochromone with an unprecedented tetracyclic skeleton from Sporormiella minima. Royal Society of Chemistry Advances, v. 4, p. 24295-24299, 2014.

[2] ZHANG, F. et al. A thiopyranchromenone and other chromone derivatives from and endolichenic fungus, Preussia africana. Journal of Natural Products, v. 75, p. 230-237, 2012.

Reference:
Mo-Poster Session 1-PO-232:
Session:
Poster Session 1
Presenter/s:
Angela R Araujo
Presentation type:
Poster presentation
Room:
San Francisco
Date:
Monday, 4th September, 2017
Time:
16:00 - 18:00
Session times:
16:00 - 18:00
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