Biofilm Inhibitory Abscisic Acid Derivatives from the Plant-Associated Dothideomycete Fungus, Roussoella sp
- PMID: 30200229
- PMCID: PMC6225182
- DOI: 10.3390/molecules23092190
Biofilm Inhibitory Abscisic Acid Derivatives from the Plant-Associated Dothideomycete Fungus, Roussoella sp
Abstract
Roussoella species are well recorded from both monocotyledons and dicotyledons. As part of a research program to discover biologically active compounds from plant-associated Dothideomycetes in Thailand, the strain Roussoella sp. (MFLUCC 17-2059), which represents an undescribed species, was isolated from Clematis subumbellata Kurz, fermented in yeast-malt medium and explored for its secondary metabolite production. Bioassay-guided fractionation of the crude extract yielded the new abscisic acid derivative, roussoellenic acid (1), along with pestabacillin B (2), a related congener, and the cyclodipeptide, cyclo(S-Pro-S-Ile) (3). The structure of 1 was determined by 2D NMR spectroscopy and HR-ESIMS data analysis. Compounds 1 and 2 showed inhibitory activity on biofilm formation by Staphylococcus aureus. The biofilm formation of S. aureus was reduced to 34% at 16 µg/mL by roussoellenic acid (1), while pestabacillin B (2) only showed 36% inhibition at 256 µg/mL. In addition, compound 1 also had weak cytotoxic effects on L929 murine fibroblasts and human KB3-1 cancer cells.
Keywords: Anti-biofilm; Ascomycota; Pleosporales; structure elucidation.
Conflict of interest statement
The authors declare no conflict of interest.
Figures
Similar articles
-
New phenyl derivatives from endophytic fungus Botryosphaeria sp. SCSIO KcF6 derived of mangrove plant Kandelia candel.Nat Prod Res. 2016;30(2):192-8. doi: 10.1080/14786419.2015.1050670. Epub 2015 Jul 8. Nat Prod Res. 2016. PMID: 26156623
-
Macrooxazoles A-D, New 2,5-Disubstituted Oxazole-4-Carboxylic Acid Derivatives from the Plant Pathogenic Fungus Phoma macrostoma.Molecules. 2020 Nov 24;25(23):5497. doi: 10.3390/molecules25235497. Molecules. 2020. PMID: 33255301 Free PMC article.
-
One strain-many compounds (OSMAC) method for production of polyketides, azaphilones, and an isochromanone using the endophytic fungus Dothideomycete sp.Phytochemistry. 2014 Dec;108:87-94. doi: 10.1016/j.phytochem.2014.09.013. Epub 2014 Oct 10. Phytochemistry. 2014. PMID: 25310919
-
Anti-biofilm agents: recent breakthrough against multi-drug resistant Staphylococcus aureus.Pathog Dis. 2014 Apr;70(3):231-9. doi: 10.1111/2049-632X.12141. Epub 2014 Feb 24. Pathog Dis. 2014. PMID: 24453168 Review.
-
Hybrid combinations containing natural products and antimicrobial drugs that interfere with bacterial and fungal biofilms.Phytomedicine. 2017 Dec 15;37:14-26. doi: 10.1016/j.phymed.2017.10.021. Epub 2017 Nov 23. Phytomedicine. 2017. PMID: 29174600 Review.
Cited by
-
Endophytic Trichoderma strains isolated from forest species of the Cerrado-Caatinga ecotone are potential biocontrol agents against crop pathogenic fungi.PLoS One. 2022 Apr 15;17(4):e0265824. doi: 10.1371/journal.pone.0265824. eCollection 2022. PLoS One. 2022. PMID: 35427356 Free PMC article.
-
Two New Sesquiterpenoids and a New Shikimic Acid Metabolite from Mangrove Sediment-Derived Fungus Roussoella sp. SCSIO 41427.Mar Drugs. 2024 Feb 23;22(3):103. doi: 10.3390/md22030103. Mar Drugs. 2024. PMID: 38535444 Free PMC article.
-
Alpha-Glucosidase- and Lipase-Inhibitory Phenalenones from a New Species of Pseudolophiostoma Originating from Thailand.Molecules. 2020 Feb 20;25(4):965. doi: 10.3390/molecules25040965. Molecules. 2020. PMID: 32093426 Free PMC article.
-
COX Inhibitory and Cytotoxic Naphthoketal-Bearing Polyketides from Sparticola junci.Int J Mol Sci. 2021 Nov 17;22(22):12379. doi: 10.3390/ijms222212379. Int J Mol Sci. 2021. PMID: 34830260 Free PMC article.
-
Polyketide-Derived Secondary Metabolites from a Dothideomycetes Fungus, Pseudopalawania siamensisgen. et sp. nov., (Muyocopronales) with Antimicrobial and Cytotoxic Activities.Biomolecules. 2020 Apr 8;10(4):569. doi: 10.3390/biom10040569. Biomolecules. 2020. PMID: 32276418 Free PMC article.
References
-
- Beimforde C., Feldberg K., Nylinder S., Rikkinen J., Tuovila H., Dörfelt H., Gube M., Jackson D.J., Reitner J., Seyfullah L.J., et al. Estimating the phanerozoic history of the Ascomycota lineages: Combining fossil and molecular data. Mol. Phylogenet. Evol. 2014;78:386–398. doi: 10.1016/j.ympev.2014.04.024. - DOI - PubMed
-
- Kirk P.M., Cannon P.F., Minter D.W., Stalpers J.A. Dictionary of the Fungi. 10th ed. CABI; Wallingford, UK: 2008. pp. 55–56.
-
- Wijayawardene N.N., Hyde K.D., Lumbsch H.T., Liu J.K., Maharachchikumbura S.S., Ekanayaka A.H., Tian Q., Phookamsak R. Outline of Ascomycota: 2017. Fungal Divers. 2018;88:167–263. doi: 10.1007/s13225-018-0394-8. - DOI
-
- Chagas F., Caraballo-Rodriguez A., Pupo M. Endophytic fungi as a source of novel metabolites. In: Zeilinger S., Martín J.F., García-Estrada C., editors. Biosynthesis and Molecular Genetics of Fungal Secondary Metabolites. Volume 2. Fungal Biology; Springer; New York, NY, USA: 2015. pp. 123–176.
MeSH terms
Substances
Grants and funding
LinkOut - more resources
Full Text Sources
Other Literature Sources
Molecular Biology Databases
Research Materials
Miscellaneous